Cis-2-Butene - C4H8 - PubChem

2017610 cis2Butene|C4H8PubChem
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Compound Summary for CID 5287573
cis2Butene Cite this Record

STRUCTURE VENDORS PHARMACOLOGY PATENTS
PubChem CID: 5287573

Cis2Butene; ZBut2ene; CisButene; BetacisButylene; CisBut2ene; Cis1,2
Chemical Names:
Dimethylethylene More...
Molecular Formula: C4H8 or CH3HC=CHCH3

Molecular Weight: 56.108 g/mol
InChI Key: IAQRGUVFOMOMEMARJAWSKDSAN
Substance Registry: FDA UNII
Safety Summary: Laboratory Chemical Safety Summary LCSS
PUBCHEM COMPOUND CIS2BUTENE Create Date: 20050327
https://pubchem.ncbi.nlm.nih.gov/compound/cis2Butene 1/34
Contents
1 2D Structure
2 3D Conformer
3 Names and Identifiers
4 Chemical and Physical Properties
5 Related Records
6 Chemical Vendors
7 Pharmacology and Biochemistry
8 Use and Manufacturing
9 Identification
10 Safety and Hazards
11 Toxicity
12 Patents
13 Classification
14 Information Sources
1 2D Structure
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from PubChem
2 3D Conformer
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from PubChem
3 Names and Identifiers
3.1 Computed Descriptors
3.1.1 IUPAC Name
Zbut2ene
from PubChem
3.1.2 InChI
InChI=1S/C4H8/c1342/h34H,12H3/b43
from PubChem
3.1.3 InChI Key
IAQRGUVFOMOMEMARJAWSKDSAN
from PubChem
3.1.4 Canonical SMILES
CC=CC
from PubChem
3.1.5 Isomeric SMILES
C/C=C\C
from PubChem
3.2 Molecular Formula

C4H8
from ILOICSC, PubChem
CH3HC=CHCH3
from ILOICSC
3.3 Other Identifiers
3.3.1 CAS
590181
from ChemIDplus, EPA Chemicals under the TSCA, EPA DSStox, European Chemicals Agency ECHA, ILOICSC
3.3.2 EC Number
2096737
from European Chemicals Agency ECHA
3.3.3 ICSC Number
0397
from ILOICSC
3.3.4 UN Number
1012
from ILOICSC
1075
from NJDOH RTK Hazardous Substance List
3.3.5 UNII
L35ORC9C05
from FDA/SPL Indexing Data
3.3.6 Wikipedia
Title Z2butene
Description chemical compound
from Wikipedia
3.4 Synonyms
3.4.1 DepositorSupplied Synonyms
1. cis2Butene 11. 2Z2Butene 21. HSDB 5704

2. ZBut2ene 12. 2Zbut2ene 22. EINECS 2096737
3. cisButene 13. 590181 23. zbut2ene
4. betacisButylene 14. cisButylene 24. 2Butene, cis
5. cisBut2ene 15. UNIIL35ORC9C05 25. Butene2, cis
6. cis1,2Dimethylethylene 16. cisBut2en 26. AC1NR9WO
7. Highboiling butene2 17. Z2C4H8 27. InChI=1/C4H8/c1342/h34H,12H3/b43
8. Z2Butene 18. IAQRGUVFOMOMEMARJAWSKDSAN 28. cis2Butene, >=99%
9. 2Butene, 2Z 19. 2Butenecis 29. L35ORC9C05
10. 2BUTENE, Z 20. cis2butylene 30. DTXSID0027224
from PubChem
4 Chemical and Physical Properties
4.1 Computed Properties
Property Name Property Value
Molecular Weight 56.108 g/mol
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 0
Rotatable Bond Count 0
Complexity 15.2
AAADccBgAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA
AAAAAAAAAAAAAGAAAAAAACACAAAACAAAAAACAA
CACTVS Substructure Key Fingerprint
CBCAAAAAAAAAAAICAAAAAAAAAAAAQAAAAAAAAAA
AAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA
Topological Polar Surface Area 0 A^2
Monoisotopic Mass 56.063 g/mol
Exact Mass 56.063 g/mol
XLogP3 2.3
Compound Is Canonicalized true
Formal Charge 0
Heavy Atom Count 4
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 1
Undefined Bond Stereocenter Count 0
Isotope Atom Count 0
CovalentlyBonded Unit Count 1
from PubChem
4.2 Experimental Properties
4.2.1 Physical Description
1. GasVapor
2. Liquid
from EPA Chemicals under the TSCA
COLOURLESS COMPRESSED LIQUEFIED GAS.

from ILOICSC
4.2.2 Color
Colorless gas
Lewis, R.J., Sr (Ed.). Hawley's Condensed Chemical Dictionary. 12th ed. New York, NY: Van Nostrand Rheinhold Co., 1993, p. 178
from HSDB
4.2.3 Boiling Point
3.7 deg C
Lide, D.R. (ed.). CRC Handbook of Chemistry and Physics. 79th ed. Boca Raton, FL: CRC Press Inc., 19981999., p. 3103
from HSDB
4C
from ILOICSC
4.2.4 Melting Point
138.9 deg C
from HSDB
139C
from ILOICSC
4.2.5 Flash Point
Flammable gas
from ILOICSC
4.2.6 Solubility
Sol in most organic solvents

from HSDB
Very sol in ethanol, ether; sol in benzene

from HSDB
In water, 658 mg/l at 25 deg C

Suzuki T; J ComputerAided Molecular Design 5: 14966 (1991)
from HSDB
in water: none
from ILOICSC
4.2.7 Density
0.616 g/cu cm
from HSDB
water = 1: 0.6
from ILOICSC
4.2.8 Vapor Density
air = 1: 1.9
from ILOICSC
4.2.9 Vapor Pressure
1,600 mm Hg at 25 deg C
Daubert, T.E., R.P. Danner. Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, D.C.: Taylor
and Francis, 1989.
from HSDB
Vapour pressure
kPa at 21C: 188
from ILOICSC
4.2.10 LogP
log Kow= 2.33

Hansch, C., Leo, A., D. Hoekman. Exploring QSAR Hydrophobic, Electronic, and Steric Constants. Washington, DC: American
Chemical Society., 1995., p. 9
from HSDB
2.33
from ILOICSC
4.2.11 AutoIgnition
617 DEG F 325 DEG C

Fire Protection Guide to Hazardous Materials. 12 ed. Quincy, MA: National Fire Protection Association, 1997., p. 32520
from HSDB
324C
from ILOICSC
4.2.12 Heat of Combustion
2687.7 liq kJ/mol

from HSDB
4.2.13 Kovats Retention Index
420, 416.44, 418.18, 428.2, 425, 425, 425, 418, 427, 427, 422, 426, 416, 417, 415.4,
Standard nonpolar
428, 416.2, 421, 417, 420, 420, 416, 417, 427, 431
411, 426, 407, 408, 417, 416.5, 416.5, 416.3, 416.5, 416.85, 417, 417, 427.3, 417,
Semistandard nonpolar
417, 411, 416, 417, 417, 418, 416, 405, 428
Standard polar 468, 481, 468
from NIST
4.3 Spectral Properties

Index of refraction: 1.3931 @ 25 deg C
from HSDB
MAX ABSORPTION GAS: 160 NM SHOULDER LOG E= 4.1; 175 NM LOG E= 4.1; 187 NM LOG E= 3.8; 202 NM
LOG E= 2.7
Weast, R.C. (ed.). Handbook of Chemistry and Physics. 60th ed. Boca Raton, Florida: CRC Press Inc., 1979., p. C229
from HSDB
IR: 7859 Sadtler Research Laboratories Prism Collection

Weast, R.C. and M.J. Astle. CRC Handbook of Data on Organic Compounds. Volumes I and II. Boca Raton, FL: CRC Press Inc. 1985.,
p. V1 340
from HSDB
MASS: 25 Atlas of Mass Spectral Data, John Wiley & Sons, New York
Weast, R.C. and M.J. Astle. CRC Handbook of Data on Organic Compounds. Volumes I and II. Boca Raton, FL: CRC Press Inc. 1985.,
p. V1 340
from HSDB
4.3.1 GCMS
1 of 3
NIST Number 18914
Library Main library
Total Peaks 31
m/z Top Peak 41
m/z 2nd Highest 56
m/z 3rd Highest 39
1 of 3
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Thumbnail
from NIST
5 Related Records
5.1 Related Compounds with Annotation
CLICK TO LOAD...
from PubChem
5.2 Related Compounds
Same Connectivity 16 records
Same Stereo 3 records
Same Isotope 3 records
Same Parent, Connectivity 67 records
Same Parent, Stereo 13 records
Same Parent, Isotope 49 records
Same Parent, Exact 10 records
Mixtures, Components, and

45 records
Neutralized Forms
Similar Compounds 55 records
Similar Conformers 318 records
from PubChem
5.3 Substances
5.3.1 Related Substances
All 91 records
Same 35 records
Mixture 56 records
from PubChem
5.3.2 Substances by Category
CLICK TO LOAD...
from PubChem
6 Chemical Vendors
CLICK TO LOAD...
from PubChem
7 Pharmacology and Biochemistry
7.1 Metabolism/Metabolites
IN RAT LIVER CYTOSOL MESO2,3DIBROMOBUTANE WAS CONVERTED, ALMOST EXCLUSIVELY, INTO TRANS2
BUTENE WHILE RACEMIC2,3DIBROMOBUTANE GAVE RISE TO CIS2BUTENE.
ANDERS MW, LIVESEY JC; BANBURY REP 5, ISSUE ETHYLENE DICHLORIDE: POTENTIAL HEALTH RISK, 331 (1980)
from HSDB
7.2 Mechanism of Action

/Butenes/ are simple asphyxiants and can be used as anesthetics. /Butenes/
Clayton, G.D., F.E. Clayton (eds.) Patty's Industrial Hygiene and Toxicology. Volumes 2A, 2B, 2C, 2D, 2E, 2F: Toxicology. 4th ed. New
York, NY: John Wiley & Sons Inc., 19931994., p. 1246
from HSDB
8 Use and Manufacturing
8.1 Uses
8.1.1 Industry Uses
1. Fuels and fuel additives

2. Intermediates
from EPA Chemicals under the TSCA
8.2 Methods of Manufacturing

Gases containing appreciable content of cisbutene2, along with other butene and butane hydrocarbons, are
obtained by fractional distillation of refinery gas.
from HSDB
CATALYTIC OR THERMAL CRACKING OF PETROLEUM FEEDSTOCK, DEHYDROGENATION OF NBUTANE, OR

DISPROPORTIONATION OF PROPYLENE FOLLOWED BY SEPARATION EG, FRACTIONAL DISTILLATION
SRI
from HSDB
8.3 Formulations/Preparations
Grades: Technical 95%; CP 99%; Research 99.8%
from HSDB
8.4 U.S. Production

1982 3X10+11 G EST; IN MIXT OF BUTYLENES
SRI
from HSDB
9 Identification
9.1 Analytic Laboratory Methods

ALKENE HYDROCARBONS, INCLUDING CIS2BUTENE, IN AMBIENT AIR WERE TRAPPED BY CRYOGENIC SAMPLING
USING TENAX GAS CHROMATOGRAPHY OR CARBOPACK AS ADSORBENT & LIQUID NITROGEN AS COOLING AGENT,
& ANALYZED IN A 2COLUMN SYSTEM EQUIPPED WITH 2 FLAME IONIZATION DETECTORS.
ULLRICH D, SEIFERT B; FRESENIUS Z ANAL CHEM 291 (4): 299 (1978)
from HSDB
MASS SPECTROMETRY & GAS CHROMATOGRAPHY WERE USED FOR IDENTIFICATION & DETECTION OF ALKENES,
INCLUDING CIS2BUTENE, IN DIVING GASES. SOURCES OF CONTAMINATIONS ARE PAINTS, COATINGS, SEALANTS,
& COMPRESSED BREATHING GAS SUPPLY.
DEUEL CL, ROBERTS RM; COMPLETE ANALYSIS OF NAVAL HYPERBARIC DIVING GASES; PROC DIVERS GAS PURITY SYMP (AD769)
118 (1973)
from HSDB
EXTERNAL VACUUM AIR COLLECTOR USING BOTH TEFLON & TEDLAR BAGS WAS USED FOR SAMPLING
NONMETHANE HYDROCARBONS, INCLUDING CIS2BUTENE, IN AIR. THE AIR SAMPLES WERE ANALYZED BY GAS
CHROMATOGRAPHY USING A CRYOGENIC TRAPPING TECHNIQUE FOR INTRODUCTION OF AIR SAMPLES INTO THE
GAS CHROMATOGRAPH. NONMETHANE HYDROCARBONS IN AMBIENT NEW YORK CITY ATMOSPHERES WERE
DETECTED.
ALTWICKER ER, WHITBY RA; SAMPLING, SAMPLE PREPARATION, AND MEASUREMENT OF SPECIFIC NONMETHANE
HYDROCARBONS; PROC ANNU MEET AIR POLLUT CONTROL ASSOC 72 (4): 79 (1979)
from HSDB
THE CHEMILUMINESCENCE INSTRUMENT RESPONDED TO ALL HYDROCARBONS CONTAINING AN OLEFINIC

DOUBLE BOND, INCLUDING CIS2BUTENE, & ALSO TO COMPOUNDS CONTAINING SULFIDE OR AMINE GROUPS.
THE OUTPUT OF THE MONITOR WAS COMPARED WITH THAT OF A CONVENTIONAL NONMETHANE
HYDROCARBON MONITOR MEASUREMENTS OVER A 40DAY PERIOD & GAVE RESULTS WHICH WERE
QUALITATIVELY SIMILAR. THE POSSIBLE USE OF THE MONITOR FOR AIR QUALITY MEASUREMENTS IS DISCUSSED.
HILBORN JC ET AL; THE APPLICATION OF CHEMILUMINESCENCE TO THE MEASUREMENT OF REACTIVE HYDROCARBONS IN
AMBIENT AIR; INT CONF ENVIRON SENSING ASSESS (PROC) 2: 21 (1976)
from HSDB
10 Safety and Hazards
10.1 Hazards Identification
10.1.1 GHS Classification
Signal: Danger
GHS Hazard Statements
Aggregated GHS information from 7 notifications provided by 626 companies to the ECHA C&L Inventory. Each
notification may be associated with multiple companies.
H220 100%: Extremely flammable gas [Danger Flammable gases Category 1]

H280 85.3%: Contains gas under pressure; may explode if heated [Warning Gases under pressure Compressed gas,
Liquefied gas, Dissolved gas]
Information may vary between notifications depending on impurities, additives, and other factors. The percentage
value in parenthesis indicates the notified classification ratio from all companies. Only Hazard Codes with percentage
values above 10% are shown.
Precautionary Statement Codes

P210, P377, P381, P403, P41, and P403
The corresponding statement to each Pcode can be found here.
from European Chemicals Agency ECHA
View all 3 GHS Classification entries
10.1.2 Health Hazard
Flammable 4th degree

from NJDOH RTK Hazardous Substance List
10.1.3 Fire Hazard
Extremely flammable.
from ILOICSC
10.1.4 Explosion Hazard
Gas/air mixtures are explosive.

from ILOICSC
10.1.5 Fire Potential
DANGEROUS FIRE ... RISK

from HSDB
10.1.6 Skin, Eye, and Respiratory Irritations
It ... is mildly irritating to the eye. /1Butene/

Clayton, G.D., F.E. Clayton (eds.) Patty's Industrial Hygiene and Toxicology. Volumes 2A, 2B, 2C, 2D, 2E, 2F: Toxicology. 4th ed. New
York, NY: John Wiley & Sons Inc., 19931994., p. 1246
from HSDB
10.2 Safety and Hazard Properties
10.2.1 Flammability
Lower flammable limit: 1.7% by volume; Upper flammable limit: 9.0% by volume
from HSDB
10.2.2 NFPA Hazard Classification
Health: 1. 1= Materials that, on exposure, would cause irritation, but only minor residual injury, including those
requiring the use of an approved airpurifying respirator. These materials are only slightly hazardous to health and
only breathing protection is needed.
from HSDB
Flammability: 4. 4= This degree includes flammable gases, pyrophoric liquids, and Class IA flammable liquids. The
preferred method of fire attack is to stop the flow of material or to protect exposures while allowing the fire to burn
itself out.
from HSDB
Reactivity: 0. 0= This degree includes materials that are normally stable, even under fire exposure conditions, and that
do not react with water. Normal fire fighting procedures may be used.
from HSDB
10.2.3 Physical Dangers
The gas is heavier than air and may travel along the ground; distant ignition possible. The gas is heavier than air and
may accumulate in lowered spaces causing a deficiency of oxygen. As a result of flow, agitation, etc., electrostatic
charges can be generated.
from ILOICSC
10.2.4 Explosive Limits and Potential
vol% in air: 1.79.0

from ILOICSC
10.3 First Aid Measures
10.3.1 Inhalation First Aid
Fresh air, rest. Refer for medical attention.

from ILOICSC
10.3.2 Skin First Aid
ON FROSTBITE: rinse with plenty of water, do NOT remove clothes. Refer for medical attention .
from ILOICSC
10.3.3 Eye First Aid
First rinse with plenty of water for several minutes remove contact lenses if easily possible, then refer for medical
attention.
from ILOICSC
10.4 Fire Fighting Measures
10.4.1 Fire Fighting
Shut off supply; if not possible and no risk to surroundings, let the fire burn itself out. In other cases extinguish with
water spray.
from ILOICSC
10.4.2 Explosion Fire Fighting
In case of fire: keep cylinder cool by spraying with water. Combat fire from a sheltered position.
from ILOICSC
10.5 Accidental Release Measures
10.5.1 Spillage Disposal
Evacuate danger area! Consult an expert! Personal protection: chemical protection suit including selfcontained
breathing apparatus. Ventilation. NEVER direct water jet on liquid.
from ILOICSC
10.5.2 Disposal Methods
SRP: At the time of review, criteria for land treatment or burial sanitary landfill disposal practices are subject to
significant revision. Prior to implementing land disposal of waste residue including waste sludge, consult with
environmental regulatory agencies for guidance on acceptable disposal practices.
from HSDB
10.5.3 Other Preventative Measures
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of
wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance,
characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the
lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing
of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event,
the usual eye protection equipment should be worn even when contact lenses are in place.
from HSDB
10.6 Handling and Storage
10.6.1 Safe Storage
Fireproof. Store outside or in a separate wellventilated building. Cool.

from ILOICSC
10.7 Exposure Control and Personal Protection
10.7.1 Occupational Exposure Limits
TLV NOTESTABLISHED:.
from ILOICSC
10.7.2 Inhalation Risk
On loss of containment this substance can cause serious risk of suffocation when in confined areas.
from ILOICSC
10.7.3 Effects of Short Term Exposure
Rapid evaporation of the liquid may cause frostbite. The substance may cause effects on the central nervous system.
Exposure could cause unconsciousness.
from ILOICSC
10.7.4 Fire Prevention
NO open flames, NO sparks and NO smoking.

from ILOICSC
10.7.5 Explosion Prevention
Closed system, ventilation, explosionproof electrical equipment and lighting. Prevent buildup of electrostatic
charges e.g., by grounding if in liquid state. Use nonsparking handtools. Flame arrester to prevent flashback from
burner to cylinder.
from ILOICSC
10.7.6 Inhalation Prevention
Use ventilation, local exhaust or breathing protection.

from ILOICSC
10.7.7 Skin Prevention
Coldinsulating gloves.
from ILOICSC
10.7.8 Eye Prevention
Wear face shield.

from ILOICSC
10.7.9 Ingestion Prevention
Do not eat, drink, or smoke during work.

from ILOICSC
10.8 Transport Information
10.8.1 DOT Emergency Guidelines
/GUIDE 115: GASES FLAMMABLE INCLUDING REFRIGERATED LIQUIDS/ Fire or Explosion: EXTREMELY FLAMMABLE.
Will be easily ignited by heat, sparks or flames. Will form explosive mixtures with air. Vapors from liquefied gas are
initially heavier than air and spread along ground. ... Vapors may travel to source of ignition and flash back. Cylinders
exposed to fire may vent and release flammable gas through pressure relief devices. Containers may explode when
heated. Ruptured cylinders may rocket. /Butylene/
U.S. Department of Transportation. 2004 Emergency Response Guidebook. A Guide book for First Responders During the Initial
Phase of a Dangerous Goods/Hazardous Materials Incident. Washington, D.C. 2004
from HSDB
/GUIDE 115: GASES FLAMMABLE INCLUDING REFRIGERATED LIQUIDS/ Health: Vapors may cause dizziness or
asphyxiation without warning. Some may be irritating if inhaled at high concentrations. Contact with gas or liquefied
gas may cause burns, severe injury and/or frostbite. Fire may produce irritating and/or toxic gases. /Butylene/
from HSDB
/GUIDE 115: GASES FLAMMABLE INCLUDING REFRIGERATED LIQUIDS/ Public Safety: CALL Emergency Response
Telephone Number. ... As an immediate precautionary measure, isolate spill or leak area for at least 100 meters 330
feet in all directions. Keep unauthorized personnel away. Stay upwind. Many gases are heavier than air and will
spread along ground and collect in low or confined areas sewers, basements, tanks. Keep out of low areas.
/Butylene/
from HSDB
/GUIDE 115: GASES FLAMMABLE INCLUDING REFRIGERATED LIQUIDS/ Protective Clothing: Wear positive pressure
selfcontained breathing apparatus SCBA. Structural firefighters' protective clothing will only provide limited
protection. Always wear thermal protective clothing when handling refrigerated/cryogenic liquids. /Butylene/
from HSDB
/GUIDE 115: GASES FLAMMABLE INCLUDING REFRIGERATED LIQUIDS/ Evacuation: Large spill: Consider initial
downwind evacuation for at least 800 meters 1/2 mile. Fire: If tank, rail car or tank truck is involved in a fire, ISOLATE
for 1600 meters 1 mile in all directions; also, consider initial evacuation for 1600 meters 1 mile in all directions.
/Butylene/
from HSDB
/GUIDE 115: GASES FLAMMABLE INCLUDING REFRIGERATED LIQUIDS/ Fire: DO NOT EXTINGUISH A LEAKING GAS
FIRE UNLESS LEAK CAN BE STOPPED. ... Small fires: Dry chemical or CO2. Large fires: Water spray or fog. Move
containers from fire area if you can do it without risk. Fire involving tanks: Fight fire from maximum distance or use
unmanned hose holders or monitor nozzles. Cool containers with flooding quantities of water until well after fire is
out. Do not direct water at source of leak or safety devices; icing may occur. Withdraw immediately in case of rising
sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire. For massive
fire, use unmanned hose holders or monitor nozzles; if this is impossible, withdraw from area and let fire burn.
/Butylene/
from HSDB
/GUIDE 115: GASES FLAMMABLE INCLUDING REFRIGERATED LIQUIDS/ Spill or Leak: ELIMINATE all ignition sources
no smoking, flares, sparks or flames in immediate area. All equipment used when handling the product must be
grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. If possible, turn
leaking containers so that gas escapes rather than liquid. Use water spray to reduce vapors or divert vapor cloud drift.
Avoid allowing water runoff to contact spilled material. Do not direct water at spill or source of leak. Prevent
spreading of vapors through sewers, ventilation systems and confined areas. Isolate area until gas has dispersed.
CAUTION: When in contact with refrigerated/cryogenic liquids, many materials become brittle and are likely to break
without warning. /Butylene/
from HSDB
/GUIDE 115: GASES FLAMMABLE INCLUDING REFRIGERATED LIQUIDS/ First Aid: Move victim to fresh air. Call 911
or emergency medical service. Give artificial respiration if victim is not breathing. Administer oxygen if breathing is
difficult. Remove and isolate contaminated clothing and shoes. Clothing frozen to the skin should be thawed before
being removed. In case of contact with liquefied gas, thaw frosted parts with lukewarm water. In case of burns,
immediately cool affected skin for as long as possible with cold water. Do not remove clothing if adhering to skin.
Keep victim warm and quiet. Ensure that medical personnel are aware of the materials involved and take precautions
to protect themselves. /Butylene/
from HSDB
10.8.2 EC Classification
Symbol: F+; R: 12; S: 291633; Note: C

from ILOICSC
10.8.3 UN Classification
UN Hazard Class: 2.1

from ILOICSC
10.8.4 Emergency Response
Transport Emergency Card: TEC R20S1012 or 20G2F. NFPA Code: H1; F4; R0.
from ILOICSC
11 Toxicity
11.1 Toxicological Information
11.1.1 Exposure Routes
The substance can be absorbed into the body by inhalation.

from ILOICSC
11.1.2 Inhalation Symptoms
Dizziness. Unconsciousness.
from ILOICSC
11.1.3 Skin Symptoms
ON CONTACT WITH LIQUID: FROSTBITE.

from ILOICSC
11.1.4 Eye Symptoms
See Skin.
from ILOICSC
11.1.5 Antidote and Emergency Treatment
Basic Treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist
ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema
and treat if necessary ... Anticipate seizures and treat as necessary ... For eye contamination, flush eyes immediately
with water. Irrigate each eye continuously with normal saline during transport ... Do not use emetics. For ingestion,
rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag
reflex, and does not drool. Administer activated charcoal ... Treat frostbite with rapid rewarming techniques ...
/Aliphatic hydrocarbons and related compounds/
Bronstein, A.C., P.L. Currance; Emergency Care for Hazardous Materials Exposure. 2nd ed. St. Louis, MO. Mosby Lifeline. 1994., p.
209210
from HSDB
Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is
unconscious or in respiratory arrest. Positivepressure ventilation techniques with a bagvalvemask device may be
beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... Start an IV with D5W TKO /SRP: "To keep
open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload.
Consider drug therapy for pulmonary edema ... Treat seizures with diazepam Valium ... Use proparacaine
hydrochloride to assist eye irrigation ... /Aliphatic hydrocarbons and related compounds/
Bronstein, A.C., P.L. Currance; Emergency Care for Hazardous Materials Exposure. 2nd ed. St. Louis, MO. Mosby Lifeline. 1994., p. 210
from HSDB
11.2 Ecological Information
11.2.1 Environmental Fate/Exposure Summary
cis2Butene's production and use as a solvent, crosslinking agent and an intermediate in the synthesis of butadiene
may result in its release to the environment through various waste streams. If released to air, a vapor pressure of 1,600
mm Hg at 25 deg C indicates cis2butene will exist solely as a gas in the ambient atmosphere. Gasphase cis2
butene will be degraded in the atmosphere by reaction with photochemicallyproduced hydroxyl radicals and ozone
molecules; the halflife for these reactions in air are estimated to be 6 and 1 hours, respectively. Nighttime
degradation by the reaction with nitrate radicals is also expected to be a significant removal process with a halflife of
0.5 hours. If released to soil, cis2butene is expected to have moderate mobility based upon an estimated Koc of 440.
Volatilization from moist soil surfaces is expected to be an important fate process based upon a Henry's Law constant
of 0.231 atmcu m/mole. cis2Butene may volatilize from dry soil surfaces based upon its vapor pressure. cis2
Butene was biodegraded by pure cultures isolated from soil and water. If released into water, cis2butene is expected
to adsorb to suspended solids and sediment in water based upon the estimated Koc. Volatilization from water
surfaces is expected to be an important fate process based upon this compound's Henry's Law constant. Estimated
volatilization halflives for a model river and model lake are 0.75 and 71 hours, respectively. Hydrolysis is not expected
due to a lack of hydrolyzable functional groups. An estimated BCF of 12 suggests the potential for bioconcentration in
aquatic organisms is low. Occupational exposure to cis2butene may occur through inhalation and dermal contact
with this compound at workplaces where cis2butene is produced or used. The general population may be exposed
to cis2butene via inhalation of ambient air, handling of fuel, and exposure to engine exhaust. SRC
from HSDB
11.2.2 Artificial Sources
Cis2butene is found in: gasoline at 0.090.35 vol%; evaporite from gasoline fuel tank at 4.20 vol%; evaporite from
carburetor at 0.20.3 vol%.
Verschueren, K. Handbook of Environmental Data on Organic Chemicals. 3rd ed. New York, NY: Van Nostrand Reinhold Co., 1996.,
p. 359
from HSDB
Ooccurs in coal gas. /2Butene/

Budavari, S. (ed.). The Merck Index An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co.,
Inc., 1996., p. 251
from HSDB
cis2Butene's production and use as a solvent, crosslinking agent and an intermediate in the synthesis of
butadiene1 may result in its release to the environment through various waste streamsSRC.
(1) Lewis RJ; Hawley's Condensed Chemical Dictionary. 12th ed. NY, NY: Van Nostrand Reinhold Co., p. 179 (1993)
from HSDB
11.2.3 Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme1, an estimated Koc value of 440SRC, determined from a log
Kow of 2.332 and a regressionderived equation3, indicates that cis2butene is expected to have moderate
mobility in soil. Volatilization of cis2butene from moist soil surfaces is expected to be an important fate
processSRC given a Henry's Law constant of 0.231 atmcu m/mole4. cis2Butene may volatilize from dry soil
surfaces based upon a vapor pressure of 1,750 mm Hg at 25 deg C5. Pure cultures isolated from soil and lake water
samples degraded cis2butene to 2,3epoxybutane6.
(1) Swann RL et al; Res Rev 85: 1728 (1983) (2) Hansch C et al; Exploring QSAR Fundamentals and Applications in Chemistry and
Biology. Washington, DC: Amer Chem Soc (1995) (3) Lyman WJ et al; Handbook of Chemical Property Estimation Methods.
Washington, DC: Amer Chem Soc pp. 49 (1990) (4) Wasik SP, Tsang W; J Phys Chem 74: 297076 (1970) (5) Daubert TE, Danner
RP; Physical and Thermodynamic Properties of Pure Chemicals Data Compilation Washington, DC: Taylor and Francis (1989) (6)
Hou CT et al; Appl Environ Microbiol 46: 17177 (1983)
from HSDB
AQUATIC FATE: Based on a classification scheme1, an estimated Koc value of 440SRC, determined from a log Kow
of 2.332 and a regressionderived equation3, indicates that cis2butene is expected to adsorb to suspended solids
and sediment in waterSRC. Volatilization from water surfaces is expected3 based upon a Henry's Law constant of
0.231 atmcu m/mole4. Using this Henry's Law constant and an estimation method3, volatilization halflives for a
model river and model lake are 0.75 and 71 hours, respectivelySRC. According to a classification scheme5, an
estimated BCF of 12SRC, from its log Kow2 and a regressionderived equation6, suggests the potential for
bioconcentration in aquatic organisms is low. Pure cultures isolated from soil and lake water samples degraded cis2
butene to 2,3epoxybutane7.
(1) Swann RL et al; Res Rev 85: 1728 (1983) (2) Hansch C et al; Exploring QSAR Fundamentals and Applications in Chemistry and
Biology. Washington, DC: Amer Chem Soc (1995) (3) Lyman WJ et al; Handbook of Chemical Property Estimation Methods.
Washington, DC: Amer Chem Soc pp. 49, 54, 510, 151 to 1529 (1990) (4) Wasik SP, Tsang W; J Phys Chem 74: 297076 (1970)
(5) Franke C et al; Chemosphere 29: 150114 (1994) (6) Meylan WM et al; Environ Toxicol Chem 18: 664672 (1999) (7) Hou CT et
al; Appl Environ Microbiol 46: 17177 (1983)
from HSDB
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the
atmosphere1, cis2butene, which has a vapor pressure of 1,600 mm Hg at 25 deg C2, is expected to exist solely as
a gas in the ambient atmosphere. Gasphase cis2butene is degraded in the atmosphere by reaction with
photochemicallyproduced hydroxyl radicals, ozone molecules and nitrate radicalsSRC. The halflife for the reaction
with hydroxyl radicals is estimated to be 6 hoursSRC calculated from its rate constant of 6.4X1011 cu cm/molecule
sec at 25 deg C3. The halflife for the reaction with ozone molecules is estimated to be 1 hourSRC calculated from
its rate constant of 2.0X1016 cu cm/moleculesec at 25 deg C4. The halflife for the nighttime reaction with nitrate
radicals is estimated to be 0.5 hoursSRC calculated from its rate constant of 1.89X1013 cu cm/moleculesec at 25
deg C5.
(1) Bidleman TF; Environ Sci Technol 22: 361367 (1988) (2) Daubert TE, Danner RP; Physical and Thermodynamic Properties of
Pure Chemicals Data Compilation Washington, DC: Taylor and Francis (1989) (3) Atkinson R; J Phys Chem Ref Data Monograph 1
(1989) (4) Atkinson R, Carter WPL; Chem Rev 84: 43770 (1984) (5) Atkinson R et al; J Phys Chem 88: 12106 (1984)
from HSDB
11.2.4 Biodegredation
Pure cultures isolated from soil and lake water samples degraded cis2butene to 2,3epoxybutane1.[1 Hou CT et
al; Appl Environ Microbiol 46: 17177 1983] Full text: PMC239284 Abstract: PubMed
from HSDB
11.2.5 Abiotic Degredation
The rate constant for the gasphase reaction of cis2butene with photochemicallyproduced hydroxyl radicals has
been measured as 6.4X1011 cu cm/moleculesec at 25 deg C1. This corresponds to an atmospheric halflife of
about 6 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm1. The rate constant for the
gasphase reaction of cis2butene with ozone molecules has been measured as 2.0X1016 cu cm/moleculesec at 25
deg C2. This corresponds to an atmospheric halflife of about 1 hour at an atmospheric concentration of 7X10+11
ozone molecules per cu cm2. The rate constant for the gasphase nighttime reaction of cis2butene with nitrate
radicals has been measured as 1.89X1013 cu cm/moleculesec at 25 deg C3. This corresponds to an atmospheric
halflife of about 0.5 hours at an atmospheric concentration of 2X10+9 nitrate radicals per cu cm3. cis2Butene is
not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups4 nor to
directly photolyze due to the lack of absorption in the environmental UV spectrum.
(1) Atkinson R; Chem Rev 85: 69201 (1985)(2) Atkinson R, Carter WPL; Chem Rev 84: 43770 (1984)(3) Atkinson R et al; J Phys
Chem 88: 12106 (1984) (4) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc
pp. 74, 75 (1990)
from HSDB
11.2.6 Bioconcentration
An estimated BCF of 12 was calculated for cis2buteneSRC, using a log Kow of 2.331 and a regressionderived
equation2. According to a classification scheme3, this BCF suggests the potential for bioconcentration in aquatic
organisms is low.
(1) Hansch C et al; Exploring QSAR Fundamentals and Applications in Chemistry and Biology. Washington, DC: Amer Chem Soc
(1995)(2) Meylan WM et al; Environ Toxicol Chem 18: 664672 (1999) (3) Franke C et al; Chemosphere 29: 150114 (1994)
from HSDB
11.2.7 Soil Adsorption/Mobility
The Koc of cis2butene is estimated as 440SRC, using a log Kow of 2.331 and a regressionderived equation2.
According to a classification scheme3, this estimated Koc value suggests that cis2butene is expected to have
moderate mobility in soil.
(1) Hansch C et al; Exploring QSAR Fundamentals and Applications in Chemistry and Biology. Washington, DC: Amer Chem Soc
(1995) (2) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 49 (1990)
(3) Swann RL et al; Res Rev 85: 1728 (1983)
from HSDB
11.2.8 Volatilization from Water/Soil
The Henry's Law constant for cis2butene is 0.231 atmcu m/mole1. This Henry's Law constant indicates that cis2
butene is expected to volatilize rapidly from water surfaces2. Based on this Henry's Law constant, the volatilization
halflife from a model river 1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec2 is estimated as 0.75 hoursSRC.
The volatilization halflife from a model lake 1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec2 is estimated
as 71 hoursSRC. cis2Butene may volatilize from dry soil surfacesSRC based upon a vapor pressure of 1,600 mm
Hg at 25 deg C3.
(1) Wasik SP, Tsang W; J Phys Chem 74: 297076 (1970)(2) Lyman WJ et al; Handbook of Chemical Property Estimation Methods.
Washington DC: Amer Chem Soc pp. 151 to 1529 (1990) (3) Daubert TE, Danner RP; Physical and Thermodynamic Properties of
Pure Chemicals Data Compilation Washington, DC: Taylor and Francis (1989)
from HSDB
11.2.9 Effluents Concentrations
cis2Butene was identified, not quantified, in automobile emissions in Canada1 and 4stroke lawn mowers2. The
emission rate of cis2butene from typical automobiles was reported as 27 mg per liter of gasoline3. The emission
rate of cis2butene from ferries with diesel engines was reported as 0.2 and 0.1 mg/kWh4. Car exhaust in London,
England contained cis2butene at an avg concn of 648 ppb5. cis2Butene was identified, not quantified, in exhaust
from a moped and lawnmower6. cis2Butene was detected at concns of 1.125.7 ug/cu m in the effluent of a
Swedish catcracking refinery7.
(1) Rogak SN et al; J Air Waste Manage Assoc 48: 60415 (1998) (2) Gabele P; J Air Waste Manage Assoc 47: 94552 (1997) (3)
Fraser MP et al; Environ Sci Technol 32: 205160 (1998) (4) Cooper DA et al; Atmos Environ 30: 246373 (1996) (5) Blake NJ et al; J
Geophys Res 98: 285164 (1993) (6) Ostermark U, Petersson G; Chemosphere 27: 171928 (1993) (7) Ostermark U; Chemosphere 30:
181317 (1995)
from HSDB
11.2.10 Atmospheric Concentrations
SOURCE DOMINATED: cis2Butene was reported at an avg concn of 0.334 ppb along roadsides and at 0.159 ppb at
airports in Atlanta, GA1. The concn of cis2butene at an unspecified street in London, England was reported as 7.1
ppb2. cis2Butene was reported in the Caldecott Tunnel, CA at a mean concn of 6.6 mg/l in August of 1994 when
low oxygenated fuels 0.3% were being employed in the San Francisco area3. cis2Butene was reported in the
Caldecott Tunnel, CA at a mean concn of 13.6 mg/l in October of 1994 when high oxygenated fuels 2% were being
employed in the San Francisco area3. cis2Butene was identified, not quantified, in the Tingstad Tunnel, Sweden4.
(1) Conner TL et al; J Air Waste Manage Assoc 45: 38394 (1995) (2) Blake NJ et al; J Geophys Res 98: 285164 (1993) (3)
Kirschstetter TW et al; Environ Sci Technol 30: 66170 (1996) (4) Barrefors G, Petersson G; Chemosphere 25: 69196 (1992)
from HSDB
URBAN/SUBURBAN: cis2Butene was reported in urban air in Porto Alegre, Brazil in 1996 at a mean concn of 2.3
mg/cu m1. cis2Butene was reported in 1993 at an avg concn of 0.75 ug/cu mND3.0 ug/cu m in Los Angeles,
CA2. cis2Butene was detected in 51% of the air samples obtained in Atlanta, GA at concns of 0.10.15 ppb3. Mean
concns of 34 ppb cis2butene were reported for various sites around Vienna, Austria4.
(1) Grosjean E et al; Environ Sci Technol 32: 206169 (1998) (2) Fraser MP et al; Environ Sci Technol 31: 235667 (1997) (3)
BernardoBricker A et al; J Air Waste Manage Assoc 45: 591603 (1995) (4) Lanzerstorfer C, Puxbaum H; Water Air Soil Pollut 51:
34555 (1990)
from HSDB
RURAL/REMOTE: cis2Butene was detected in the atmosphere of the Borden Forest, Canada in 1993 at concns of
0.020.04 ppb during daytime hours and 0.010.03 ppb during nighttime hours1. cis2Butene was detected in
Egbert, Canada at a concn of 0.166 ppb2.
(1) Fuentes JD et al; J Atmos Chem 25: 6795 (1996) (2) Shepson PB et al; Atmos Environ 27A 74957 (1993)
from HSDB
11.2.11 Probable Routes of Human Exposure
Occupational exposure to cis2butene may occur through inhalation and dermal contact with this compound at
workplaces where cis2butene is produced or used. The general population may be exposed to cis2butene via
inhalation of ambient air, handling of gasoline, and exposure to exhaust fumes. SRC
from HSDB
12 Patents
12.1 DepositorSupplied Patent Identifiers
CLICK TO LOAD...
from PubChem
13 Classification
13.1 Ontologies
13.1.1 ChEBI Ontology
CLICK TO LOAD...
from ChEBI
13.1.2 WIPO IPC
CLICK TO LOAD...
from WIPO
14 Information Sources
1. ChemIDplus /source/ChemIDplus
cis2Butene
https://chem.nlm.nih.gov/chemidplus/sid/0000590181 https://chem.nlm.nih.gov/chemidplus/sid/0000590181
2. EPA Chemicals under the TSCA /source/EPA Chemicals under the TSCA
2Butene, (2Z)
http://www.epa.gov/chemicaldatareporting http://www.epa.gov/chemicaldatareporting
3. EPA DSStox /source/EPA DSStox

2Butene, (2Z)
https://comptox.epa.gov/dashboard/dsstoxdb/results?search=DTXSID0027224
https://comptox.epa.gov/dashboard/dsstoxdb/results?search=DTXSID0027224
4. European Chemicals Agency ECHA /source/European Chemicals Agency ECHA

(Z)but2ene
https://echa.europa.eu/ https://echa.europa.eu/
(Z)but2ene
https://echa.europa.eu/informationonchemicals/clinventorydatabase//discli/details/129766
https://echa.europa.eu/informationonchemicals/clinventorydatabase//discli/details/129766
5. ILOICSC /source/ILOICSC
cis2BUTENE
http://www.ilo.org/dyn/icsc/showcard.display?p_card_id=0397 http://www.ilo.org/dyn/icsc/showcard.display?p_card_id=0397
6. NITECMC /source/NITECMC
cis2Butene
http://www.safe.nite.go.jp/english/ghs/15mhlw0002e.html http://www.safe.nite.go.jp/english/ghs/15mhlw0002e.html
7. Safe Work Australia HCIS /source/Safe Work Australia HCIS

590181
http://hcis.safeworkaustralia.gov.au/ http://hcis.safeworkaustralia.gov.au/
8. FDA/SPL Indexing Data /source/FDA/SPL Indexing Data

L35ORC9C05
https://www.fda.gov/ForIndustry/DataStandards/SubstanceRegistrationSystemUniqueIngredientIdentifierUNII/
https://www.fda.gov/ForIndustry/DataStandards/SubstanceRegistrationSystemUniqueIngredientIdentifierUNII/
9. HSDB /source/HSDB
CIS2BUTENE
http://toxnet.nlm.nih.gov/cgibin/sis/search/r?dbs+hsdb:@term+@rn+@rel+590181 http://toxnet.nlm.nih.gov/cgi
bin/sis/search/r?dbs+hsdb:@term+@rn+@rel+590181
10. NJDOH RTK Hazardous Substance List /source/NJDOH RTK Hazardous Substance List
2butenecis
http://www.nj.gov/health/workplacehealthandsafety/documents/righttoknow/hsl_alpha.pdf
http://www.nj.gov/health/workplacehealthandsafety/documents/righttoknow/hsl_alpha.pdf
11. NIST /source/NIST

2Butene, (Z)
http://www.nist.gov/srd/nist1a.cfm http://www.nist.gov/srd/nist1a.cfm
12. Wikipedia /source/Wikipedia

(Z)2butene
https://www.wikidata.org/wiki/Q27121171 https://www.wikidata.org/wiki/Q27121171
13. PubChem
Data deposited in or computed by PubChem
https://pubchem.ncbi.nlm.nih.gov https://pubchem.ncbi.nlm.nih.gov
14. ChEBI /source/ChEBI

ChEBI Ontology
http://www.ebi.ac.uk/chebi/userManualForward.do#ChEBI%20Ontology
http://www.ebi.ac.uk/chebi/userManualForward.do#ChEBI%20Ontology
15. WIPO /source/WIPO

International Patent Classification
http://www.wipo.int/classifications/ipc/ http://www.wipo.int/classifications/ipc/

Cis-2-Butene - C4H8 - PubChem

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2017610 cis2Butene|C4H8PubChem

Compound Summary for CID 5287573

cis2Butene Cite this Record

PubChem CID: 5287573

Molecular Formula: C4H8 or CH3HC=CHCH3

Substance Registry: FDA UNII

Safety Summary: Laboratory Chemical Safety Summary LCSS

PUBCHEM COMPOUND CIS2BUTENE Create Date: 20050327

3 Names and Identifiers

4 Chemical and Physical Properties

7 Pharmacology and Biochemistry

8 Use and Manufacturing

10 Safety and Hazards

Show Hydrogens Show Atoms Animate

3 Names and Identifiers

3.1 Computed Descriptors

3.1.1 IUPAC Name

3.1.3 InChI Key

3.1.4 Canonical SMILES

3.1.5 Isomeric SMILES

3.2 Molecular Formula

3.3 Other Identifiers

3.3.3 ICSC Number

Description chemical compound

3.4.1 DepositorSupplied Synonyms

1. cis2Butene 11. 2Z2Butene 21. HSDB 5704

4 Chemical and Physical Properties

4.1 Computed Properties

Property Name Property Value

Molecular Weight 56.108 g/mol

Hydrogen Bond Donor Count 0

Hydrogen Bond Acceptor Count 0

Rotatable Bond Count 0

Topological Polar Surface Area 0 A^2

Monoisotopic Mass 56.063 g/mol

Exact Mass 56.063 g/mol

Compound Is Canonicalized true

Heavy Atom Count 4

Defined Atom Stereocenter Count 0

Undefined Atom Stereocenter Count 0

Defined Bond Stereocenter Count 1

Undefined Bond Stereocenter Count 0

Isotope Atom Count 0

CovalentlyBonded Unit Count 1

4.2 Experimental Properties

4.2.1 Physical Description

from EPA Chemicals under the TSCA

COLOURLESS COMPRESSED LIQUEFIED GAS.

4.2.3 Boiling Point

4.2.4 Melting Point

4.2.5 Flash Point

Sol in most organic solvents

Very sol in ethanol, ether; sol in benzene

In water, 658 mg/l at 25 deg C

4.2.8 Vapor Density

4.2.9 Vapor Pressure

log Kow= 2.33

617 DEG F 325 DEG C

4.2.12 Heat of Combustion

2687.7 liq kJ/mol

4.2.13 Kovats Retention Index

Standard polar 468, 481, 468

4.3 Spectral Properties