Dorego, Mark Moses B.

September 20, 2016

MT1327 Class #14
Homework #5
Experiment #6

1. What precautions should be observed before CHCl3 is used anesthetic?

1.) Always use chloroform in a properly functioning chemical
fume hood. 2.) Conduct all work at least 6
inside sash. 3.) Keep sash as low as possible (even lower than the posted maximum
operating sash height). 4.) Conduct all work in a plastic tray for spill containment. 5.) Wear the right
personal protective equipment. 6.) Additional personal protective equipment may be required, depending
on the specific procedures used in your lab.
2. Why is CHCl3 kept in amber-colored bottles?
Chloform can get oxidized under amounts of UV light and oxygen into phosgene, which is a poisonous
gas and can hurt people. To prevent the formation of phosgene, they are stored in amber - colored
bottles.
3. Give important uses of iodoform, chloroform, bromoform, and carbon tetrachloride.
- Iodoform is primarily used to treat minor skin conditions due to its antiseptic properties
- Chloroform is used as a solvent for iodine, alkaloids, fats and some other substances. Also used for the
manufacturing of Freon refrigerant R-22 before.
- Bromoform is used as a fluid for mineral ore separation in geological tests, as a laboratory reagent, and
in the electronics industry in quality assurance programs.
- Carbon tetrachloride is a good solvent for waxes, lacquers, and rubbers and the main industrial use is
as a solvent.
4. Complete the following equations:
a.) CH2 - CH2 - CH2 OH + SOCl2 CH2 CH2 CH2 Cl + SO2 + HCl
b.) CH2-CH2-CH2-OH+POCl3 CH2 CH2 CH2 Cl PO3 + HCl
c.) CH2-CH2-CH2-CH2-OH+HCl CH2 CH2 CH2 CH2 CH2 Cl + H2O
5. What is haloform reaction? What substance are positive to haloform reaction? Give examples of
aldehydes, ketones alcohols that produce a haloform. Give the equations and reaction mechanism
for haloform reaction.
- The Haloform reaction is a chemical reaction where a haloform (CHX3, where X is a halogen) is
produced by the exhaustive halogenation of a methyl ketone (a molecule containing the RCOCH3
group) in the presence of a base. R may be alkyl or aryl. Chlorine, bromine, or iodine in the presence
of hydroxide ions are the substances that are positive to haloform reactions. Acetone, Acetophenone,
Acetaldehyde are some aldehydes and ketone alcohols that produce haloform.
Haloform Reaction Mechanism:
 6. Complete the equations:

a.) CH3Br + aq. KOH CH3OH + KBr

CH3 CH3
| |
b.) CH3CBr + aq. KOH CH3COH + KBr
| |
CH3 CH3
c.) Alcoholic KOH CH3C=CH2 + Br + H2O
|
CH3
To what type of substitution reaction can we classify equations A and B?
Reference:
Retrieved September 19, 2016, from http://web.utk.edu/~ehss/training/Chloroform.pdf
Why is chloroform kept in amber bottle? (2016). Retrieved September 19, 2016, from
http://www.answers.com/Q/Why_is_chloroform_kept_in_amber_bottle?#slide=2
What are the uses of iodoform? (2016). Retrieved September 19, 2016, from science,
https://www.reference.com/science/uses-iodoform-2e033e60d1c3db4e
Chloroform | uses of Chloroform | effects on the environment. (2015, December 18). Retrieved September 19,
2016, from Chemistry Article, http://byjus.com/chemistry/chloroform-uses-effects-environment/
Technology transfer network air toxics web site. Retrieved September 19, 2016, from
https://www3.epa.gov/airtoxics/hlthef/bromofor.html
Carbon tetrachloride. Retrieved September 19, 2016, from
http://www.ucc.ie/acedemic/chem/dolchem/html/comp/ccl4.html
Haloform reaction. Retrieved September 13, 2016, from http://www.organic-
chemistry.org/namedreactions/haloform-reaction.shtm
Haloform reaction (2016). In Wikipedia. Retrieved from https://en.wikipedia.org/wiki/Haloform_reaction
Pearson, N. (2016). Haloform reaction mechanism. Retrieved September 13, 2016, from
http://chemistry.tutorvista.com/organic-chemistry/haloform-reaction.html
OChemPal. Retrieved September 13, 2016, from http://www.ochempal.org/index.php/alphabetical/g-
h/holoform-reaction/