Escolar Documentos
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Enabling Technologies
Ionic Liquids
BASIL
BASIONICS
Ionic Liquids for Catalysis
Ionic Liquids for
Electrochemical Applications
Enzymatic Reactions
in Ionic Liquids
Task-Specific Ionic Liquids
CYPHOS Phosphonium
Ionic Liquids
Imidazolium-Based
Ionic Liquids
Pyridinium-Based
Ionic Liquids
Pyrrolidinium-Based
Ionic Liquids
Ammonium-Based
Ionic Liquids
Phosphonium-Based
Ionic Liquids
sigma-aldrich.com/chemicalsynthesis
Introduction
Sigma-Aldrich is proud to offer a new series of ChemFilescalled
Enabling Technologiesto our Chemistry customers. Each piece will
highlight enabling products or technologies for chemical synthesis, drug
discovery, and other areas of chemistry.
Introduction
Ionic Liquids have experienced a comet-like boost in the last few years.
In this edition of ChemFiles, we highlight some current applications
of this fascinating class of new materials. We present over 50 new
additions to our portfolio of 130+ Ionic Liquids, ranging from wellknown imidazolium and pyridinium derivatives to ammonium,
pyrrolidinium, phosphonium, and sulfonium derivatives. At SigmaAldrich, we are committed to being your preferred supplier for Ionic
Liquids. Please visit sigma-aldrich.com/ionicliquids for a regular
update of the latest Ionic Liquids. If you cannot find a product for your
specific research, please bother us at dweibel@europe.sial.com
with new suggestions!
R1 N
R4
R3
pyridinium
R4
pyrrolidinium
P R4
R1
N R4
phosphonium
ammonium
O
F3C
R3 C
S O
O O
tosylate
S O
bis(trifluoromethylsulfonyl)imide
BF4
hexafluorophosphate
anion
(organic)
methanesulfonate
PF6
CF3
R3
sulfonium
O
H3 C
alkylsulfate
R2
R2
O S O
cation
(organic)
R1
R2
R2
R4
Ionic Liquids are a new class of purely ionic, salt-like materials that are
liquid at unusually low temperatures. Currently, the official definition
of Ionic Liquids uses the boiling point of water as a point of reference:
Ionic Liquids are ionic compounds which are liquid below 100 C.
More commonly, Ionic Liquids have melting points below room
temperature; some of them even have melting points below 0 C.
These new materials are liquid over a wide temperature range (300
400 C) from the melting point to the decomposition temperature of
the Ionic Liquid.
R1
R1
imidazolium
R1
R2
anion
(inorganic)
Hal
tetrafluoroborate
halide
cation,
symmetric,
small
1600
1400
cation,
large,
unsymmetric
No. of papers
s i g m a - a l d r i c h . c o m
anion,
symmetric,
large
anion,
large
1200
1000
800
600
400
200
0
1990
1992
1994
1996
1998
Year
2000
2002
2004
US $
References
1.
Introduction
ANALYTICS
MALDI-TOF-matrices
GC-head-space-solvents
protein-crystallization
SOLVENTS
bio-catalysis
organic reactions & catalysis
Nano-particle-synthesis
polymerization
IOLITEC 2005.
Fuel Cells: Yanes, E. G.; Gratz, S. R.; Baldwin, M. J.; Anal. Chem.
2001, 73, 38383844.
Sensors: See also: http://www.iolitec.de.
Supercaps: Sato, T; Masuda, G; Takagi, K. Electrochim. Acta
2004, 49, 36033611.
Metal Finishing: Zell, C. A.; Freyland, W. Langmuir 2003, 19,
74457450.
Scheeren, C. W.; Machado, G.; Dupont, J.; Fichtner, P.F.P.; Texeira,
S.R. Inorg. Chem. 2003, 42, 47384742.
Huang, J.-F.; Sun, I.-W. J. Chromat. A, 2003, 1007, 3945.
3.
Ready to scale up? For competitive quotes on larger quantities or custom synthesis,
contact SAFC at 1-800-244-1173 (USA), or visit www.safcglobal.com.
1 . 8 0 0 . 2 3 1 . 8 3 2 7
S e r v i c e :
LIQUID CRYSTALS
displays
ELECTROELASTIC
MATERIALS
artificial muscles
robotics
Te c h n i c a l
HEAT STORAGE
thermal fluids
1 . 8 0 0 . 3 2 5 . 3 0 1 0
IONIC LIQUIDS
ELECTROLYTES
fuel cells
sensors
batteries
supercaps
metal finishing
coating
thermal stability
low vapor pressure
electric conductivity
interesting solvent properties
biphasic systems possible
liquid crystalline structures
high electroelasticity
high heat capacity
non flammability
Lubricants: Wang, H.; Lu, Q.; Ye, C.; Liu, W.; Cui, Z. Wear 2004,
256, 4448.
O r d e r :
SEPARATION
gas seperations
extractive distillation
extraction
membranes
BASIL/BASIONICS
After the reaction, there are two clear liquid phases that can easily
be worked up by a simple phase separation. The upper phase is the
pure product and no reaction solvent is needed. The lower phase is
the pure Ionic Liquid and can be deprotonated with sodium hydroxide,
regenerating the methylimidazole.
R
R
EtOH
Cl
N
N
+
OEt
N
NH
Cl
Ionic Liquid
s i g m a - a l d r i c h . c o m
process or an application, the set of specification parameters (purity, byproducts, halogen content, color, viscosity, etc.) will be defined in detail.
Based on these specifications, the process for the commercial-scale
production is designed.
It is important to note that the BASIONICS portfolio of Ionic Liquids is
a living portfolio! It will be extended, but even more importantly, driven
by customer requests. This is true for the cation as well as for the
anion. Both parts of the molecule can be designed to the requirements
of the specific application the customer demands. With the given
technological expertise in chemical processing as well as existing value
chains and raw materials from the Verbund, BASF is in a position
to make a broad portfolio of Ionic Liquids available in commercial
quantities and at reasonable prices.
Application Examples
As described above, there are numerous publications on Ionic Liquids.
The following are examples that present some applications where
BASIONIC Ionic Liquids could be used.
29164
30881
38938
50365
production of organopolysiloxanes8
40477
59760
56486
57457
51059
55292
51053
39952
51682
53177
43437
42254
05338
1-Butyl-3-methylimidazolium acetate,
BASF quality, 95%
C10H18N2O2
FW: 198.26
mp: <-20 C
[284049-75-8]
CH3
N+
N
-O
CH3
CH3
N+
100 g
1 kg
H3C
198.00
546.50
1-Butyl-3-methylimidazolium chloride,
BASF quality, 95%
C8H15ClN2
FW: 174.67
mp: 41 C
[79917-90-1]
CH3
N+
Cl-
57457-100G
57457-1KG
100 g
1 kg
100 g
1 kg
99.00
273.20
1-Butyl-3-methylimidazolium methanesulfonate,
BASF quality, 95%
C9H18N2O3S
FW: 234.32
mp: 7580 C
[342789-81-5]
8
CH3
N+
N
H3C
O
O
S
O-
H3C
H3C
38899-100G
38899-1KG
HO O
S
O O-
CH3
39952-100G
39952-1KG
79.20
218.60
30881-100G
30881-1KG
100 g
1 kg
Ready to scale up? For competitive quotes on larger quantities or custom synthesis,
contact SAFC at 1-800-244-1173 (USA), or visit www.safcglobal.com.
99.00
273.20
1 . 8 0 0 . 2 3 1 . 8 3 2 7
S e r v i c e :
30764
38899
Te c h n i c a l
Applications
1 . 8 0 0 . 3 2 5 . 3 0 1 0
Name
O r d e r :
Prod. #
BASIONICS
US $
8
CH3
C9H18N2O4S
FW: 250.32
mp: <-20 C
[401788-98-5]
N+
H3CO O
S
O O-
8
CH3
H3C
N+
O O
S
O-
H3C
H3C
53177-100G
53177-1KG
100 g
1 kg
79.20
218.60
1-Butyl-3-methylimidazolium tetrachloroaluminate,
BASF quality, 95%
BASIONICS
C8H15AlCl4N2
FW: 308.01
mp: -10 C
[80432-09-3]
CH3
N+
AlCl4
55292-100G
55292-1KG
100 g
1 kg
99.00
273.20
1-Butyl-3-methylimidazolium thiocyanate,
BASF quality, 95%
C9H15N3S
FW: 197.30
mp: <-20 C
[344790-87-0]
CH3
N+
SCN
H3C
42254-100G
42254-1KG
100 g
1 kg
158.40
437.10
C9H18N2O4S
FW: 250.32
mp: 67 C
[516474-08-1]
CH3
N+
H3C
CH3 O O
S
O O-
N
H3C
05338-100G
05338-1KG
100 g
1 kg
79.20
218.60
1-Ethyl-3-methylimidazolium acetate,
BASF quality, 90%
C8H14N2O2
FW: 170.21
mp: <-20 C
[143314-17-4]
CH3
N+
N
H3C
51053-100G
51053-1KG
79.20
218.60
8
CH3
C6H12N2O4S
FW: 208.24
[412009-61-1]
100 g
1 kg
-O
CH3
217.80
601.20
56486-100G
56486-1KG
N+
N
C7H14N2O3S
FW: 206.26
mp: 35 C
[145022-45-3]
29164-100G
29164-1KG
43437-100G
43437-1KG
CH3
N+
Cl-
C4H6N2 HCl
FW: 118.56
mp: 75 C
[35487-17-3]
99.00
273.20
100 g
1 kg
118.80
327.90
8
CH3
N+
N
40477-100G
40477-1KG
AlCl4
H3C
100 g
1 kg
118.80
327.90
8
CH3
C7H11N3S
FW: 169.25
mp: -6 C
[331717-63-6]
C6H11ClN2
FW: 146.62
mp: 80 C
[65039-09-0]
100 g
1 kg
H3C
N+
H3C O
S
N
O
O-
1-Ethyl-3-methylimidazolium thiocyanate,
BASF quality, 95%
1-Methylimidazolium chloride,
BASF quality, 95%
H3C
8
CH3
C6H11AlCl4N2
FW: 279.96
mp: 9 C
[80432-05-9]
51059-100G
51059-1KG
HO O
S
O O-
118.80
327.90
1-Ethyl-3-methylimidazolium tetrachloroaluminate,
BASF quality, 95%
100 g
1 kg
1-Ethyl-3-methylimidazolium methanesulfonate,
BASF quality, 95%
1-Ethyl-3-methylimidazolium chloride,
BASF quality, 95%
30764-100G
30764-1KG
100 g
1 kg
H3C
H3C
s i g m a - a l d r i c h . c o m
51682-100G
51682-1KG
N+
N
SCN
H3C
100 g
1 kg
178.20
491.80
8
NH+
N
CH3
100 g
1 kg
Cl-
89.10
246.00
US $
C4H6N2 H2SO4
FW: 180.18
mp: 39 C
[681281-87-8]
59760-100G
59760-1KG
NH+ HO
O
S
N
O
OCH3
100 g
1 kg
89.10
246.00
8
(CH2)3CH3
+
H3C
N (CH2)3CH3
(CH2)3CH3
100 g
1 kg
8
CH3
N+ H CO
3
O
CH3 O S
N
OCH3
100 g
1 kg
79.20
218.60
H3CO
O
S
O
O-
BASIONICS
59.40
163.90
2.
19.
3.
20.
4.
21.
5.
Mann, B.E.; Guzman, M.H. Inorg. Chim. Acta 2002, 330, 143
148.
22.
6.
23.
24.
Qiao, C.-Z.; Zhang, Y.-F.; Zhang, J.-C.; Li, C.-Y. Appl. Catal. A:
General, 2004, 276, 6166.
25.
26.
10. Wu, H.-H.; Sun, J.; Yang, F.; Tang, J.; He, M.-Y. Chin. J. Chem.
2004, 22, 619621.
27.
11. Takahashi, S.; Akimoto, K.; Saeki, I.; Akama, R.; Oku, K. Jpn.
Kokai Tokkyo Koho 1990, 5 pp. CODEN: JKXXAF JP 02080589.
28.
12. Takahashi, S.; Akimoto, K.; Saeki, I.; Akama, R.; Oku, K. Jpn.
Kokai Tokkyo Koho 1990, 5 pp. CODEN: JKXXAF JP 02097691.
29.
30.
13. Maase, M.; Budich, M.; Grossmann, G.; Szarvas, L. PCT Int.
Appl. 2005, 31 pp. CODEN: PIXXD2 WO 2005019137.
31.
14. Singh, V.; Kaur, S.; Sapehiyia, V.; Singh, J.; Kad, G. L. Catal.
Commun. 2005, 6, 5760.
Itoh, T.; Ouchi, N.; Hayase, S.; Nishimura, Y. Chem. Lett. 2003, 32,
654655.
32.
33.
Tsukahara, J.; Shiratsuchi, K.; Kubota, T.; Sen, S. Eur. Pat. Appl.
2001, 36 pp. CODEN: EPXXDW EP 1107333.
34.
7.
8.
9.
Volland, M.; Seitz, V.; Maase, M.; Flores, M.; Papp, R.;
Massonne, K.; Stegmann, V.; Halbritter, K.; Noe, R.; Bartsch, M.;
Siegel, W.; Becker, M.; Huttenloch, O. PCT Int. Appl. 2003, 111
pp. CODEN: PIXXD2 WO 2003062251.
15. Andre, M.; Loidl, J.; Laus, G.; Schottenberger, H.; Bentivoglio,
G.; Wurst, K.; Ongania, K.-H. Anal. Chem. 2005, 77, 702705.
16. Zhao, G.; Jiang, T.; Gao, H.; Han, B.; Huang, J.; Sun, D. Green
Chem. 2004, 6, 7577.
17. Wasserscheid, P.; Sesing, M.; Korth W. Green Chem. 2002, 4,
134138.
Ready to scale up? For competitive quotes on larger quantities or custom synthesis,
contact SAFC at 1-800-244-1173 (USA), or visit www.safcglobal.com.
S e r v i c e :
Earle, M.J.; Katdare, S.P. PCT Int. Appl. 2002, 20 pp. CODEN:
PIXXD2 WO 2002030878.
Te c h n i c a l
18.
1 . 8 0 0 . 3 2 5 . 3 0 1 0
O r d e r :
1.
1 . 8 0 0 . 2 3 1 . 8 3 2 7
References
s i g m a - a l d r i c h . c o m
Conversion / %
50
0.24 mol %
40
2.04 mol %
30
88.44 mol %
20
168.26 mol %
10
0
0
50
100
150
200
250
300
t / min.
Conversion / %
60
0.00 mol %
50
0.07 mol %
40
0.28 mol %
0.69 mol %
30
51.00 mol %
20
10
0
0
100
200
300
400
t / min.
Conversion / %
50
0.00 mol %
40
0.06 mol %
30
0.12 mol %
20
0.18 mol %
10
0
0
100
200
300
400
t / min.
US $
C6H11BF4N2
FW: 197.97
mp: 11 C
[143314-16-3]
CH3
N+
BF4
N
CH3
39736-5ML
39736-50ML
5 mL
50 mL
262.00
720.50
8
CH3
C8H15ClN2
FW: 174.67
mp: 41 C
[79917-90-1]
N+
Cl-
5g
25 g
57.40
229.30
1-Butyl-3-methylimidazolium chloride,
puriss., dry, 99% AT
8
CH3
C8H15ClN2
FW: 174.67
mp: 41 C
[79917-90-1]
N+
Cl
CH3
04129-5G
04129-25G
5g
25 g
53.60
214.30
1-Butyl-3-methylimidazolium hexafluorophosphate
for catalysis, 98.5% T
8
CH3
C8H15BF4N2
FW: 226.02
mp: -71 C
[174501-65-6]
N+
BF4
CH3
39931-5G
39931-50G
5g
50 g
105.00
315.00
H3C
55509-5G
55509-25G
1-Butyl-3-methylimidazolium tetrafluoroborate
for catalysis, 98.5% T
8
CN
N+
CH3 -N
CN
1-Ethyl-3-methylimidazolium tetrafluoroborate
for catalysis, 98.5% T
CH3
50893-5G
50893-50G
5g
50 g
240.80
662.30
1-Butyl-3-methylimidazolium hexafluoroantimonate,
98%
C8H15F6N2Sb
FW: 374.97
mp: -1 C
[174645-81-9]
8
CH3
N+
SbF6-
H3C
51027-5G
51027-50G
5g
50 g
73.60
220.80
CH3
C8H15F6N2P
FW: 284.18
mp: 11 C
[174501-64-5]
N+
PF6
2.
3.
4.
5.
6.
7.
Song, C. E.; Shim, W. H.; Roh, E. J.; Lee, S. C.; Choi, J. H. Chem.
Commun. 2001, 1122.
8.
9.
10. Itoh, T.; Akasaki, E.; Kudo, K.; Shirakami, S. Chem. Lett. 2001, 262.
11. Lozano, P.; de Diego, T.; Carrie, D.; Vaultier, M.; Iborra, J. L.
Chem. Commun. 2002, 692.
12. Chauvin, Y.; Mussmann, L.; Olivier, H. Angew. Chem. Int. Ed.
1996, 34, 2698.
Ready to scale up? For competitive quotes on larger quantities or custom synthesis,
contact SAFC at 1-800-244-1173 (USA), or visit www.safcglobal.com.
S e r v i c e :
1.
Te c h n i c a l
References
1 . 8 0 0 . 3 2 5 . 3 0 1 0
114.80
820.00
O r d e r :
5g
50 g
1 . 8 0 0 . 2 3 1 . 8 3 2 7
CH3
18122-5G
18122-50G
10
Applications
Conductivity
b) High Stability
The electrochemically most stable materials having comparable small
conductivities (N-butyl-N-methylpyrrolidinium bis(trifluoromethylsulfonyl)imide (Prod. # 40963), triethylsulphonium bis(trifluoromethylsulfonyl)imide (Prod. # 08748), and N-methyl-N-trioctylammonium
bis(trifluoromethylsulfonyl)imide (Prod. # 00797). These materials are
good electrolytes for use in batteries,3 fuel cells,4 metal deposition,5 and
electrochemical synthesis of nano-particles.6
SCN
N(CN)2
Electrochemical Stability
Another very important property of Ionic Liquids is their wide electrochemical window, which is a measure for their electrochemical stability
against oxidation and reduction processes:
Cation
+ e
Anion
neutral species
neutral species
R2
R2
<
R2
R1
R2
<
R1
R3
1-Butyl-2,3-dimethylimidazolium tetrafluoroborate
for electrochemistry, 99%
C9H17BF4N2
FW: 240.05
mp: 37 C
[402846-78-0]
04383-5G
04383-50G
<
AlCl4
<
PF6, BF4
<
N(SO2CF3)2
BF4
5g
50 g
75.40
226.10
8
C11H20F6N2O4S2
FW: 422.41
mp: -50 C
CF3
O
N+
CH3 - S O
N
O
S
O
CF3
CH3
5g
50 g
116.30
319.80
1-Dodecyl-3-methylimidazolium iodide
Electrochemical
Conductivity
Window
1-Ethyl-3-methylimidazolium dicyanamide
27 mS/cm
2.9 V
1-Ethyl-3-methylimdazolium thiocyanate
21 mS/cm
2.3 V
Triethylsulphonium bis(trifluoromethylsulfonyl)imide
8.2 mS/cm
5.5 V
N-Methyl-N-trioctylammonium bis(trifluoromethylsulfonyl)imide
2.2 mS/cm
5.7 V
N-Butyl-N-methylpyrrolidinium bis(trifluoromethylsulfonyl)imide
2.1 mS/cm
b) Electrochemically Stable
6.6 V
C16H31IN2
FW: 378.34
[81995-09-7]
18289-5G
18289-50G
(CH2)11CH3
N+
N
CH3
5g
50 g
I-
166.60
458.30
8
CH3
N+
N
F3C O
CH3 O S O
H3C
c) Combined Properties
1-Ethyl-3-methylimidazolium tetrafluoroborate
CH3
N R3
CH3
N+
40963-5G
40963-50G
Hal
R4
Anion stability:
s i g m a - a l d r i c h . c o m
Sigma-Aldrich now offers a set of Ionic Liquids especially useful for your
electrochemical applications.
CH3
Cation stability:
<
c) Combined Properties
For applications where conductivity and electrochemical stability are
needed (e.g., supercapacitors7 or sensors8), imidazolium-based Ionic
Liquids with stable anions (e.g., tetrafluoroborate or trifluoromethylsul
fonate) are the materials of choice.
a) High Conductivity
The materials showing the highest conductivities, 1-ethyl-3-methylimidazolium thiocyanate and dicyanamide exhibited the lowest electrochemical stabilities. Nevertheless, these materials are good candidates
for use in any application where a high conductivity combined with
thermal stability and non-volatility is necessary, e.g., 1-dodecyl-3methylimidazolium iodide (Prod. # 18289) in dye-sensitized solar cells.2
12 mS/cm
4.3 V
4.3 V
00765-5G
00765-50G
5g
50 g
158.10
434.90
US $
CN
H3C
00796-5G
00796-50G
5g
50 g
158.10
434.90
CH3
N+ NO
3
1g
5g
41.90
142.90
8
CH3
C6H11BF4N2
FW: 197.97
mp: 11 C
[143314-16-3]
N+
BF4
N
H3C
00768-5G
00768-50G
5g
50 g
163.70
450.20
1-Ethyl-3-methylimidazolium thiocyanate
for electrochemistry, 98%
8
CH3
C7H11N3S
FW: 169.25
mp: -6 C
[331717-63-6]
N+
N
SCN
H3C
5g
50 g
164.60
452.60
1-Ethyl-3-methylimidazolium trifluoromethane
sulfonate for electrochemistry, 99%
8
CH3
C7H11F3N2O3S
FW: 260.23
mp: -9 C
[145022-44-2]
N+
F3C
O
S
O O-
N
H3C
5g
50 g
159.40
438.40
C27H54F6N2O4S2
FW: 648.85
mp: -50 C
[375395-33-8]
00797-5G
00797-50G
(CH2)7CH3
H3C
N (CH2)7CH3
(CH2)7CH3
5g
50 g
CF3
O
O
CF3
87.10
239.70
Tetrabutylammonium bis(trifluoromethylsulfonyl)imide,
puriss., for electronic purposes, 99% T
C18H36F6N2O4S2
FW: 522.61
mp: 9496 C
[210230-40-3]
86838-1G
86838-5G
5g
25 g
Triethylsulfonium bis(trifluoromethylsulfonyl)imide
for electrochemistry, 99%
C8H15F6NO4S2
FW: 367.26
(CH2)3CH3
H3C(H2C)3
N (CH2)3CH3
(CH2)3CH3
1g
5g
08748-5G
08748-50G
8
CF3
S
O
N
O
S
O
CF3
O
S
5g
50 g
77.40
232.30
(CH2)3CH3
+
H3C(H2C)3
CF3
S
O
N
O
S
O
CF3
Br-
N (CH2)3CH3
(CH2)3CH3
10 g
50 g
71.10
280.80
(CH2)3CH3
+
H3C(H2C)3
P (CH2)3CH3
BF4-
(CH2)3CH3
5g
25 g
52.90
209.30
CH3
N+
C10H15F6N3O4S2
FW: 419.36
[174899-83-3]
O
O
N
S
S
CF3
O O
F3C
CH3
77896-1G
77896-5G
1g
5g
76.60
334.30
1-Butyl-3-methylpyridinium bis(trifluoromethylsulfonyl)imide
purum, 97% H-NMR
C12H16F6N2O4S2
FW: 430.39
[344790-86-9]
CH3
O
N+
14654-1G
14654-5G
-N
O
H3C
O
S
O-
57.60
255.40
1-Ethyl-3-methylimidazolium tetrafluoroborate
for electrochemistry, 99%
00738-5G
00738-50G
CH2CH3
H3C
04363-1G
04363-5G
07424-5G
07424-50G
86651-5G
86651-25G
F3C
N CH2CH3
-N
CN
CH2CH3
H3CH2C
1g
5g
23.00
90.50
Ready to scale up? For competitive quotes on larger quantities or custom synthesis,
contact SAFC at 1-800-244-1173 (USA), or visit www.safcglobal.com.
S
S
CF3
O
O
CF3
96.70
386.90
1 . 8 0 0 . 2 3 1 . 8 3 2 7
N+
C9H20F3NO3S
FW: 279.32
mp: 161163 C
[35895-69-3]
S e r v i c e :
CH3
Te c h n i c a l
C8H11N5
FW: 177.21
mp: -21 C
[370865-89-7]
1 . 8 0 0 . 3 2 5 . 3 0 1 0
O r d e r :
1-Ethyl-3-methylimidazolium dicyanamide
for electrochemistry, 99%
11
12
CH3
N+
N
CH3
50807-1G
50807-5G
CF3
S
O
CH3 N O
S
O
CF3
1g
5g
148.60
594.20
C12H15F9N2O6S3
FW: 550.44
[169051-77-8]
74305-1G
74305-2.5G
1g
2.5 g
180.00
386.90
C10H11F10N3O4S2
FW: 491.33
mp: -1 C
[216299-76-2]
N+
N
H3C
39056-1G
39056-5G
1g
5g
30565-1G
30565-5G
O
S O
F3CF2C O
-N
202.90
810.30
H3C
11291-1G
11291-5G
1g
5g
O
O
CF3
96.70
386.90
2.
Yamanaka, N.; Kawano, R.; Kubo, W.; Kitamura, T.; Wada, Y.;
Watanabe, M.; Yanagida, S. Chem. Commun. 2005, 740742.
3.
4.
5.
6.
(a) Zhou, Y.; Antonietti, M. J. Am. Chem. Soc. 2003, 125, 14960
14961. (b) Zhou, Y.; Antonietti, M. Chem. Mater. 2004, 16, 544
550.
CH3
O
N+
O S CF3
N
N
O S CF3
7.
8.
See: http://www.iolitec.de.
148.60
605.20
CF3
Densities
Miscibilities with:
Water
Isopropanol
Acetone
Acetonitrile
Toluene
Heptane
Conductivities
EC windows
1g
5g
1.
-N
References
O CF3
O
S
O
F3C S C- O
CH3
S
O
O CF
N+
N+
CH3
CH3
N
CH3
CH3
C11H14F6N2O4S2
FW: 416.36
mp: 0 C
US $
13
OH
Ph
NH2
Ph
Scheme 1
H
N
H
N
CALB
N
CH3
CH3
Scheme 2
Also, candida rugosa lipase (CRL) shows activity in Ionic Liquids. Methyl6-O-trityl-glucosides and galactosides can be acylated enzymatically
by CRL (Scheme 3). The regioselectivity of this reaction is increased
from 80% in THF to over 98% in 1-butyl-3-methylimidazolium
hexafluorophosphate as solvent.5
OTr
OAc
HO
HO
H3C
O
Scheme 7
Bu-OH
OH
H3C
O
OH
epoxide hydrolase
CH3
OH
OH
AcHN
Scheme 4
OH
O
HO
HO
OBu
H3C
CH3
Ph
CRL
CO2Et
Ph
Scheme 8
OAc OH
NH2
BL-alcalase
CO2Et
Ph
Scheme 3
NHAc
Ph
HO
CRL
OH OH
OH
Scheme 6
The serine-protease -chymotrypsin mediates the synthesis of N-acetylL-tyrosine propyl ester through a trans-esterification reaction in Ionic
Liquids starting from the ethyl ester. In 1-butyl-3-methylimidazolium
hexafluorophosphate and 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide (Prod. # 11291), -chymotrypsin shows a clear
enhancement in enzyme stability and conversion rates in comparison
to propanol.9 BL-alcalase, a commercially available serine-type endoproteinase from Bacillus licheniforms, can catalyse the enzymatic
resolution of a homophenylalanine ester in Ionic Liquids (Scheme 7).
In 1-ethyl-3-methylimidazolium tetrafluoroborate (Prod. # 04365) and
4-ethylpyridinium tetrafluoroborate, high optical purity and yields are
achieved.10
OTr
H2C
HO
OAc
NHCOR
R = CH2=CHCH2CH2-
H3CO2C
AcO
AcO
CH3
+
PS-C-lipase
Enzymatic Reactions in
Ionic Liquids
HO OH
HO
OH
O
HO
+
HO OH
OH
O
OH OH
-galactosidase
HO
HO
OH
OH OH
OH
O
HO
Scheme 9
AcHN
O
HO
O
AcHN
OH
Ready to scale up? For competitive quotes on larger quantities or custom synthesis,
contact SAFC at 1-800-244-1173 (USA), or visit www.safcglobal.com.
1 . 8 0 0 . 2 3 1 . 8 3 2 7
NH2
CH3
CALB
OAc
OAc
S e r v i c e :
Ph
O
+
Scheme 5
The PS-C lipase from Pseudomonas cepacia hydrolyzes 3,4,6-triO-acetyl-D-glucal (Scheme 6). In 1-butyl-3-methylimidazolium
hexafluorophosphate, the regioselectivity is increased up to 80%,
whereas the regioselectivity in THF is lower than 20%.8
Te c h n i c a l
CH3
CH2
1 . 8 0 0 . 3 2 5 . 3 0 1 0
PEG-Lipase
O
O r d e r :
14
1-Butyl-3-methylimidazolium hexafluorophosphate
purum, 96% T
C8H15F6N2P
FW: 284.18
mp: 11 C
[174501-64-5]
CH3
N+
PF6-
89155-5G
89155-50G
H3C
70956-5G
70956-50G
70956-250G
5g
50 g
250 g
60.00
180.00
928.60
Enzymatic Reactions in
Ionic Liquids
C16H32N2O4S
FW: 348.50
mp: 33 C
[445473-58-5]
CH3
N+
N
O S O(CH2)7CH3
O
H3C
75059-5G
75059-50G
5g
50 g
32.80
194.80
C15H22N2O3S
FW: 310.41
SO3
CH3
N+
N
CH3
H3C
00806-5G
00806-50G
C13H18N2O3S
FW: 282.36
mp: 2535 C
[328090-25-1]
5g
50 g
156.60
430.70
CH3
N+
BF4-
CH3
SO3
N+
N
H3C
CH3
5g
50 g
48.90
291.90
1-Hexyl-3-methylimidazolium tetrafluoroborate,
purum, 97% NMR
C10H19BF4N2
FW: 254.08
mp: -81 C
[244193-50-8]
73244-5G
73244-50G
CH3
N+
(CH2)5CH3
5g
50 g
121.80
337.90
1-Methyl-3-octylimidazolium hexafluorophosphate,
purum, 95% T
C12H23F6N2P
FW: 340.29
mp: <-40 C
[304680-36-2]
69230-5G
69230-25G
8
(CH2)7CH3
N+
PF6
N
CH3
5g
25 g
50.00
200.00
1-Methyl-3-octylimidazolium tetrafluoroborate,
purum, 97% AT
C12H23BF4N2
FW: 282.13
mp: -88 C
[244193-52-0]
96324-5G
96324-50G
8
CH3
N+
BF4
N
(CH2)7CH3
5g
50 g
75.50
209.40
H3C
73261-5G
73261-50G
5g
50 g
71.20
197.40
CH3
N+ H CO
3
N
CH3
5g
50 g
O
S
O-
48.90
135.70
C6H11BF4N2
FW: 197.97
mp: 11 C
[143314-16-3]
s i g m a - a l d r i c h . c o m
04365-1ML
04365-5ML
04365-50ML
N+
BF4
N
CH3
1 mL
5 mL
50 mL
56.70
177.60
373.30
References:
1
2.
3.
4.
5.
6.
7.
8.
9.
10.
11.
12.
13.
14.
BF4-
US $
15
(CH2)5CH3
H3C(H2C)5 P+ (CH2)13CH3
(CH2)5CH3 H C
3
CH3
O
t-Bu
28612-5G
28612-50G
5g
50 g
14.50
50.00
96662-5G
96662-50G
(CH2)5CH3
(CH2)5CH3
5g
50 g
89744-5G
89744-50G
C34H68N3P
FW: 549.90
mp: -50 C
56776-5G
56776-50G
28.90
178.80
8
(CH2)5CH3
H3C(H2C)5 P+
C32H68F6P2
FW: 628.82
[374683-44-0]
40573-5G
40573-50G
5g
50 g
C32H68BF4P
FW: 570.66
mp: 17 C
[374683-55-3]
5g
50 g
18.10
94.50
(CH2)5CH3
H3C(H2C)5 P+ (CH2)13CH3
(CH2)5CH3 PF
6
5g
50 g
18.10
94.50
C20H37O3PS
FW: 388.54
mp: -50 C
[344774-05-6]
13.10
50.00
References
(CH2)5CH3
(CH2)5CH3
5g
50 g
1.
5g
50 g
BF4
14.50
50.00
8
SO3
CH3
H3C
H3C
5g
50 g
P+ CH3
CH3
CH3
CH3
CH3
13.10
50.00
(CH2)13CH3
(CH2)5CH3
H3C(H2C)5 P+ (CH2)13CH3
(CH2)5CH3
H3C(H2C)5 P+
90145-5G
90145-50G
NC N CN
Trihexyltetradecylphosphonium tetrafluoroborate,
purum
Br
(CH2)5CH3
(CH2)13CH3
(CH2)5CH3
(CH2)5CH3
H3C(H2C)5 P+ (CH2)13CH3
Trihexyltetradecylphosphonium hexafluorophosphate,
purum
15909-5G
15909-50G
F3CO2S N SO2CF3
H3C(H2C)5 P+ (CH2)13CH3
t-Bu
CYPHOS Phosphonium
Ionic Liquids
14.50
50.00
Cl
13.10
50.00
Ready to scale up? For competitive quotes on larger quantities or custom synthesis,
contact SAFC at 1-800-244-1173 (USA), or visit www.safcglobal.com.
1 . 8 0 0 . 2 3 1 . 8 3 2 7
5g
50 g
S e r v i c e :
50826-5G
50826-50G
Te c h n i c a l
C48H102O2P2
FW: 773.27
mp: -71 C
H3C(H2C)8
1 . 8 0 0 . 3 2 5 . 3 0 1 0
C42H87O2P
FW: 655.11
mp: -9 C
O r d e r :
The phosphonium cation, with the generic formula [PR3R]+ and with a
judicious selection of the appropriate anion, forms many phosphonium
salts that are liquid at room temperature and many have melting points
below 100 C.
16
1347.552
1046.629
x10 4
757.390
Intens. [a.u.]
Sigma-Aldrich offers ionic matrices with the highest purity: -cyano4-hydroxycinnamic acid diethyl amine (HCCA diethylamine,
Prod. # 55341) and -cyano-4-hydroxycinnamic acid butyl amine
(HCCA butylamine, Prod. # 67336). The use of these highly purified
matrices may result in high signal-to-noise ratios and, especially,
improved resolution.
1.25
1619.635
1296.241
Intens. [a.u.]
1347.663
1046.645
1.0
1296.626
0.8
1619.878
0.6
0.4
0.2
0.0
800
1000
1200
1400
1600
1800
2000
m/z
CN
H3C
1758.731
N
CH3
H2+
OH
55341-100MG
55341-1G
55341-10X10MG
100 mg
1g
10 10 mg
C10H7NO3 C4H11N
FW: 262.30
[355011-53-9]
0.75
O-
9.80
31.30
44.10
1.00
0.50
1.2
1758.930
x10 4
757.375
OCN
H3C
0.25
NH3+
OH
0.00
800
1000
1200
1400
1600
1800
2000
m/z
67336-100MG
67336-1G
67336-10X10MG
1619.432
2000
2.
3.
0
1000
1200
9.80
31.30
9.80
1.
1758.690
4000
800
100 mg
1g
10 10 mg
References
1295.303
s i g m a - a l d r i c h . c o m
6000
1346.925
1045.284
8000
757.367
Intens. [a.u.]
1400
1600
1800
2000
m/z
US $
17
C8H17
C8H17
CO2
SH
Characterization of TOMATS
Appearance: olive green, viscous liquid
Solubility: Soluble in alcohols, ethyl acetate, THF, acetonitrile, acetone,
dichloromethane, DMSO
Insoluble in water, hexane
Nernst distribution coefficients:1 Cd2+ >1500; Cu2+ >3000;
Pb2+, Hg2+ >5000
20
Refractive index: nD = 1.5185
Leaching into aqueous phase: <0.5%
Density, Viscosity:
TOMATS 100%
T [C]
d [g/cm3]
[mPa.s]
d [g/cm3]
[mPa.s]
20
0.9556
1.500
0.9534
509
40
0.9445
352
0.9424
158
60
0.9325
119
0.9300
63
80
0.9213
50
0.9185
30
Figure 2: TOMATS
Application of TOMATS
Figure 3 shows the extraction of copper out of a blue-colored
aqueous Cu2+-tetramine phase (left test tube). After addition of
the TOMATS Ionic Liquid and before shaking, nice diffusion zones
can be seen (middle test tube), showing a copper-free, uncolored
region and a dark copper-containing upper region. After shaking
and waiting for the separation of the phases, all the copper is
extracted into the upper phase, forming an organic, dark-colored
copper compound (right test tube).
(CH2)7CH3
O-
H3C
SH
N (CH2)7CH3
(CH2)7CH3
1g
5g
101.70
279.80
8
SO3H
C12H21F3N2O6S2
FW: 410.43
[439937-63-0]
N+
F3C SO3-
N
(CH2)3CH3
19597-5G
19597-50G
5g
50 g
Ready to scale up? For competitive quotes on larger quantities or custom synthesis,
contact SAFC at 1-800-244-1173 (USA), or visit www.safcglobal.com.
212.60
584.70
1 . 8 0 0 . 2 3 1 . 8 3 2 7
S e r v i c e :
PF6
N
H
Te c h n i c a l
N
H
1 . 8 0 0 . 3 2 5 . 3 0 1 0
O r d e r :
S
N
18
4-(3-Butyl-1-imidazolio)-1-butanesulfonate
C11H20N2O3S
FW: 260.35
[439937-61-8]
SO3N+
3-(Triphenylphosphonio)propane-1-sulfonate
C21H21O3PS
FW: 384.43
[116154-22-4]
P+
SO3-
(CH2)3CH3
51131-5G
51131-50G
5g
50 g
198.90
547.10
3-(Triphenylphosphonio)propane-1-sulfonic acid
tosylate
C28H29O6PS2
FW: 556.63
[439937-65-2]
143.00
393.30
1.
2.
P+
07349-5G
07349-50G
5g
50 g
References
SO3-
SO3H
53166-5G
53166-50G
5g
50 g
CH3
109.80
302.00
C7H11ClN2
FW: 158.63
mp: 55 C
[65039-10-3]
CH3
N+
43961-5G
43961-50G
5g
50 g
C11H13ClN2
FW: 208.69
mp: 70 C
[36443-80-8]
CH3
N+
5g
50 g
C11H13F6N2P
FW: 318.20
mp: 136 C
[433337-11-2]
8
CH3
N+
N
5g
50 g
40819-5G
40819-50G
PF6-
84.20
231.60
1-Benzyl-3-methylimidazolium tetrafluoroborate
8
CH3
N+
C11H13BF4N2
FW: 260.04
mp: 77 C
[500996-04-3]
5g
50 g
N+
PF6
H3C
94049-1G
94049-5G
1g
5g
52.10
208.10
8
CH3
C9H17ClN2
FW: 188.70
mp: 89 C
[98892-75-2]
Cl
CH3
CH3
63.30
189.90
1-Benzyl-3-methylimidazolium hexafluorophosphate
39447-5G
39447-50G
Cl-
8
(CF2)5CF3
C15H16F19N2P
FW: 616.24
mp: 120121 C
[313475-52-4]
72.70
218.20
1-Benzyl-3-methylimidazolium chloride
49914-5G
49914-50G
s i g m a - a l d r i c h . c o m
Cl-
BF4-
84.20
231.60
19122-5G
19122-50G
5g
50 g
26.60
116.30
1-Butyl-2,3-dimethylimidazolium chloride,
purum, 97% AT
C9H17ClN2
FW: 188.70
mp: 89 C
[98892-75-2]
CH3
+
Cl
CH3
CH3
78194-5G
78194-50G
5g
50 g
28.60
125.00
8
CH3
C9H17F6N2P
FW: 298.21
[227617-70-1]
N+
N
CH3
PF6
CH3
70869-5G
70869-50G
5g
50 g
48.30
219.20
US $
8
CH3
C9H17BF4N2
FW: 240.05
mp: 37 C
[402846-78-0]
N+
CH3
BF4
5g
50 g
O
CH3
19.10
72.10
76420-5G
76420-25G
1-Ethyl-2,3-dimethylimidazolium chloride,
purum, 97% T
C13H26N2O6S
FW: 338.42
C7H13ClN2
FW: 160.64
mp: 181 C
[92507-97-6]
CH3
N+
N
O
F3C S O
CH3
70863-5G
70863-50G
CH3
O S O(CH2CH2O)2CH3
O
5g
25 g
52.10
208.10
8
+N
CH3
Cl
CH3
Imidazolium-Based
Ionic Liquids
1-Butyl-2,3-dimethylimidazolium tetrafluoroborate
purum, 98% T
19
CH3
CH3
78151-5G
5g
50 g
36.20
216.40
N+
Br-
CH3
C6H11BrN2
FW: 191.07
mp: 53 C
[65039-08-9]
N+
H3C
CH3
N+
Cl-
5g
50 g
250 g
25.40
70.60
300.00
CH3
N+
H3CO
O
S
O O-
H3C
5g
50 g
162.20
450.50
CH3
N+
89483-5G
89483-50G
5g
50 g
C6H11ClN2
FW: 146.62
mp: 89 C
[65039-09-0]
72924-5G
72924-50G
N
H3C
5g
50 g
C6H11F6N2P
FW: 256.13
mp: 62 C
[155371-19-0]
46093-1G
46093-5G
46093-50G
N+
N
1g
5g
50 g
PF6
30.80
113.10
296.40
8
CH3
C7H14N2O4S
FW: 222.26
[516474-01-4]
N+
N
H3C
18086-5G
18086-50G
CH3
CH3
5g
50 g
H3C
5g
50 g
250 g
35.40
204.60
1-Ethyl-3-methylimidazolium hexafluorophosphate
purum, 97% CE
BF4
30.60
126.50
61.50
170.80
678.60
Ready to scale up? For competitive quotes on larger quantities or custom synthesis,
contact SAFC at 1-800-244-1173 (USA), or visit www.safcglobal.com.
H3CO O
S
O
O-
46.20
138.70
1 . 8 0 0 . 2 3 1 . 8 3 2 7
40.00
74.10
S e r v i c e :
5g
50 g
H3C
91508-5G
91508-50G
91508-250G
Br-
Te c h n i c a l
H3C
C8H15ClN2
FW: 174.67
mp: 41 C
[79917-90-1]
83086-5G
83086-50G
94128-5G
94128-50G
94128-250G
59.50
1 . 8 0 0 . 3 2 5 . 3 0 1 0
95137-5G
95137-50G
CH3
5g
O r d e r :
67421-5G
67421-50G
20
1-Ethyl-3-methylimidazolium trifluoromethanesulfonate,
purum, 98% T
CH3
C7H11F3N2O3S
FW: 260.23
mp: -9 C
[145022-44-2]
04367-1ML
04367-5ML
04367-25ML
N+
F3C
O
O
S
O-
1 mL
5 mL
25 mL
42.90
157.10
471.40
CH3
Imidazolium-Based
Ionic Liquids
C10H19ClN2
FW: 202.72
mp: -75 C
[171058-17-6]
N+
Cl-
N
(CH2)5CH3
5g
50 g
43.10
119.30
1-Hexyl-3-methylimidazolium hexafluorophosphate,
purum, 97% T
8
CH3
C10H19F6N2P
FW: 312.24
mp: -80 C
[304680-35-1]
89320-5G
89320-50G
N+
5g
50 g
65.00
259.70
8
(CH2)5CH3
C12H21F3N2O3S
FW: 330.37
mp: <30 C
[460345-16-8]
N+
5g
25 g
C12H21F3N2O3S
FW: 330.37
[460345-16-8]
67.90
271.40
8
(CH2)5CH3
N+
F3C SO3
5g
50 g
30.80
85.50
(CH2)7CH3
C13H23F3N2O3S
FW: 344.39
[403842-84-2]
42471-5G
42471-25G
N+
F3C SO3
N
CH3
5g
25 g
58.10
232.50
C13H23F3N2O3S
FW: 344.39
[403842-84-2]
68902-5G
68902-25G
(CH2)7CH3
N + F 3C
N
CH3
O
S
O-
5g
25 g
62.50
250.00
C7H11F3N2O3S
FW: 260.23
CH3
N+
F3C
O
CH3 O S
N
OCH3
05942-5G
05942-50G
5g
50 g
246.60
678.20
C10H15N5
FW: 205.26
mp: -6 C
[448245-52-1]
CH3
N+
-N
CN
CN
H3C
5g
25 g
C12H10F19N2P
FW: 574.16
mp: 80 C
[313475-50-2]
s i g m a - a l d r i c h . c o m
95803-5G
95803-50G
N
CH3
67.90
271.40
44979-1G
Cl-
(CH2)7CH3
F3C SO3
N
CH3
67476-5G
67476-25G
PF6
N
(CH2)5CH3
49980-5G
49980-25G
CH3
N+
CH3
87929-5G
87929-50G
C12H23ClN2
FW: 230.78
mp: <0 C
[64697-40-1]
(CF2)5CF3
N+
55220-5G
55220-50G
5g
50 g
202.30
556.20
C8H15N3O3
FW: 201.22
[179075-88-8]
N+
CH3
NO3
PF6-
H3C
1g
85.70
07319-5G
07319-50G
5g
50 g
177.70
488.70
US $
21
C9H14BrN
FW: 216.12
mp: 105 C
[874-80-6]
N+
Br
H3C
00285-5G
00285-50G
5g
50 g
60.40
181.40
1-Butyl-4-methylpyridinium bromide,
purum, 98% AT
Br
N+
H3C
94349-5G
94349-50G
5g
50 g
8
CH3
C10H16ClN
FW: 185.69
mp: 158 C
[112400-86-9]
N+
Cl
H3C
88482-5G
88482-50G
5g
50 g
27.50
76.30
1-Butyl-4-methylpyridinium hexafluorophosphate,
purum, 97% NMR
CH3
C10H16BrN
FW: 230.14
mp: 135 C
[65350-59-6]
1-Butyl-4-methylpyridinium chloride,
purum, 97% AT
27.40
91.00
CH3
C10H16F6NP
FW: 295.20
mp: 41 C
[401788-99-6]
N+
Pyridinium-Based Ionic
Liquids/PyrrolidiniumBased Ionic Liquids
PF6
H3C
88458-5G
88458-50G
5g
50 g
91.30
253.10
-N
O
CH3
38894-5G
38894-50G
O
O
5g
50 g
111.60
306.90
C9H20BrN
FW: 222.17
mp: >160 C
[93457-69-3]
BrN+
CH3
CH3
04275-5G
04275-50G
5g
50 g
CH3
CF3
70.70
212.00
07326-5G
07326-50G
5g
50 g
1-Butyl-1-methylpyrrolidinium tetrafluoroborate,
99%
C9H20BF4N
FW: 229.07
mp: 152 C
[345984-11-4]
67.70
203.10
8
N+
CH3
BF4
CH3
92409-5G
92409-50G
5g
50 g
124.50
342.40
BH3-THF, 25 oC
CH3
Product Highlights:
Enhanced safety
Shipment for all pack sizes at
room temperature providing
greater cost savings
OH
CH3
(R)-Me-CBS cat.
1M in toluene
(10 mol %)
1. BH3-THF
OH
1
+
2. H2O2
8 65,039-0
8 65,041-2
17,619-2
OH
Ready to scale up? For competitive quotes on larger quantities or custom synthesis,
contact SAFC at 1-800-244-1173 (USA), or visit www.safcglobal.com.
1 . 8 0 0 . 2 3 1 . 8 3 2 7
ClN+
CH3
S e r v i c e :
CH3
CF3
Te c h n i c a l
N+
C9H20ClN
FW: 177.71
mp: 114 C
[479500-35-1]
1 . 8 0 0 . 3 2 5 . 3 0 1 0
C11H20F6N2O4S2
FW: 422.41
O r d e r :
22
(CH2)3CH3
O-
H3C(H2C)3
N (CH2)3CH3
(CH2)3CH3
86850-5G
86850-25G
5g
25 g
115.90
420.60
Ammonium-Based
Ionic Liquids
C17H39NO3S
FW: 337.56
mp: 7880 C
[65411-49-6]
(CH2)3CH3
H3C(H2C)3
N (CH2)3CH3
-O
(CH2)3CH3
86877-10G
86877-50G
10 g
50 g
O
S CH3
O
41.60
159.40
(CH2)3CH3
H3C(H2C)3
O
F3C(F2C)2F2C S OO
N (CH2)3CH3
(CH2)3CH3
86909-5G
86909-25G
5g
25 g
61.90
233.20
Tetrabutylammonium heptadecafluorooctanesulfonate
technical, 90 % T
C24H36F17NO3S
FW: 741.59
mp: <5 C
[111873-33-7]
86911-5ML
86911-25ML
(CH2)3CH3
H3C(H2C)3
O
F3C(F2C)6F2C S OO
N (CH2)3CH3
(CH2)3CH3
5 mL
25 mL
127.80
505.50
N (CH2)5CH3
BF4-
(CH2)5CH3
10 g
50 g
58.00
243.60
N (CH2)7CH3
Cl-
(CH2)7CH3
5g
25 g
121.90
481.20
s i g m a - a l d r i c h . c o m
C21H44N2S
FW: 356.65
mp: 4649 C
[3475-60-3]
88009-5G
88009-25G
N (CH2)4CH3
SCN-
(CH2)4CH3
5g
25 g
Br-
25 g
100 g
500 g
17.70
39.70
167.40
(CH2)3CH3
H3C(H2C)3
N (CH2)3CH3
Br-
(CH2)3CH3
50 g
250 g
1 kg
14.40
55.50
200.90
(CH2)3CH3
H3C(H2C)3
N (CH2)3CH3
Cl-
(CH2)3CH3
25 g
100 g
500 g
51.30
177.80
679.20
CH2CH3
H3CH2C
N CH2CH3
CH2CH3
5g
25 g
CF3
83.40
330.00
C28H60BrN
FW: 490.69
mp: 8991 C
[4368-51-8]
87301-10G
87301-50G
(CH2)6CH3
H3C(H2C)6
N (CH2)6CH3
Br-
(CH2)6CH3
10 g
50 g
41.60
140.10
C28H60ClN
FW: 446.24
mp: 3841 C
[10247-90-2]
87292-1G
87292-5G
(CH2)6CH3
H3C(H2C)6
N (CH2)6CH3
Cl-
(CH2)6CH3
1g
5g
36.80
144.50
(CH2)4CH3
H3C(H2C)4
N (CH2)3CH3
(CH2)3CH3
(CH2)7CH3
H3C(H2C)7
(CH2)3CH3
H3C(H2C)3
(CH2)5CH3
H3C(H2C)5
86860-25G
86860-100G
86860-500G
86861-50G
86861-250G
86861-1KG
Tetrabutylammonium nonafluorobutanesulfonate,
purum, 98% T
C20H36F9NO3S
FW: 541.56
mp: 5053 C
[108427-52-7]
C16H36BrN
FW: 322.37
mp: 102106 C
[1643-19-2]
47.70
188.10
C24H52BrN
FW: 434.58
mp: 97 C
[4328-13-6]
87302-10G
87302-50G
(CH2)5CH3
H3C(H2C)5
N (CH2)5CH3
Br-
(CH2)5CH3
10 g
50 g
30.90
131.10
US $
23
(CH2)5CH3
+
H3C(H2C)5
N (CH2)5CH3
(CH2)5CH3
10 g
50 g
46.60
197.30
C20H44NBr
FW: 378.47
mp: 99102 C
[866-97-7]
88001-25G
88001-100G
(CH2)4CH3
H3C(H2C)4
N (CH2)4CH3
Br-
(CH2)4CH3
25 g
100 g
73.70
229.40
88000-10G
88000-50G
(CH2)7CH3
+
H3C(H2C)7
Br-
N (CH2)7CH3
(CH2)7CH3
10 g
50 g
38.00
141.90
Ammonium-Based Ionic
Liquids/PhosphoniumBased Ionic Liquids
C32H68BrN
FW: 546.79
mp: 9598 C
[14866-33-2]
C17H39O3PS
FW: 354.53
mp: 5962 C
[98342-59-7]
C16H36BrP
FW: 339.33
mp: 102104 C
[3115-68-2]
H3C
P (CH2)3CH3
(CH2)3CH3
5g
25 g
S
O-
43.90
173.80
86932-10G
86932-50G
(CH2)3CH3
+
H3C(H2C)3
P (CH2)3CH3
BF4-
(CH2)3CH3
5g
50 g
47.90
213.50
H3C(H2C)3
P (CH2)3CH3
(CH2)3CH3
CH3
5g
25 g
Br-
100 g
500 g
29.40
97.90
59.80
236.10
C16H36ClP
FW: 294.88
mp: 6266 C
[2304-30-5]
86919-10G
86919-50G
(CH2)3CH3
H3C(H2C)3
P (CH2)3CH3
Cl-
(CH2)3CH3
10 g
50 g
48.80
225.40
(CH2)3CH3
H3C(H2C)15
P (CH2)3CH3
Br-
(CH2)3CH3
25 g
100 g
61.20
199.70
1 . 8 0 0 . 3 2 5 . 3 0 1 0
Sigma-Aldrich introduces our new monthly electronic newsletter for chemical synthesis. With each
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Catalysis
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O r d e r :
Te c h n i c a l
S e r v i c e :
86933-5G
86933-25G
OO S O
(CH2)3CH3
P (CH2)3CH3
(CH2)3CH3
86917-100G
86917-500G
(CH2)3CH3
H3C(H2C)3
1 . 8 0 0 . 2 3 1 . 8 3 2 7
86929-5G
86929-25G
(CH2)3CH3
H3C(H2C)3
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