| CAS
NO. |
627-11-2
|
|
| EINECS
NO. |
210-982-4 |
| FORMULA |
C3H4Cl2O2 |
| MOL
WT. |
142.97 |
| H.S.
CODE |
|
| TOXICITY |
Mouse LCLo (inhalation):
200mg/m3 |
| SYNONYMS |
Carbonochloridic Acid 2-chloroethyl ester; |
|
2-Chloroethyl chloroformate;
beta-Chloroethyl Chlorocarbonate (2-Chloroethoxy) carbonyl chloride;
2-Chlorethylester kyseliny chlormravenci; Chloroformic acid beta-chloroethyl ester; |
| SMILES
|
O(C(=O)Cl)CCCl |
|
CLASSIFICATION
|
|
|
PHYSICAL AND CHEMICAL PROPERTIES
|
| PHYSICAL
STATE |
colorless
to slightly colored liquid
|
| MELTING POINT |
-70
C |
| BOILING
POINT |
155
- 156
C |
| SPECIFIC GRAVITY |
1.38
- 1.39
|
| SOLUBILITY
IN WATER |
1.44E+04 mg/l at 25
C |
| AUTOIGNITION |
|
| pKa |
(Dissociation Constant
at 20 C) |
| log Pow |
0.88
(Octanol-water) |
| VAPOR
PRESSURE |
(mmHg at 25 C) |
|
HENRY'S LAW |
1.10E-03 (atm-m3/mole at 25 C) |
| OH RATE |
9.75E-13
(cm3/molecule-sec
at 25 C Atmospheric ) |
| pH |
|
| VAPOR DENSITY |
|
| AUTOIGNITION
|
|
| REFRACTIVE
INDEX
|
|
| NFPA RATINGS |
|
| FLASH
POINT |
79
C
|
| STABILITY |
Stable under ordinary conditions |
|
GENERAL
DESCRIPTION & APPLICATIONS
|
|
Phosgene (carbonyl dichloride,
COCl2)
is a very reactive chemical intermediate to prepare
isocyanates, chloroformates, isothiocyanates, isonitriles
and acid chlorides as well as in the production of polymers
including polyurethanes, polycarbonates, and polyureas. Phosgene , however,
is extremely toxic gas associated strong safety
hazards and handling precautions. It is listed
on schedule 3 of the Chemical Weapons Convention. All
production sites must be declared to the OPCW. Phosgene is
almost entirely in captive consume in the production plant. Chloroformates
are relatively less dangerous route to
prepare important families of
compounds, the carbonates and carbamates. Carbonates are prepared by reaction with alcohol (or phenol)
and carbamates are by reaction with an amine ( primary or secondary). Chloroformates are starting
materials to prepare carbonate and carbamate derivatives that are used in the pharmaceutical and
agrochemical
industry.
Chloroformates are esters of chloroformic acid,
single acyl-halide derivative of carbonic acid (phosgene is the double acyl-halide derivative). Chloroformic acid itself is too unstable to be handled for chemical reactions.
However, many esters of this carboxylic acid are
stable and these chloroformates are important reagents in organic
chemistry. They are widely used as reagents in organic chemistry. Some important
chloroformates are:
- 4-Nitrophenyl
chloroformate (CAS NO.
7693-46-1):
a reagent for the synthesis of mixed, activated carbonates and thiocarbonates,
activated urethanes, and other compounds. Used to synthesize a cleavable, heterobifunctional cross-linker for
reversible conjugation of amines to thiol-modified DNA. Employed in the preparation of poly(oxyethylene) modified dextrans.
- Fluorenylmethyloxycarbonylchloride
(CAS
No. 28920-43-6): a reagent for derivatizing amino acids and for
introducing N-Fmoc amino acids for solid-phase peptide synthesis
and for the synthesis of a bicyclic proline analog. FMOC protection is
important in solid phase peptide synthesis
because its removal with piperidine solution does not disturb the acid labile
linker between the peptide and the resin. Very stable in acidic condition, and moderately
stable in inorganic base.
- Benzyl
chloroformate (CAS
No. 501-53-1): a reagent useful for the introduction of the carboxybenzyl (Cbz or Z) protecting group for
amines. Easily deprotected under hydrogenation or triethyl silane.
- Ethyl chloroformate
(CAS
No. 541-41-3): a reagent for the introduction of the ethyl carbamate protecting group
and for the formation of carboxylic anhydrides.
Used to convert carboxylic acids to nitriles.
- Chloroethyl Chloroformate
(2-Chloroethyl chloroformate: CAS
No. 627-11-2, 1-Chloroethyl chloroformate:CAS
No. 50893-53-3): a reagent for the selective N-dealkylation of tertiary amines.
and
for the synthesis of alkyl 1-chloroethyl carbonates. Useful in the synthesis of
pharmaceuticals
(e.g.: Cefpodoxime, Candesartan, Ampiroxicam, Bacampicillin)
|
| SALES
SPECIFICATION |
|
APPEARANCE
|
colorless
to slightly colored liquid
|
| ASSAY
(G.C) |
98.0%
min
|
|
COLOR (APHA)
|
50
max
|
| TRANSPORTATION |
| PACKING |
250kgs
in Drum |
| HAZARD CLASS |
|
| UN
NO. |
|
| OTHER
INFORMATION |
|
|