23181
Chloromethyl chloroformate
≥98.0% (GC)
Synonym(s):
1-Chloromethyl chloroformate, Chloroformic acid chloromethyl ester, Chloromethoxycarbonyl chloride, Chloromethyl carbonochloridate, Chloromethyl chlorocarbonate
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About This Item
Linear Formula:
ClCOOCH2Cl
CAS Number:
Molecular Weight:
128.94
MDL number:
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
244-793-3
Beilstein/REAXYS Number:
506426
Assay:
≥98.0% (GC)
Form:
liquid
Quality Level
assay
≥98.0% (GC)
form
liquid
refractive index
n20/D 1.428
bp
107-108 °C (lit.)
density
1.450 g/mL at 20 °C
functional group
chloro
storage temp.
2-8°C
SMILES string
ClCOC(Cl)=O
InChI
1S/C2H2Cl2O2/c3-1-6-2(4)5/h1H2
InChI key
JYWJULGYGOLCGW-UHFFFAOYSA-N
Application
Chloromethyl chloroformate was used as key reactant in the synthesis of:
- novel aminocarbonyloxymethyl esters of diclofenac and flufenamic acid
- highly water-soluble monomethoxypoly(ethyleneglycol) prodrugs of cyclosporin A
- series of 3-acyloxymethyloxycarbonyl-1-aryl-3-methyltriazenes
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Inhalation - Skin Corr. 1B
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
flash_point_f
203.0 °F - closed cup
flash_point_c
95 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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E Carvalho et al.
Bioorganic & medicinal chemistry, 8(7), 1719-1725 (2000-09-08)
A series of 3-acyloxymethyloxycarbonyl-1-aryl-3-methyltriazenes 5 was synthesised by the sequential reaction of 1-aryl-3-methyltriazenes with (i) chloromethyl chloroformate, (ii) NaI in dry acetone, and (iii) either the silver carboxylate or the carboxylic acids in the presence of silver carbonate. The hydrolysis
Lina Ribeiro et al.
Archiv der Pharmazie, 340(1), 32-40 (2007-01-09)
Aminocarbonyloxymethyl ester prodrugs are known to undergo rearrangement in aqueous solutions to form the corresponding N-acylamine side product via an O-->N intramolecular acyl transfer from the carbamate conjugate base. Novel aminocarbonyloxymethyl esters of diclofenac and flufenamic acid containing amino acid
Hoon Cho et al.
Archives of pharmacal research, 27(6), 662-669 (2004-07-31)
The highly water-soluble monomethoxypoly(ethyleneglycol) (mPEG) prodrugs of cyclosporin A (CsA) were synthesized. These prodrugs were prepared by initially preparing intermediate in the form of carbonate at the 3'-positions of CsA with chloromethyl chloroformate, in the presence of a base to
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 23181-10ML | 04061836691547 |
| 23181-50ML | 04061836691554 |