22128-62-7 Usage
Chemical Properties
Chloromethyl chloroformate is Clear Colourless Oil
Uses
Different sources of media describe the Uses of 22128-62-7 differently. You can refer to the following data:
1. Chloromethyl chloroformate is used as a reagent in the synthesis of carbamates and carbonates.
2. Chloromethyl chloroformate is used as an intermediate in pharmaceuticals and in manufacture other chemicals. It acts as a reactant in the synthesis of aminocarbonyloxymethyl esters of diclofenac, flufenamic acid and in monomethoxypoly(ethyleneglycol) prodrugs of cyclosporin A.
Synthesis Reference(s)
Journal of the American Chemical Society, 106, p. 1808, 1984 DOI: 10.1021/ja00318a042
General Description
Chloromethyl chloroformate is a colorless liquid with a penetrating, irritating odor. Denser than water. Contact may irritate skin, eyes and mucous membranes. Toxic by ingestion, inhalation and skin absorption. Used to make other chemicals.
Air & Water Reactions
Reacts with moisture in air to generate heat and hydrochloric acid fumes [Merck, 11th ed., 1989]. Reacts with water.
Reactivity Profile
CHLOROMETHYLCHLOROFORMATE is water reactive. Incompatible with strong oxidizing agents, alcohols, bases (including amines). May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].
Health Hazard
TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Reaction with water or moist air will release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
Fire Hazard
Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Vapors may accumulate in confined areas (basement, tanks, hopper/tank cars etc.). Substance will react with water (some violently), releasing corrosive and/or toxic gases and runoff. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water.
Check Digit Verification of cas no
The CAS Registry Mumber 22128-62-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,1,2 and 8 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 22128-62:
(7*2)+(6*2)+(5*1)+(4*2)+(3*8)+(2*6)+(1*2)=77
77 % 10 = 7
So 22128-62-7 is a valid CAS Registry Number.
InChI:InChI=1/C2H2Cl2O2/c3-1-6-2(4)5/h1H2
22128-62-7Relevant articles and documents
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Batke,Dorfman,Le Roy
, p. 566 (1949)
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VIBRATIONAL SPECTRA AND CONFORMATIONAL ANALYSIS OF CHLOROMETHYCHLOROFORMATE
Daeyaert, F.,Veken, B. J. van der
, p. 239 - 266 (1989)
Infrared spectra of vapour and low temperature amorphous solid phases and Raman spectra of vapour, liquid and low temperature amorphous solid phases of ClCOOCH2Cl, ClCOOCD2Cl and ClCOOCDHCl are reported.The spectra indicate the presence of the same single conformer in each of these phases.Asymmetric top contour simulation of some vapour phase IR bands shows the conformer has s-cis orientation of the ester function and gauche orientation of the chloromethyl grouping.This conclusion is substantiated by the study of C-H and C-D stretches in mid-IR and near-IR spectra of ClCOOCHDCl in different phases.The assignments are augmented by a normal coordinate analysis using a transferable simplified valence force field.The latter is used to assign the splittings observed in the d1-derivative.
Some new acyclic nucleotide analogues as antiviral prodrugs: Synthesis and bioactivities in vitro
Tang, Yan-bo,Peng, Zong-gen,Liu, Zong-ying,Li, Yan-ping,Jiang, Jian-dong,Li, Zhuo-rong
, p. 6350 - 6353 (2008/09/17)
A series of ester analogues of acyclic nucleotide PMPA and PMEA were synthesized as potent antiviral agents. The antiviral evaluation results indicated that bis benzyl ester prodrug of PMPA 5f and bis allyl ester prodrug of PMEA 5g exhibited potent antiviral activities. The IC50 of 5f for HBV was 2.15 μM, and the IC50 of 5g for HIV-1 was 1.61 μM.
Acyloxymethyl carbonochloridates. New intermediates in prodrug synthesis
Folkmann,Lund
, p. 1159 - 1166 (2007/10/02)
The synthesis of a number of stable acyloxymethyl carbonochloridates 7 has been accomplished in four steps from chloromethyl carbonochloridate 3. Each step has been optimized with propanoyl-oxymethyl carbonochloridate 7c as a model compound (64% overall yield). Diethyl ether-boron trifluoride catalyzes the conversion of carbonothioate 6cc to the carbonochloridate 7c by chlorination with sulfuryl chloride. Acylation of a few compounds containing hydroxy or amino groups by 7c is described.
