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Sigma-Aldrich

Chlorameisensäure-chlormethylester

≥98.0% (GC)

Synonym(e):

1-Chloromethyl chloroformate, Chloroformic acid chloromethyl ester, Chloromethoxycarbonyl chloride, Chloromethyl carbonochloridate, Chloromethyl chlorocarbonate

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About This Item

Lineare Formel:
ClCOOCH2Cl
CAS-Nummer:
22128-62-7
Molekulargewicht:
128.94
Beilstein:
506426
EG-Nummer:
244-793-3
MDL-Nummer:
MFCD00077688
UNSPSC-Code:
12352100
PubChem Substanz-ID:
57648023
NACRES:
NA.22

Assay

≥98.0% (GC)

Form

liquid

Brechungsindex

n20/D 1.428

bp

107-108 °C (lit.)

Dichte

1.450 g/mL at 20 °C

Lagertemp.

2-8°C

SMILES String

ClCOC(Cl)=O

InChI

1S/C2H2Cl2O2/c3-1-6-2(4)5/h1H2

InChIKey

JYWJULGYGOLCGW-UHFFFAOYSA-N

Anwendung

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

Piktogramme

Skull and crossbonesCorrosion
GHS06,GHS05

Signalwort

Danger

H-Sätze

H314,H331

Gefahreneinstufungen

Acute Tox. 3 Inhalation - Skin Corr. 1B

Lagerklassenschlüssel

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flammpunkt (°F)

203.0 °F - closed cup

Flammpunkt (°C)

95 °C - closed cup

Persönliche Schutzausrüstung

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Analysenzertifikate (COA)

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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
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
Keivan Sadrerafi et al.
Drug design, development and therapy, 12, 987-995 (2018-05-08)
Our previous study indicated that carborane containing small-molecule 1-(hydroxymethyl)-7-(4'-(trans-3″-(3'″-pyridyl)acrylamido)butyl)-1,7-dicarbadodecaborane (hm-MC4-PPEA), was a potent inhibitor of nicotinamide phosphoribosyltransferase (Nampt). Nampt has been shown to be upregulated in most cancers and is a promising target for the treatment of many different types
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

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