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23181

Sigma-Aldrich

Chloromethyl chloroformate

≥98.0% (GC)

Sinônimo(s):

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

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About This Item

Fórmula linear:
ClCOOCH2Cl
Número CAS:
Peso molecular:
128.94
Beilstein:
506426
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22
Preço e disponibilidade não estão disponíveis no momento.

Ensaio

≥98.0% (GC)

Formulário

liquid

índice de refração

n20/D 1.428

p.e.

107-108 °C (lit.)

densidade

1.450 g/mL at 20 °C

grupo funcional

chloro

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

ClCOC(Cl)=O

InChI

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

chave InChI

JYWJULGYGOLCGW-UHFFFAOYSA-N

Aplicação

Chloromethyl chloroformate was used as key reactant in the synthesis of:
  • novel aminocarbonyloxymethyl esters of diclofenac and flufenamic acid[1]
  • highly water-soluble monomethoxypoly(ethyleneglycol) prodrugs of cyclosporin A[2]
  • series of 3-acyloxymethyloxycarbonyl-1-aryl-3-methyltriazenes[3]

Pictogramas

Skull and crossbonesCorrosion

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

Acute Tox. 3 Inhalation - Skin Corr. 1B

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

203.0 °F - closed cup

Ponto de fulgor (°C)

95 °C - closed cup

Equipamento de proteção individual

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


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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
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
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

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