Anhídrido cloroacético, 97 %, Thermo Scientific Chemicals

Name: Anhídrido cloroacético, 97 %, Thermo Scientific Chemicals
SKU: A14015.36

CAS: 541-88-8 | C4H4Cl2O3 | 170.97 g/mol

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25 g

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500 g

Número de catálogo A14015.36

también denominado A14015-36

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500 g

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Identificadores químicos

CAS541-88-8

IUPAC Name2-chloroacetyl 2-chloroacetate

Molecular FormulaC4H4Cl2O3

InChI KeyPNVPNXKRAUBJGW-UHFFFAOYSA-N

SMILESClCC(=O)OC(=O)CCl

Especificaciones Specification Sheet

Hoja de especificaciones

Appearance (Color)White to cream to brown

FormCrystals or powder or crystalline powder or fused solid

Assay (GC)≥94.0%

Identification (FTIR)Conforms

Melting Point (clear melt)50.0-61.0°C

Chloroacetic anhydride has been used in the synthesis of 3,3?-bis(sulfonato)-4,4?-bis(chloroacetamido)azobenzene (BSBCA), a water-soluble, thiol-reactive and photo-switchable cross-linker, D,L-7-azatryptophan, 2-methyl-[3,4-di-O-acetyl-6-O-(chloroacetyl)-1,2-dideoxy-α-D-glucopyrano]-[2?,1?:4,5]-2-oxazoline.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Aplicaciones
El anhídrido cloroacético se ha utilizado en la síntesis de 3,3′-bis(sulfonato)-4,4′-bis(cloroacetamida)azobenceno (BSBCA), un entrecruzador soluble en agua, reactivo al tiol y fotoconmutable, D,L-7-azatriptofano, 2-metil-[3,4-di-O-acetil-6-O-(cloroacetil)-1,2-didesoxi-α-D-glucopirano]-[2′,1′:4,5]-2-oxazolina.

Solubilidad
Libremente soluble en éter y cloroformo. Ligeramente soluble en benceno. Insoluble en ligroina fría.

Notas
Sensible a la humedad. Incompatible con agentes oxidante, bases, aminas, alcoholes y agua/humedad.

RUO – Research Use Only

General References:

Darcy C Burns; Fuzhong Zhang; G Andrew Woolley. Synthesis of 3,3'-bis(sulfonato)-4,4'-bis(chloroacetamido)azobenzene and cysteine cross-linking for photo-control of protein conformation and activity. Nature Protocols. 2007, 2 (2), 251-258.
J D Brennan; C W Hogue; B Rajendran; K J Willis; A G Szabo. Preparation of enantiomerically pure L-7-azatryptophan by an enzymatic method and its application to the development of a fluorimetric activity assay for tryptophanyl-tRNA synthetase. Analytical Biochemistry. 1997, 252 (2), 260-270.
Has been used, in the presence of pyridine, for alcohol protection: J. Org. Chem., 35, 1940 (1970); cf Chloroacetyl chloride, A15846.