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Merck
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Documentos

303208

Sigma-Aldrich

Bromomethyl acetate

95%

Sinónimos:

Acetoxymethyl bromide, Acetyloxymethyl bromide

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About This Item

Fórmula lineal:
CH3CO2CH2Br
Número de CAS:
590-97-6
Peso molecular:
152.97
EC Number:
209-696-2
MDL number:
MFCD00000170
UNSPSC Code:
12352100
PubChem Substance ID:
24858305
NACRES:
NA.22

Quality Level

200

assay

95%

form

liquid

refractive index

n20/D 1.447 (lit.)

bp

130-133 °C/750 mmHg (lit.)

density

1.56 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=O)OCBr

InChI

1S/C3H5BrO2/c1-3(5)6-2-4/h2H2,1H3

InChI key

NHYXMAKLBXBVEO-UHFFFAOYSA-N

General description

The interaction of bromomethyl acetate with O(6)-alkylguanine-DNA alkyltransferase (DNA repair protein) was studied in vitro.

Application

Bromomethyl acetate was used in synthesis of optically active cyclohexene antisepsis agent, ethyl (6R)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate [(R)-1: TAK-242)]. It was also used as reagent in samarium diiodide-mediated conversion of ketones and aldehydes to 1,2-diacetates.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

134.6 °F - closed cup

flash_point_c

57 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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A direct preparation of 1, 2-diacetates from aldehydes and ketones promoted by samarium diiodide.
Enholm EJ and Satici H.
Tetrahedron Letters, 32(22), 2433-2436 (1991)
Masami Yamada et al.
Chemical & pharmaceutical bulletin, 54(1), 58-62 (2006-01-06)
Two new synthetic methods were established for the efficient synthesis of optically active cyclohexene antisepsis agent, ethyl (6R)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate [(R)-1: TAK-242)]. The first method involved recrystallization from methanol of the diastereomeric mixture (6RS,1'R)-7, obtained by esterification of carboxylic acid 3 with
Liping Liu et al.
Chemical research in toxicology, 17(6), 742-752 (2004-06-23)
O(6)-Alkylguanine-DNA alkyltransferase (AGT) is a DNA repair protein that removes O(6)-alkylguanine adducts. The interaction of dibromomethane (CH(2)Br(2)) and bromomethyl acetate (BrCH(2)OAc) with AGT was studied in vitro, and the effect of AGT on their toxicity and mutagenicity was investigated using

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