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MilliporeSigma

B65586

2-Bromoethanol

95%

Synonym(s):

Ethylene bromohydrin

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About This Item

Linear Formula:
BrCH2CH2OH
CAS Number:
Molecular Weight:
124.96
Beilstein/REAXYS Number:
878140
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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vapor density

4.3 (vs air)

Quality Level

vapor pressure

2.4 mmHg ( 20 °C)

assay

95%

form

liquid

refractive index

n20/D 1.492 (lit.)

bp

56-57 °C/20 mmHg (lit.)

density

1.763 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

OCCBr

InChI

1S/C2H5BrO/c3-1-2-4/h4H,1-2H2

InChI key

LDLCZOVUSADOIV-UHFFFAOYSA-N

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Application

2-Bromoethanol can be used for the preparation of 2-bromoethyl glycosides from acetylated sugars. It can also be used as a starting material to synthesize 2-bromoethyl methoxymethyl ether.
2-Bromoethanol is used in selective reduction of nitroarenes (PcFe(II)/NaBH4/2-bromoethanol catalyst system).

pictograms

Skull and crossbonesCorrosion

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class

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

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

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


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2-Bromoethyl glycosides: synthesis and characterisation.
Dahmen J, et al.
Carbohydrate Research, 116(2), 303-307 (1983)
Regio?and Stereoselective Intramolecular Hydrosilylation of α?Hydroxy Enol Ethers: 2, 3?syn?2?Methoxymethoxy?1, 3?Nonanediol: 1, 3?Nonanediol, 2?(methoxymethoxy)?,(R, R)?(?)?.
Tamao K, et al.
Organic Syntheses, 73, 94-94 (2003)
B L Van Duuren et al.
Teratogenesis, carcinogenesis, and mutagenesis, 5(6), 393-403 (1985-01-01)
1,2-Dibromoethane (DBE) and two of its potential metabolites, bromoethanol (BE) and bromoacetaldehyde (BA), were tested for carcinogenicity in male and female B6C3F1 mice using 30 animals of each sex per group. The carcinogen DBE was included in this assay as
S Khan et al.
Biochemical pharmacology, 45(2), 439-447 (1993-01-26)
The cytotoxicity of dibromoalkanes to isolated hepatocytes was proportional to the dibromoalkane concentration and increasing chain length of the dibromoalkane (C2-C6). The rapid hepatocyte glutathione (GSH) depletion which occurred upon addition of the dibromoalkanes was also dependent on the concentration
H Dunkelberg
Zentralblatt fur Bakteriologie, Mikrobiologie und Hygiene. 1. Abt. Originale B, Hygiene, 177(3-4), 269-281 (1983-04-01)
The compounds 2-chloroethanol and 2-bromoethanol were administered once weekly subcutaneously to groups of 100 female NMRI mice, in the case of 2-chloroethanol in 3 dosages (3.0, 1.0 and 0.3 mg, single dosage per mouse) and 2-bromoethanol in 2 dosages (1.0

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