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B65586

Sigma-Aldrich

2-Bromoethanol

95%

Synonym(s):

Ethylene bromohydrin

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About This Item

Linear Formula:
BrCH2CH2OH
CAS Number:
540-51-2
Molecular Weight:
124.96
Beilstein/REAXYS Number:
878140
EC Number:
208-748-1
MDL number:
MFCD00002827
UNSPSC Code:
12352100
PubChem Substance ID:
24891919
NACRES:
NA.22

vapor density

4.3 (vs air)

Quality Level

200

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
GHS06,GHS05

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

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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
A R Jones et al.
Xenobiotica; the fate of foreign compounds in biological systems, 11(11), 763-770 (1981-11-01)
1. The metabolism of 2-bromo[U-14C]ethanol an [U-14C]ethylene oxide has been studied in the rat. 2. As both compounds give rise to similar amounts of two urinary metabolites, identified as S-(2-hydroxyethyl)cysteine and N-acetyl-S-(2-hydroxyethyl)cysteine, it is proposed that 2-bromoethanol is converted into
Caroline C Womack et al.
The journal of physical chemistry. A, 115(51), 14559-14569 (2011-11-11)
This work characterizes the internal energy distribution of the CD(2)CD(2)OH radical formed via photodissociation of 2-bromoethanol-d(4). The CD(2)CD(2)OH radical is the first radical adduct in the addition of the hydroxyl radical to C(2)D(4) and the product branching of the OH
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