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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:
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)

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

Signal Word

Danger

Hazard Statements

H301 + H311 + H331,H314

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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)
J Fowles et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 39(11), 1055-1062 (2001-08-31)
Quantitative estimates of cancer risks from ethylene oxide (ETO) residues were constructed based on 200 retail samples of various spices in New Zealand. Two samples of cinnamon contained detectable ETO. The highest value encountered was 15 ppm. ETO was not
B S Kaphalia et al.
Journal of biochemical toxicology, 4(3), 183-188 (1989-01-01)
To study the formation of fatty acid conjugates of 2-chloroethanol (2-CE) and 2-bromoethanol (2-BE), rats were administered (by gavage) 50 mg/kg of 2-CE and 2-BE in mineral oil and sacrificed on fifth day of the treatment. Hepatic microsomal lipids were
J R Van der Ploeg et al.
Archives of microbiology, 165(4), 258-264 (1996-04-01)
Pseudomonas sp. GJ1 is able to grow with 2-chloroethanol as the sole carbon and energy source, but not with 2-bromoethanol, which is toxic at low concentrations (1 mM). A mutant that could grow on 2-bromoethanol with a growth rate of
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