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B56307

Sigma-Aldrich

Bromoacetic acid

reagent grade, 97%

Synonym(s):

2-Bromoethanoic acid, Bromoethanoic acid, Carboxymethyl bromide, MBAA, Monobromoacetic acid

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About This Item

Linear Formula:
BrCH2COOH
CAS Number:
79-08-3
Molecular Weight:
138.95
Beilstein/REAXYS Number:
506167
EC Number:
201-175-8
MDL number:
MFCD00002678
UNSPSC Code:
12352106
PubChem Substance ID:
57653942
NACRES:
NA.22

grade

reagent grade

assay

97%

form

crystals

bp

208 °C (lit.)

mp

47-49 °C (lit.)

SMILES string

OC(=O)CBr

InChI

1S/C2H3BrO2/c3-1-2(4)5/h1H2,(H,4,5)

InChI key

KDPAWGWELVVRCH-UHFFFAOYSA-N

Gene Information

human ... PTPN6(5777)

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General description

Bromoacetic acid is commonly used in acylation, alkylation, condensation, addition, cycloaddition, and esterification reactions.

Application

Bromoacetic acid can be used:
  • As a quaternizing and alkylating agent.
  • For carboxymethylation of poly(ethylene glycol) for bacterial adhesion experiments.
  • For the synthesis of C60-fused lactone in the presence of Mn(OAc)3·2H2O.

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Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Aquatic Acute 1 - Eye Dam. 1 - Skin Corr. 1A - Skin Sens. 1

Storage Class

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

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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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Manganese (III) acetate-mediated radical reaction of [60] fullerene with bromoacetic acid, 3-chloropropionic acid or 1-naphthylacetic acid.
Li F, et al.
Chinese Science Bulletin, 55(25), 2909-2914 (2010)
Covalent attachment of poly (ethylene glycol) to surfaces, critical for reducing bacterial adhesion.
Kingshott P, et al.
Langmuir, 19(17), 6912-6921 (2003)
Bromoacetic Acid
Nataliya K and Mikhailo S
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2022)
A selective fluorescent sensor for detecting lead in living cells.
He Q, et al.
Journal of the American Chemical Society, 128(29), 9316-9317 (2006)
Synthesis of new cationics, carboxybetaines, and sulfobetaines Bolaamphiphiles.
Souirti S and Baboule M
Synthetic Communications, 31(1), 9-18 (2001)
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