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Merck
CN

242357

Dibromoacetic acid

97%

Synonym(s):

2,2-Dibromoacetic acid, DBAA

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About This Item

Linear Formula:
Br2CHCOOH
CAS Number:
631-64-1
Molecular Weight:
217.84
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
24854553
EC Number:
211-165-5
Beilstein/REAXYS Number:
1700457
MDL number:
MFCD00004205
Assay:
97%
Form:
solid

Key Documents

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Product Name

Dibromoacetic acid, 97%

InChI key

SIEILFNCEFEENQ-UHFFFAOYSA-N

InChI

1S/C2H2Br2O2/c3-1(4)2(5)6/h1H,(H,5,6)

SMILES string

OC(=O)C(Br)Br

assay

97%

form

solid

bp

128-130 °C/16 mmHg (lit.)

mp

32-38 °C (lit.)

density

2.382 g/mL at 25 °C (lit.)

functional group

bromo
carboxylic acid

Quality Level

200

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Application

Dibromoacetic acid can be used as a reactant:
  • Forthe stereoselective synthesis of (E)-α, β-unsaturated carboxylic acidsby samarium diiodide (SmI2) catalyzed reaction with aldehydes.
  • Tosynthesize sodium bis(2-pyridylthio)acetate ligand by reacting with 2-mercaptopyridinein the presence of NaOH.

Other Notes

remainder mono-bromoacetic acid

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK1310
BCBR5175V
1451954
1451954V
1436937

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Wenbo Jiang et al.
Metabolic brain disease, 32(6), 2009-2019 (2017-08-28)
Dibromoacetic acid (DBA) exsits in drinking water as a by-product of disinfection as a result of chlorination or ozonation processes. Hippocampus and pre-frontal cortex are the key structures in memory formation and weanling babies are more sensitive to environmental toxicant
N M Weber et al.
Toxicological sciences : an official journal of the Society of Toxicology, 89(1), 325-330 (2005-10-14)
Water disinfection by-products, such as dibromoacetic acid (DBA), are formed when drinking water is treated with chlorination, bromination, or ozonation. Epidemiological studies have linked these byproducts to adverse effects in humans such as cancer, developmental defects, and reproductive toxicities. DBA
K J Bodensteiner et al.
Toxicological sciences : an official journal of the Society of Toxicology, 80(1), 83-91 (2004-05-14)
To determine if dibromoacetic acid (DBA) affects ovarian folliculogenesis, four groups of female Dutch-belted rabbits were exposed daily to 0, 1, 5, or 50 mg DBA/kg body weight in drinking water beginning in utero from gestation day 15 throughout life.
Ronald L Melnick et al.
Toxicology, 230(2-3), 126-136 (2006-12-13)
Dibromoacetic acid (DBA) is a water disinfection byproduct formed by the reaction of chlorine oxidizing compounds with natural organic matter in water containing bromide. Male and female F344/N rats and B6C3F(1) mice were exposed to DBA in drinking water for
Shuying Gao et al.
Toxicological sciences : an official journal of the Society of Toxicology, 105(2), 331-341 (2008-07-17)
Dibromoacetic acid (DBA) is a haloacetic acid that is present in drinking water as a by-product of chlorinated disinfection. To evaluate its potential adverse health effects, the immunotoxicological effects of DBA on the thymus and spleen of BALB/c mice were
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