Dibromoacetic acid

Name: Dibromoacetic acid
Brand: ALDRICH
Price: 286 USD
Availability: InStock

97%

Synonym(s):

2,2-Dibromoacetic acid, DBAA

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$286.00

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About This Item

Linear Formula:

Br₂CHCOOH

CAS Number:

631-64-1

Molecular Weight:

217.84

Beilstein/REAXYS Number:

1700457

EC Number:

211-165-5

MDL number:

MFCD00004205

UNSPSC Code:

12352106

PubChem Substance ID:

24854553

NACRES:

NA.22

Key Documents

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Quality Level

200

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

SMILES string

OC(=O)C(Br)Br

InChI

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

InChI key

SIEILFNCEFEENQ-UHFFFAOYSA-N

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Show Differences

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This Item	B56307	245631	17000
Sigma-Aldrich 242357 Dibromoacetic acid	Sigma-Aldrich B56307 Bromoacetic acid	Sigma-Aldrich 245631 Benzyl bromoacetate	Sigma-Aldrich 17000 Bromoacetic acid
assay 97%	assay 97%	assay 96%	assay ≥99.0% (GC)
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200
form solid	form crystals	form liquid	form solid
density 2.382 g/mL at 25 °C (lit.)	density -	density 1.446 g/mL at 25 °C (lit.)	density -
mp 32-38 °C (lit.)	mp 47-49 °C (lit.)	mp -	mp 46-49 °C, 47-49 °C (lit.)
bp 128-130 °C/16 mmHg (lit.)	bp 208 °C (lit.)	bp 166-170 °C/22 mmHg (lit.)	bp 208 °C (lit.)

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

GHS05,GHS07

signalword

Danger

hcodes

H302 + H312 + H332,H314,H412

pcodes

P260 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338

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_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

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The toxic influence of dibromoacetic acid on the hippocampus and pre-frontal cortex of rat: involvement of neuroinflammation response and oxidative stress.

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

Haloacetic acid and trihalomethane formation from the chlorination and bromination of aliphatic beta-dicarbonyl acid model compounds.

Eric R V Dickenson et al.

Environmental science & technology, 42(9), 3226-3233 (2008-06-05)

While it is known that resorcinol- and phenol-type aromatic structures within natural organic matter (NOM) react during drinking water chlorination to form trihalomethanes (THMs), limited studies have examined aliphatic-type structures as THM and haloacetic acid (HAA) precursors. A suite of

Chronic exposure to dibromoacetic acid, a water disinfection byproduct, diminishes primordial follicle populations in the rabbit.

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.

Effect of dibromoacetic acid on DNA methylation, glycogen accumulation, and peroxisome proliferation in mouse and rat liver.

Lianhui Tao et al.

Toxicological sciences : an official journal of the Society of Toxicology, 82(1), 62-69 (2004-09-03)

Dibromoacetic acid (DBA) is a drinking water disinfection by-product. Its analogs, dichloroacetic acid (DCA) and trichloroacetic acid (TCA), are liver carcinogens in rodents. We evaluated the ability of DBA to cause DNA hypomethylation, glycogen accumulation, and peroxisome proliferation that are

Toxicity and carcinogenicity of the water disinfection byproduct, dibromoacetic acid, in rats and mice.

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

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