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242357

Sigma-Aldrich

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
Beilstein:
1700457
EC Number:
211-165-5
MDL number:
MFCD00004205
UNSPSC Code:
12352106
PubChem Substance ID:
24854553
NACRES:
NA.22

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.)

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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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

Signal Word

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 Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °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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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
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
Lianhui Tao et al.
Toxicological sciences : an official journal of the Society of Toxicology, 87(2), 344-352 (2005-07-15)
Bromodichloromethane (BDCM), chloroform, dibromoacetic acid (DBA), dichloroacetic acid (DCA), and trichloroacetic acid (TCA) are chlorine disinfection by-products (DBPs) found in drinking water that have indicated renal carcinogenic and/or tumor promoting activity. We have reported that the DBPs caused DNA hypomethylation
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.
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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