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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
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
Gary R Klinefelter et al.
Toxicological sciences : an official journal of the Society of Toxicology, 81(2), 419-429 (2004-07-16)
Previously our work on the haloacid by-products of drinking water disinfection focused on adult exposures. Herein we evaluate the consequence of continuous exposure to dibromoacetic acid (DBA) via drinking water through reproductive development into adulthood. An initial study in which
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
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
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