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242357

Sigma-Aldrich

Dibromoacetic acid

97%

Sinónimos:

2,2-Dibromoacetic acid, DBAA

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About This Item

Fórmula lineal:
Br2CHCOOH
Número de CAS:
631-64-1
Peso molecular:
217.84
Beilstein/REAXYS Number:
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

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_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

Certificados de análisis (COA)

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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
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
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
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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