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301620

Sigma-Aldrich

3-Bromo-2-(bromomethyl)propionic acid

97%

Synonym(s):

β,β′-Dibromoisobutyric acid

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About This Item

Linear Formula:
(BrCH2)2CHCO2H
CAS Number:
41459-42-1
Molecular Weight:
245.90
Beilstein:
1752505
MDL number:
MFCD00010643
UNSPSC Code:
12352100
PubChem Substance ID:
24858202
NACRES:
NA.22

Assay

97%

mp

98-101 °C (lit.)

SMILES string

OC(=O)C(CBr)CBr

InChI

1S/C4H6Br2O2/c5-1-3(2-6)4(7)8/h3H,1-2H2,(H,7,8)

InChI key

QQZJWQCLWOQDQV-UHFFFAOYSA-N

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General description

3-Bromo-2-(bromomethyl)propionic acid reacts with alkaline arsenite to yield (RS)-3-arsono-2-(hydroxymethyl)propionic acid.

Application

3-Bromo-2-(bromomethyl)propionic acid was used in the synthesis of t-butyl 2-(phenylthiomethyl)propenoate, t-butyl and methyl 3-(phenylthio)-2-(phenylthiomethyl)propenoate and 3-(phenylthio)-2-(phenyl- sulfinylmethyl)propenoate.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Preparation of t-Butyl 2-(Phenylthiomethyl) propenoate, t-Butyl 3-(Phenylthio)-2-(phenylthiomethyl) propenoate and related compounds.
Haynes RK, et al.
Australian Journal of Chemistry, 37(7), 1571-1578 (1984)
S Chawla et al.
Journal of enzyme inhibition, 8(4), 255-259 (1995-01-01)
(RS)-3-Arsono-2-(hydroxymethyl)propionic acid was synthesized by the action of alkaline arsenite on 3-bromo-2-(bromomethyl)propionic acid. It is a substrate for yeast enolase (EC 4.2.1.11) with a Km of 6.5 mM (for 2-phospho-D-glycerate Km = 0.08 mM). The catalytic constant of the enzyme

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