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Safety Information

251003

Sigma-Aldrich

2-Bromo-3-methylbutyric acid

97%

Synonym(s):

α-Bromoisovaleric acid, 2-Bromoisovaleric acid

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About This Item

Linear Formula:
(CH3)2CHCHBrCOOH
CAS Number:
565-74-2
Molecular Weight:
181.03
Beilstein:
1721146
EC Number:
209-291-0
MDL number:
MFCD00004210
UNSPSC Code:
12352100
PubChem Substance ID:
24855092
NACRES:
NA.22

Quality Level

200

Assay

97%

form

solid

bp

124-126 °C/20 mmHg (lit.)

mp

39-42 °C (lit.)

solubility

alcohol: soluble(lit.)
diethyl ether: soluble(lit.)
water: very slightly soluble(lit.)

functional group

bromo
carboxylic acid

SMILES string

CC(C)C(Br)C(O)=O

InChI

1S/C5H9BrO2/c1-3(2)4(6)5(7)8/h3-4H,1-2H3,(H,7,8)

InChI key

UEBARDWJXBGYEJ-UHFFFAOYSA-N

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General description

Mechanism of action of methylamine on optically active 2-bromo-3-methylbutyric acid has been investigated.

Application

2-Bromo-3-methylbutyric acid has been used in the preparation of optically active N-methylvalines.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302 + H312,H314

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

224.6 °F - closed cup

Flash Point(C)

107 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

251003-5G:
251003-VAR:
251003-BULK:
251003-25G:

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Certificates of Analysis (COA)

Lot/Batch Number
1452274V
1452274
1362100
044558/1
04317AH

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Depsipeptides.
Ovchinnikov YA, et al.
Russian Chemical Bulletin, 11(11), 1955-1961 (1962)
M Polhuijs et al.
Biochemical pharmacology, 44(7), 1249-1253 (1992-10-06)
Glutathione (GSH) conjugation of the separate enantiomers of five 2-bromocarboxylic acids and some of their urea derivatives by rat liver GSH transferases (GSTs) was studied. The liver cytosolic fraction conjugated all compounds, except for (R)-2-bromoisovaleric acid, with a variable degree
M Polhuijs et al.
Biochemical pharmacology, 38(22), 3957-3962 (1989-11-15)
The glutathione (GSH) conjugation of (R)-and (S)-alpha-bromoisovaleric acid (BI) in the rat in vivo, and its stereoselectivity, have been characterized. After administration of racemic [1-14C]BI two radioactive metabolites were found in bile: only one of the possible diastereomeric BI-GSH conjugates
J M Te Koppele et al.
The Biochemical journal, 252(1), 137-142 (1988-05-15)
The stereoselectivity of purified rat GSH transferases towards alpha-bromoisovaleric acid (BI) and its amide derivative alpha-bromoisovalerylurea (BIU) was investigated. GSH transferase 2-2 was the only enzyme to catalyse the conjugation of BI and was selective for the (S)-enantiomer. The conjugation

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