Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

462101

Sigma-Aldrich

(S)-(−)-2-Bromo-3-methylbutyric acid

96%

Synonym(s):

(S)-2-Bromoisovaleric acid

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
(CH3)2CHCH(Br)CO2H
CAS Number:
26782-75-2
Molecular Weight:
181.03
MDL number:
MFCD00210114
UNSPSC Code:
12352101
PubChem Substance ID:
24869940

Assay

96%

form

solid

optical activity

[α]22/D −21°, c = 37 in benzene

bp

90-100 °C/0.5 mmHg (lit.)

mp

39-44 °C (lit.)

SMILES string

CC(C)[C@H](Br)C(O)=O

InChI

1S/C5H9BrO2/c1-3(2)4(6)5(7)8/h3-4H,1-2H3,(H,7,8)/t4-/m0/s1

InChI key

UEBARDWJXBGYEJ-BYPYZUCNSA-N

Application

Ferroelectric liquid crystal derivatives, proline-valine pseudo dipeptides which are potent inhibitors of α-chymotrypsin, and β-turn peptidomimetics have been prepared using this bromoacid.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302 + H312 + H332,H314

Hazard Classifications

Acute Tox. 4 Oral - 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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKBQ1596V
11413DH
05531EE
20909JO
20823MO

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Virgilio, A.A. et al.
Tetrahedron Letters, 37, 6961-6961 (1996)
Reed, P.E. Katzenellenbogen, J.A.
The Journal of Organic Chemistry, 56, 2624-2624 (1991)
Sierra, T. et al.
Journal of the American Chemical Society, 114, 7645-7645 (1992)
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
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service