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Sigma-Aldrich

2-Hydroxy-3-methylbutyric acid

99%

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Synonym(s):
2-Hydroxyisovaleric acid
Linear Formula:
(CH3)2CHCH(OH)CO2H
CAS Number:
4026-18-0
Molecular Weight:
118.13
EC Number:
223-697-5
MDL number:
MFCD00004242
PubChem Substance ID:
24853147
NACRES:
NA.22

Quality Level

200

Assay

99%

form

solid

mp

86-87 °C (lit.)

SMILES string

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

InChI

1S/C5H10O3/c1-3(2)4(6)5(7)8/h3-4,6H,1-2H3,(H,7,8)

InChI key

NGEWQZIDQIYUNV-UHFFFAOYSA-N

General description

Chiral resolution of 2-hydroxy-3-methylbutyric acid without derivatization has been studied by capillary electrophoresis using 2-hydroxypropyl-β-cyclodextrin.

Application

2-Hydroxy-3-methylbutyric acid was employed as internal standard for analysis of ethylene glycol (EG) and γ-hydroxybutyrate (GHB) in whole blood.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Direct chiral resolution of aliphatic a-hydroxy acids using 2-hydroxypropyl-?-cyclodextrin in capillary electrophoresis.
Kodama S, et al.
Analyst, 124(1), 55-59 (1999)
F Magni et al.
Analytical biochemistry, 220(2), 308-314 (1994-08-01)
A sensitive method for the simultaneous analysis of plasma alpha-ketoisocaproic acid (KIC) and leucine using GC-MS is described. Plasma was deproteinized after addition of both alpha-ketovaleric acid and norleucine as internal standards. Derivatization of the compounds involved protection of the
S Landaas et al.
Clinica chimica acta; international journal of clinical chemistry, 78(3), 489-493 (1977-08-01)
Examination of urine samples by capillary column gas chromatography and mass spectrometry showed the presence of 2-hydroxyisovaleric acid together with trace amounts of the three branched-chain 2-keto acids in five patients with lactic and ketoacidosis. None of these compounds was
Y M Pan et al.
Journal of analytical toxicology, 25(5), 328-332 (2001-08-14)
The modification of a procedure originally developed for the analysis of ethylene glycol (EG) in serum was also found to permit the simultaneous analysis of gamma-hydroxybutyrate (GHB) in whole blood. The primary feature of the EG procedure was that it
H M Liebich et al.
Journal of chromatography, 309(2), 225-242 (1984-08-10)
Hydroxy- and oxomonocarboxylic acids in urine of healthy individuals and of patients with diabetic ketoacidosis are analysed as methyl esters and methyl esters/O-methyloximes, respectively, by gas chromatography and gas chromatography-mass spectrometry. The derivatives are pre-fractionated by thin-layer chromatography. The acids
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