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323594

Sigma-Aldrich

α-Hydroxyisobutyric acid

99%

Synonym(s):

alpha-Hydroxyisobutyric acid, 2-Hydroxy-2-methylpropionic acid, 2-Methyllactic acid

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About This Item

Linear Formula:
(CH3)2C(OH)COOH
CAS Number:
594-61-6
Molecular Weight:
104.10
Beilstein:
1744739
EC Number:
209-848-8
MDL number:
MFCD00004459
UNSPSC Code:
12352100
PubChem Substance ID:
24859404
NACRES:
NA.22

Assay

99%

form

solid

bp

84 °C/1.5 mmHg (lit.)

mp

76-80 °C (lit.)

SMILES string

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

InChI

1S/C4H8O3/c1-4(2,7)3(5)6/h7H,1-2H3,(H,5,6)

InChI key

BWLBGMIXKSTLSX-UHFFFAOYSA-N

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General description

α-Hydroxyisobutyric acid is a versatile building block in organic synthesis. It serves as a precursor in the synthesis of compounds like isobutylene glycol and methacrylic acid

Application

α-Hydroxyisobutyric acid (HIBA) can be used as:
  • A chelating agent to improve the separation of lanthanides and actinides by liquid chromatography.
  • In the synthesis of room temperature–stabilized, pure, nanocrystalline β-NiMoO4.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H315,H318,H335

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Electrospray ionization mass spectrometric studies on uranyl complex with α-hydroxyisobutyric acid in water-methanol medium
Jaison PG, et al.
Rapid Communications in Mass Spectrometry, 27(10), 1105-1118 (2013)
Bimetallic single-source precursor for the synthesis of pure nanocrystalline room temperature-stabilized β-NiMoO4
Moneeb AM, et al.
Ceramics International, 42(1), 1366-1372 (2016)
From rotational resolved spectra to an extended increment system of planar moments allowing ad-hoc conformational identification ? Exemplification by the broadband microwave spectrum of ??- hydroxyisobutyric acid
P Buschmann, et al.
Journal of Molecular Structure, 1250, 131805-131805 (2022)
Thore Rohwerder et al.
Applied and environmental microbiology, 72(6), 4128-4135 (2006-06-06)
Fuel oxygenates such as methyl and ethyl tert-butyl ether (MTBE and ETBE, respectively) are degraded only by a limited number of bacterial strains. The aerobic pathway is generally thought to run via tert-butyl alcohol (TBA) and 2-hydroxyisobutyrate (2-HIBA), whereas further
A Amberg et al.
Toxicological sciences : an official journal of the Society of Toxicology, 51(1), 1-8 (1999-09-25)
Methyl-tert-butyl ether (MTBE) is widely used as an additive to gasoline to increase oxygen content and reduce tail pipe emission of pollutants. Therefore, widespread human exposure may occur. To contribute to the characterization of potential adverse effects of MTBE, its
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