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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:
Molecular Weight:
104.10
Beilstein:
1744739
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

solid

bp

84 °C/1.5 mmHg (lit.)

mp

76-80 °C (lit.)

functional group

carboxylic acid
hydroxyl

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

Signal Word

Danger

Hazard Statements

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

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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.
Microbial cell factories, 9, 13-13 (2010-02-27)
Nowadays a growing demand for green chemicals and cleantech solutions is motivating the industry to strive for biobased building blocks. We have identified the tertiary carbon atom-containing 2-hydroxyisobutyric acid (2-HIBA) as an interesting building block for polymer synthesis. Starting from
Y Shigematsu et al.
Pediatric research, 16(9), 771-775 (1982-09-01)
Organic acids in plasma and urine of a patient with isovaleric acidemia were measured serially during a severe ketoacidotic attack. Urinary ketone bodies, lactic acid and 2-hydroxy-n-butyric acid changed in parallel with the plasma isovaleric acid concentration, which was correlated

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