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Merck
CN

453382

(S)-(−)-2-Acetoxypropionic acid

95%

Synonym(s):

O-Acetyl-L-lactic acid

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About This Item

Linear Formula:
CH3CH(O2CCH3)CO2H
CAS Number:
Molecular Weight:
132.11
UNSPSC Code:
12352000
PubChem Substance ID:
MDL number:
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assay

95%

optical activity

[α]20/D −51°, c = 7 in chloroform

impurities

<5% acetic acid

refractive index

n20/D 1.422 (lit.)

bp

115-117 °C/2 mmHg (lit.)

density

1.162 g/mL at 25 °C (lit.)

SMILES string

C[C@H](OC(C)=O)C(O)=O



Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

Regulatory Information

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Ahmet Baykal et al.
Bioorganic chemistry, 34(6), 380-393 (2006-11-07)
In addition to the decarboxylation of 2-oxo acids, thiamin diphosphate (ThDP)-dependent decarboxylases/dehydrogenases can also carry out so-called carboligation reactions, where the central ThDP-bound enamine intermediate reacts with electrophilic substrates. For example, the enzyme yeast pyruvate decarboxylase (YPDC, from Saccharomyces cerevisiae)
Michael Vinogradov et al.
Analytical biochemistry, 342(1), 126-133 (2005-06-17)
Acetohydroxy acid synthase (AHAS) and related enzymes catalyze the production of chiral compounds [(S)-acetolactate, (S)-acetohydroxybutyrate, or (R)-phenylacetylcarbinol] from achiral substrates (pyruvate, 2-ketobutyrate, or benzaldehyde). The common methods for the determination of AHAS activity have shortcomings. The colorimetric method for detection
C T Duong et al.
Metabolic engineering, 13(6), 638-647 (2011-08-10)
Diacetyl causes an unwanted buttery off-flavor in lager beer. It is spontaneously generated from α-acetolactate, an intermediate of yeast's valine biosynthesis released during the main beer fermentation. Green lager beer has to undergo a maturation process lasting two to three