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Merck
CN

304107

Sigma-Aldrich

DL-α-Hydroxy-β,β-dimethyl-γ-butyrolactone

97%

Synonym(s):

β,β-Dimethyl-α-hydroxy-γ-butyrolactone, DL-Pantolactone, Dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanone

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About This Item

Empirical Formula (Hill Notation):
C6H10O3
CAS Number:
Molecular Weight:
130.14
Beilstein:
80958
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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Assay

97%

mp

74-78 °C (lit.)

SMILES string

CC1(C)COC(=O)C1O

InChI

1S/C6H10O3/c1-6(2)3-9-5(8)4(6)7/h4,7H,3H2,1-2H3

InChI key

SERHXTVXHNVDKA-UHFFFAOYSA-N

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General description

Resolution of DL-α-hydroxy-β,β-dimethyl-γ-butyrolactone was reported.

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Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

251.6 °F - open cup

Flash Point(C)

122 °C - open cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Resolution of dl-α-Hydroxy-β, β-dimethyl-γ-butyrolactone.
Major RT and Finkelstein J.
Journal of the American Chemical Society, 63(5), 1368-1371 (1941)
R K Airas
The Biochemical journal, 250(2), 447-451 (1988-03-01)
A pseudomonad was separated having a pantothenase that produced beta-alanine and pantoic acid. The pantothenase from an old strain, Pseudomonas fluorescens UK-1, was shown to produce beta-alanine and pantoyl lactone. The pantoic acid-producing pantothenase was characterized and compared with the
Dayong Si et al.
Applied microbiology and biotechnology, 95(2), 431-440 (2012-03-09)
The 1,2-propanediol (1,2-PD) inducible membrane-bound L-pantoyl lactone (L-PL) dehydrogenase (LPLDH) has been isolated from Rhodococcus erythropolis AKU2103 (Kataoka et al. in Eur J Biochem 204:799, 1992). Based on the N-terminal amino acid sequence of LPLDH and the highly conserved amino
Michael-Rock Goldsmith et al.
Journal of the American Chemical Society, 125(51), 15696-15697 (2003-12-18)
Dilute solutions of (R)-(-)-pantolactone in CCl4 were studied by polarimetry in conjunction with theoretical calculations of [alpha]D. Our data demonstrate that the self-association of a chiral solute results in a change in [alpha]D that can be accounted for by the
Zhiqiang Liu et al.
Journal of agricultural and food chemistry, 54(16), 5823-5830 (2006-08-03)
D-Pantonohydrolase has attracted increasing attention as a biocatalyst for stereospecific production of D-pantoic acid. The Fusarium moniliforme D-pantonohydrolase was selected for directed evolution through error-prone Polymerase Chain Reaction (PCR) combined with DNA shuffling for improved activity and pH stability using

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