304107
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
EC Number:
201-210-7
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
80958
MDL number:
InChI key
SERHXTVXHNVDKA-UHFFFAOYSA-N
InChI
1S/C6H10O3/c1-6(2)3-9-5(8)4(6)7/h4,7H,3H2,1-2H3
SMILES string
CC1(C)COC(=O)C1O
assay
97%
mp
74-78 °C (lit.)
General description
Resolution of DL-α-hydroxy-β,β-dimethyl-γ-butyrolactone was reported.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
251.6 °F - open cup
flash_point_c
122 °C - open cup
ppe
Eyeshields, Gloves, type N95 (US)
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)
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
A D Keefe et al.
Nature, 373(6516), 683-685 (1995-02-23)
The involvement of coenzyme A in many enzyme reactions suggests that it acted in this capacity very early in the development of life on Earth. Particularly relevant in this regard is its role in the activation of amino acids and
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
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