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)
Optical resolution of pantolactone by a novel fungal enzyme, lactonohydrolase.
S Shimizu et al.
Annals of the New York Academy of Sciences, 799, 650-658 (1996-10-12)
A G Moĭseenok et al.
Voprosy meditsinskoi khimii, 30(1), 126-128 (1984-01-01)
A gas chromatographic procedure is described for quantitative estimation of alpha-hydroxy-beta 1 beta-dimethyl-gamma-butyrolactone (pantolactone). The chromatography was carried out using "LHM-8MD" apparatus equipped with a flame ionization detector. Columns with chromaton N-AW modified by 5% silicone XE-60 were used, helium
Atul K Hajare et al.
The Journal of organic chemistry, 76(3), 963-966 (2011-01-05)
An efficient synthesis of potent molluscicidal agent cyanolide A, a glycosidic 16-membered macrolide, starting from D-(-)-pantolactone is reported. Highly stereoselective aldol, oxa-Michael addition, and Yamaguchi macrolactonization are the key steps in the present synthesis.
Bing Chen et al.
Applied biochemistry and biotechnology, 162(3), 744-756 (2009-10-31)
The levo-lactonase gene of Fusarium proliferatum ECU2002 (EC3.1.1.25) was cloned and expressed in Escherichia coli JM109 (DE3) for biocatalytic resolution of industrially important chiral lactones, including DL-pantoyl lactone which was a key precursor to calcium D-pantothenate. By increasing the biomass
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