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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/REAXYS Number:
80958
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

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.

pictograms

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signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

251.6 °F - open cup

flash_point_c

122 °C - open cup

ppe

Eyeshields, Gloves, type N95 (US)


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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)
Pelayo Camps et al.
The Journal of organic chemistry, 73(17), 6657-6665 (2008-07-30)
A series of novel N,O-psiconucleosides has been prepared in both enantiomeric forms by resolution of an advanced racemic synthetic intermediate using (R)-N-phenylpantolactam as a chiral resolution agent. The absolute configuration of all of these compounds has been unequivocally established by
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
Bala Rathinasabapathi et al.
Annals of botany, 95(6), 1033-1037 (2005-03-16)
All plants synthesize pantothenate but its synthesis and regulation are not well understood. The aim of this work is to study the effect of exogenous supply of precursor compounds on pantothenate levels in leaves. Precursor compounds were supplied in solution

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