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729698

Sigma-Aldrich

(S)-(+)-Pantolactone

97%

Synonym(s):

(S)-(+)-α-Hydroxy-β,β-dimethyl-γ-butyrolactone, (S)-(+)-β,β-Dimethyl-α-hydroxy-γ-butyrolactone, (S)-Dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanone, L-Pantolactone

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About This Item

Empirical Formula (Hill Notation):
C6H10O3
CAS Number:
5405-40-3
Molecular Weight:
130.14
Beilstein/REAXYS Number:
4659425
MDL number:
MFCD00216625
UNSPSC Code:
12352005
PubChem Substance ID:
329764500
NACRES:
NA.22

assay

97%

form

crystals

optical activity

[α]22/D +50.0°, c = 0.5 in H2O

bp

120-122 °C/15 mmHg (lit.)

mp

89-93 °C

storage temp.

2-8°C

SMILES string

CC1(C)COC(=O)[C@H]1O

InChI

1S/C6H10O3/c1-6(2)3-9-5(8)4(6)7/h4,7H,3H2,1-2H3/t4-/m1/s1

InChI key

SERHXTVXHNVDKA-SCSAIBSYSA-N

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Related Categories

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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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
Keiji Sakamoto et al.
Journal of biotechnology, 118(1), 99-106 (2005-06-07)
We developed an enzymatic resolution system for DL-pantoyl lactone that uses immobilized mycelia of Fusarium oxysporum, which produce a lactone-hydrolyzing enzyme (lactonase). The lactonase catalyzes the stereospecific hydrolysis of D-pantoyl lactone. One hundred eighty repeated batch reactions (total reaction time
Dayong Si et al.
Applied and environmental microbiology, 78(22), 7923-7930 (2012-09-04)
The L-pantoyl lactone (L-PL) dehydrogenase (LPLDH) gene (lpldh) has been cloned from Rhodococcus erythropolis AKU2103, and addition of 1,2-propanediol (1,2-PD) was shown to be required for lpldh expression in this strain. In this study, based on an exploration of the
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
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