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Merck
CN

729698

(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:
Molecular Weight:
130.14
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4659425
Assay:
97%
Form:
crystals
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InChI key

SERHXTVXHNVDKA-SCSAIBSYSA-N

InChI

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

SMILES string

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

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

functional group

ester, hydroxyl

storage temp.

2-8°C

Quality Level

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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
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.
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
Separation and determination of the enantiomers of pantolactone by gas-liquid chromatography.
A Takasu et al.
Journal of chromatography, 389(1), 251-255 (1987-02-27)
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

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