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Merck
CN

55201

DL-α-Hydroxy-β,β-dimethyl-γ-butyrolactone

purum, ≥97.0% (T)

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-210-7
Beilstein/REAXYS Number:
80958
MDL number:
Assay:
≥97.0% (T)
Form:
solid
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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

grade

purum

assay

≥97.0% (T)

form

solid

mp

74-78 °C (lit.)

solubility

H2O: 1 g/10 mL, clear, colorless to almost colorless

functional group

ester, hydroxyl

Quality Level

Application

DL-α-Hydroxy-β,β-dimethyl-γ-butyrolactone (DL-pantolactone) may be used in the preparation of 3,5-dinitrobenzoyl-DL-pantolactone.

pictograms

Exclamation mark

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)


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The Bacterial Degradation of Pantothenic Acid. III. Enzymatic Formation of Aldopantoic Acid*.
Goodhue CT and Snell EE.
Biochemistry, 5(2), 403-408 (1966)
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
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)
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

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