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55201

Sigma-Aldrich

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:
79-50-5
Molecular Weight:
130.14
Beilstein/REAXYS Number:
80958
EC Number:
201-210-7
MDL number:
MFCD00064333
UNSPSC Code:
12352100
PubChem Substance ID:
329758090
NACRES:
NA.22

grade

purum

Quality Level

100

assay

≥97.0% (T)

form

solid

mp

74-78 °C (lit.)

solubility

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

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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Related Categories

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
GHS07

signalword

Warning

hcodes

H319

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCL9305
BCCM1185
BCCK4619
BCCH7694
BCCG6277

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Sigma-Aldrich

H5501

Methyl 4-hydroxybenzoate

D-Panthenol ≥98.0% (NT)

Sigma-Aldrich

76200

D-Panthenol

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)
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
Zhiqiang Liu et al.
Journal of agricultural and food chemistry, 54(16), 5823-5830 (2006-08-03)
D-Pantonohydrolase has attracted increasing attention as a biocatalyst for stereospecific production of D-pantoic acid. The Fusarium moniliforme D-pantonohydrolase was selected for directed evolution through error-prone Polymerase Chain Reaction (PCR) combined with DNA shuffling for improved activity and pH stability using
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