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

Key Documents

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Product Name

DL-α-Hydroxy-β,β-dimethyl-γ-butyrolactone, purum, ≥97.0% (T)

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

100

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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

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
BCCN8231
BCCL9305
BCCM1185
BCCK4619
BCCH7694

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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 D Keefe et al.
Nature, 373(6516), 683-685 (1995-02-23)
The involvement of coenzyme A in many enzyme reactions suggests that it acted in this capacity very early in the development of life on Earth. Particularly relevant in this regard is its role in the activation of amino acids and
Total synthesis and antitumor activity of ZK-EPO: the first fully synthetic epothilone in clinical development.
Ulrich Klar et al.
Angewandte Chemie (International ed. in English), 45(47), 7942-7948 (2006-09-29)
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
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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