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53264

Sigma-Aldrich

(R)-γ-Valerolactone

≥97.5% (GC)

Synonym(s):

(5R)-4-Hydroxypentanoic acid lactone, (5R)-5-Methyloxolan-2-one, (R)-γ-Methyl-γ-butyrolactone, (R)-5-Methyl-2-oxotetrahydrofuran, (R)-Dihydro-5-methyl-2(3H)-furanone

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About This Item

Empirical Formula (Hill Notation):
C5H8O2
CAS Number:
58917-25-2
Molecular Weight:
100.12
Beilstein:
3648300
MDL number:
MFCD01863131
UNSPSC Code:
12352204
PubChem Substance ID:
329757926

Assay

≥97.5% (GC)

form

liquid

optical purity

enantiomeric excess: ≥96.5% (GC)

storage temp.

2-8°C

SMILES string

C[C@@H]1CCC(=O)O1

InChI

1S/C5H8O2/c1-4-2-3-5(6)7-4/h4H,2-3H2,1H3/t4-/m1/s1

InChI key

GAEKPEKOJKCEMS-SCSAIBSYSA-N

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Biochem/physiol Actions

Metabolite for urine analysis, metabolite of interest in pathways of biomass utilization.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Gorissen, H. J., et al.
Chirality, 4, 286-294 (1992)
Shinji Nakamura et al.
Journal of the American Chemical Society, 126(28), 8769-8776 (2004-07-15)
The mechanism of the optical resolution of gamma-valerolactone (VAL) enantiomers by enclathration in cholic acid (CA) channels was investigated. 13C cross-polarization magic-angle spinning spectra of CA/VAL inclusion compounds show four methyl 13C peaks of VAL with different intensities depending on
Identification of the metabolites of n-hexane, cyclohexane, and their isomers in men's urine.
L Perbellini et al.
Toxicology and applied pharmacology, 53(2), 220-229 (1980-04-01)

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