75378
(R)-γ-Caprolactone
≥98.5% (GC)
Synonym(s):
(+)-γ-Hexalactone, (5R)-5-Ethyldihydro-2(3H)-furanone, (5R)-5-Ethyloxolan-2-one, (R)-γ-Ethyl-γ-butyrolactone, (R)-4-Hexanolide
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About This Item
Empirical Formula (Hill Notation):
C6H10O2
CAS Number:
Molecular Weight:
114.14
UNSPSC Code:
12352204
NACRES:
NA.32
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3587788
InChI
1S/C6H10O2/c1-2-5-3-4-6(7)8-5/h5H,2-4H2,1H3/t5-/m1/s1
SMILES string
CC[C@@H]1CCC(O1)=O
InChI key
JBFHTYHTHYHCDJ-RXMQYKEDSA-N
assay
≥98.5% (GC)
form
liquid
optical activity
[α]20/D +53±1°, c = 1 in methanol
optical purity
enantiomeric excess: ≥95.0% (GC)
storage temp.
2-8°C
Biochem/physiol Actions
Metabolite produced by plants, as a component of aroma flavours and fragrances and aromas of fruits and vegetablest. Component of the pheromone secreted by the female dermestid beetle Trogoderma glabrum and Trogoderma granarium. gamma-Caprolactone is occasionally found as a volatile component of human urine and has been found in the polar fraction of human blood. Biological fluids such as blood and urine have been shown to contain a large number of components apparently present in all individuals. It is a promotor of the growth of biocontrol bacteria and a metabolite of a new assimilative pathway.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
10 - Combustible liquids
wgk
WGK 2
flash_point_f
No data available
flash_point_c
No data available
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Sex pheromone of the female dermestid beetle Trogoderma glabrum.
Yarger, R. G., et al.
Journal of Chemical Ecology, 1, 323-334 (1975)
Stereoisomeric flavor compounds: structure and properties of gamma-lactone enantiomers.
Mosandl, A. and Gunther, C.
Journal of Agricultural and Food Chemistry, 37, 413-418 (1989)
Carlo Bicchi et al.
Journal of chromatography. A, 1212(1-2), 114-123 (2008-10-31)
The analysis of complex real-world samples of vegetable origin requires rapid and accurate routine methods, enabling laboratories to increase sample throughput and productivity while reducing analysis costs. This study examines shortening enantioselective-GC (ES-GC) analysis time following the approaches used in
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