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37278

Sigma-Aldrich

(−)-Dihydrocarveol

mixture of isomers, ≥95.0% (sum of enantiomers, GC)

Synonym(s):

(1R,2R,5R)-5-Isopropenyl-2-methylcyclohexanol

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About This Item

Empirical Formula (Hill Notation):
C10H18O
CAS Number:
20549-47-7
Molecular Weight:
154.25
Beilstein:
2433199
MDL number:
MFCD00210042
UNSPSC Code:
12352002
PubChem Substance ID:
57649712
NACRES:
NA.22

Quality Level

100

Assay

≥95.0% (sum of enantiomers, GC)

optical activity

[α]20/D −20±1°, neat

composition

n-, ~75%
iso-, ~6%
neo-, ~3%
neoiso-, ~13%

refractive index

n20/D 1.476-1.479

density

0.926 g/mL at 20 °C (lit.)

SMILES string

C[C@@H]1CC[C@H](C[C@H]1O)C(C)=C

InChI

1S/C10H18O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-11H,1,4-6H2,2-3H3/t8-,9-,10-/m1/s1

InChI key

KRCZYMFUWVJCLI-OPRDCNLKSA-N

Related Categories

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

194.0 °F - closed cup

Flash Point(C)

90 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Tobias Trapp et al.
Journal of agricultural and food chemistry, 67(49), 13400-13411 (2019-03-01)
The white-rot fungus Pleurotus sapidus (PSA) biosynthesizes the bicyclic monoterpenoids 3,6-dimethyl-2,3,3a,4,5,7a-hexahydrobenzofuran (dill ether) (1) and 3,6-dimethyl-3a,4,5,7a-tetrahydro-1-benzofuran-2(3H)-one (wine lactone) (2). Submerged cultures grown in different media were analyzed by gas chromatography-mass spectrometry. The stereochemistry of the formed isomers was elucidated by

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