78322
(1R,2S)-trans-2-Phenyl-1-cyclohexanol
puriss., ≥99.0% (sum of enantiomers, GC)
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About This Item
Linear Formula:
C6H5C6H10OH
CAS Number:
Molecular Weight:
176.25
Beilstein:
2047602
MDL number:
UNSPSC Code:
12352000
PubChem Substance ID:
grade
puriss.
Assay
≥99.0% (sum of enantiomers, GC)
optical activity
[α]20/D −59±2°, c = 10% in methanol
optical purity
enantiomeric ratio: ≥99:1 (GC)
bp
276-281 °C (lit.)
mp
63-66 °C (lit.)
63-66 °C
SMILES string
O[C@@H]1CCCC[C@H]1c2ccccc2
InChI
1S/C12H16O/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-3,6-7,11-13H,4-5,8-9H2/t11-,12+/m0/s1
InChI key
AAIBYZBZXNWTPP-NWDGAFQWSA-N
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Other Notes
Powerful chiral auxiliary available in both enantiomeric forms, which could replace 8-phenylmenthol, e.g. in ene reactions of its glyoxylate esters; Enol ether ketene cycloaddition; Ene reaction of its N-sulfinylcarbamate; Darzens reaction of chloroacetate
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A. Schwartz et al.
The Journal of Organic Chemistry, 57, 851-851 (1992)
J. Whitesell
The Journal of Organic Chemistry, 50, 4663-4663 (1985)
A.E. Greene et al.
Journal of the American Chemical Society, 109, 4752-4752 (1987)
J.K. Whitesell et al.
Journal of the American Chemical Society, 109, 2839-2839 (1987)
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