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27779-29-9

27779-29-9 Structure

27779-29-9 Structure
IdentificationBack Directory
[Name]

(+)-ISOPINOCAMPHEOL
[CAS]

27779-29-9
[Synonyms]

Nsc167499
3-PINANOL
(+)-ISOPINOCAMPHEOL
(+)-Isopinocampheol
ISOPINOCAMPHEOL, (+)-
3-Pinanol, stereoisomer
ISOPINOCAMPHEOL, (-)-(SG)
(1S,2S,3S,5R)-(+)-IsopinocaMpheol 98%
(1s,2s,3s,5r)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ol
(1S,3R,4R,5R)-4,6,6-trimethylbicyclo[3.1.1]heptan-3-ol
Bicyclo[3.1.1]heptan-3-ol, 2,6,6-trimethyl-, (1R,2R,3R,5S)-rel-
(1S,2S,3S,5R)-3-Pinanol, (1S,2S,3S,5R)-2,6,6-Trimethylbicyclo[3.1.1]heptan-3-ol
Bicyclo[3.1.1]heptan-3-ol, 2,6,6-trimethyl-, (1.alpha.,2.beta.,3.alpha.,5.alpha.)-
(1S,2S,3S,5R)-3-Pinanol, 3-Pinanol, (1S,2S,3S,5R)-2,6,6-Trimethylbicyclo[3.1.1]heptan-3-ol
[EINECS(EC#)]

248-657-4
[Molecular Formula]

C10H18O
[MDL Number]

MFCD00074780
[MOL File]

27779-29-9.mol
[Molecular Weight]

154.25
Chemical PropertiesBack Directory
[Melting point ]

52-55 °C
[Boiling point ]

219 °C(lit.)
[density ]

0.8389 (rough estimate)
[refractive index ]

1.4710 (estimate)
[Fp ]

93 °C
[form ]

solid
[pka]

15.35±0.60(Predicted)
[Optical Rotation]

[α]20/D +35.1°, c =20 in ethanol
[LogP]

2.805 (est)
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

(1S,2S,3S,5R)-(+)-Isopinocampheol may be used in the preparation of
  • thermotropic chiral nematic side-chain copolymers
  • ortho-(diphenylphosphino)phenylphosphonous acid di[(1S,2S,3S,5R)-2,6,6-trimethyl-bicyclo[3.1.1]-hept-3-yl]ester, a phosphino-phosphonite ligand
  • O,O′bis[(1S,2S,3S,5R)2,6,6-trimethylbicyclo[3.1.1]hept-3-yl] dithiophosphoric acid, a bioactive compound with antifungal effect
[General Description]

(1S,2S,3S,5R)-(+)-Isopinocampheol is a chiral terpenol.
[Purification Methods]

Dissolve it in Et2O, dry over MgSO4, filter, evaporate, then recrystallise it from pet ether. Also recrystallise it from aqueous EtOH and distil it in a vacuum. [Kergomard & Geneix Bull Soc Chim Fr 394 1958, Zweifel & Brown J Am Chem Soc 86 393 1964.] The 3,4-dinitrobenzoyl derivative has m 100-101o, the phenylcarbamoyl derivative has m 137-138o and the acid -phthalate has m 125-126o. [Beilstein 6 III 282, 283.]
Spectrum DetailBack Directory
[Spectrum Detail]

(+)-ISOPINOCAMPHEOL(27779-29-9)1HNMR
(+)-ISOPINOCAMPHEOL(27779-29-9)Raman
(+)-ISOPINOCAMPHEOL(27779-29-9)IR
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