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(+)-ISOPINOCAMPHEOL

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(+)-ISOPINOCAMPHEOL Basic information

Product Name:
(+)-ISOPINOCAMPHEOL
Synonyms:
  • ISOPINOCAMPHEOL, (+)-
  • (1s,2s,3s,5r)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ol
  • ISOPINOCAMPHEOL, (-)-(SG)
  • (1S,2S,3S,5R)-3-Pinanol, 3-Pinanol, (1S,2S,3S,5R)-2,6,6-Trimethylbicyclo[3.1.1]heptan-3-ol
  • (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.)-
  • Nsc167499
  • (1S,2S,3S,5R)-(+)-IsopinocaMpheol 98%
CAS:
27779-29-9
MF:
C10H18O
MW:
154.25
EINECS:
248-657-4
Mol File:
27779-29-9.mol
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(+)-ISOPINOCAMPHEOL Chemical Properties

Melting point:
52-55 °C
Boiling point:
219 °C(lit.)
Density 
0.8389 (rough estimate)
refractive index 
1.4710 (estimate)
Flash point:
93 °C
pka
15.35±0.60(Predicted)
LogP
2.805 (est)
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Safety Information

WGK Germany 
3

MSDS

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(+)-ISOPINOCAMPHEOL Usage And Synthesis

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.]

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