Skip to Content
MilliporeSigma
All Photos(1)

Documents

250856

Sigma-Aldrich

(1S,2S,3S,5R)-(+)-Isopinocampheol

98%

Synonym(s):

(1S,2S,3S,5R)-2,6,6-Trimethylbicyclo[3.1.1]heptan-3-ol, (1S,2S,3S,5R)-3-Pinanol, 3-Pinanol

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C10H18O
CAS Number:
27779-29-9
Molecular Weight:
154.25
Beilstein/REAXYS Number:
2038104
EC Number:
248-657-4
MDL number:
MFCD00074780
UNSPSC Code:
12352001
PubChem Substance ID:
24855077

assay

98%

form

solid

optical activity

[α]20/D +35.1°, c = 20 in ethanol

bp

219 °C (lit.)

mp

51-53 °C (lit.)

SMILES string

C[C@@H]1[C@@H](O)CC2CC1C2(C)C

InChI

1S/C10H18O/c1-6-8-4-7(5-9(6)11)10(8,2)3/h6-9,11H,4-5H2,1-3H3/t6-,7+,8-,9-/m0/s1

InChI key

REPVLJRCJUVQFA-KZVJFYERSA-N

General description

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

Application

(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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

200.1 °F - closed cup

flash_point_c

93.4 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

New thermotropic chiral nematic copolymers using (1S, 2S, 3S, 5R)-(+)-and (1R, 2R, 3R, 5S)-([minus])-isopinocampheol as building blocks.
Chen SH and Tsai ML.
Macromolecules, 23(24) (1990)
Synthesis of enantiopure C 1 symmetric diphosphines and phosphino-phosphonites with ortho-phenylene backbones.
Kottsieper KW, et al.
Tetrahedron Asymmetry, 12(8), 1159-1169 (2001)
Chiral phosphorus dithio acids derived from (1S, 2S, 3S, 5R)-(+)-isopinocampheol. Synthesis and fungicidal activity.
Nizamov IS, et al.
Russian Chemical Bulletin, 61(12), 2370-2371 (2012)
Terpene Analogues of Dithiophospate Pesticides.
Cherkasov RA, et al.
Phosph. Sulfur Relat. Elem., 186(4), 1003-1004 (2011)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service