250856
(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
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About This Item
Empirical Formula (Hill Notation):
C10H18O
CAS Number:
Molecular Weight:
154.25
EC Number:
248-657-4
UNSPSC Code:
12352001
PubChem Substance ID:
Beilstein/REAXYS Number:
2038104
MDL number:
Assay:
98%
Form:
solid
InChI key
REPVLJRCJUVQFA-KZVJFYERSA-N
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
SMILES string
C[C@@H]1[C@@H](O)CC2CC1C2(C)C
assay
98%
form
solid
optical activity
[α]20/D +35.1°, c = 20 in ethanol
bp
219 °C (lit.)
mp
51-53 °C (lit.)
Quality Level
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
WGK 3
flash_point_f
200.1 °F - closed cup
flash_point_c
93.4 °C - closed cup
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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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)
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)
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)
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