27779-29-9

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 NO: 27779-29-9
• Molecular Formula: C10H18O
• Molecular Weight: 154.25
• EINECS: 248-657-4
• Mol File: 27779-29-9.mol
• Article Data: 22

Chemical Properties

• Melting Point: 52-55 °C
• Boiling Point: 219 °C(lit.)
• Flash Point: 93 °C
• Appearance: /
• Density: 0.8389 (rough estimate)
• Vapor Pressure: 0.0292mmHg at 25°C
• Refractive Index: 1.4710 (estimate)
• PKA: 15.35±0.60(Predicted)
• CAS DataBase Reference: (+)-ISOPINOCAMPHEOL(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-ISOPINOCAMPHEOL(27779-29-9)
• EPA Substance Registry System: (+)-ISOPINOCAMPHEOL(27779-29-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 27779-29-9(Hazardous Substances Data)

Usage

Description

(+)-ISOPINOCAMPHEOL, also known as (1S,2S,3S,5R)-Isopinocampheol, is a chiral terpenol derived from natural sources. It is a valuable compound due to its unique chemical structure and properties, which make it suitable for various applications across different industries.

Uses

Used in Pharmaceutical Industry:
(+)-ISOPINOCAMPHEOL is used as a key component in the synthesis of bioactive compounds with antifungal effects. Its chiral nature allows for the development of targeted therapies against specific fungal infections, potentially leading to more effective treatments with fewer side effects.
Used in Polymer Industry:
(+)-ISOPINOCAMPHEOL is used as a monomer in the preparation of thermotropic chiral nematic side-chain copolymers. These copolymers have unique properties, such as liquid crystalline behavior and chiral nematic order, which can be exploited in various applications, including advanced materials and display technologies.
Used in Chemical Synthesis:
(+)-ISOPINOCAMPHEOL is used as a starting material or intermediate in the synthesis of various phosphino-phosphonite ligands and dithiophosphoric acid derivatives. These compounds have potential applications in catalysis, coordination chemistry, and other areas of chemical research.

InChI:InChI=1/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

Upstream product

• 99493-12-6 B-crotyldiisopinocampheylborane 
• 344796-28-7 (2R,3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-2-methyl-pentanal 
• 498-66-8 norborn-2-ene 
• 767-99-7 (Z)-2-phenylbut-2-ene 
• 768-00-3 (E)-2-phenyl-2-butene 
• 14575-92-9 2,3-epoxy-cis-pinane 
• 7785-26-4 (-)-α-pinene 
• 80-56-8 Pinene 
• 7785-26-4 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene 
• 401788-78-1 (R)-7-Benzyloxy-2-methyl-heptanal 
• 590-18-1 (Z)-2-Butene 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 
• 4165-86-0 (E)-(1-ethylpropenyl)benzene 
• 4165-78-0 (Z)-(1-ethylpropenyl)benzene 

Downstream Products

• 473-62-1 trans-pinocamphone 
• 99-87-6 4-methylisopropylbenzene 

Relevant articles and documents

Preparation of crystalline (diisopinocampheyl)borane

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Synthesis and ultraviolet absorption characteristics of 4-arylidene isopinocamphones from α-pinene

A new series of 4-arylidene isopinocamphones were synthesized from α-pinene which is a natural chemical from pine tree and their ultraviolet absorption characteristics were investigated. (+)Isopinocamphone was obtained from α-pinene by hydroboration-oxidation and then it was reacted with benzaldehyde, p-methylbenzaldehyde, p -methoxybenzaldehyde, p-chlorobenzaldehyde, furfural and p -nitrobenzaldehyde in the presence of alkali catalysts to get 4-arylidene isopinocamphones including 2-benzylidene-4,6,6-trimethylbicyclo[3.1.1]heptan-3-one (1), 2,6,6-trimethyl-4-(4-methyl benzyl)bicyclo[3.1.1]heptane-3-one (2), 2-(4-methoxybenzylidene)-4,6,6-trimethylbicyclo[3.1.1] heptan-3-one ( 3 ), 2-(4-chlorobenzylidene)-4,6,6-trimethylbicyclo[3.1.1]heptan-3-one (4 ), 2-(furan-2-methylene)-4,6,6-trimethylbicyclic [3.1.1] heptane-3-one (5) and 2,6,6-trimethyl-4-(4-nitrobenzylidene)bicyclo[3.1.1]heptan-3-one (6). he structures of 4-arylidene isopinocamphones were determined by FT-IR, 1H NMR, 13/C NMR and GC-MS technique. Their ultraviolet absorption characteristics and light stability was further examined. The results showed that compounds 1 , 2, 3 and 5 could be used as Btype UV absorbents, compounds 4 and 6 could be used as A-type UV absorbents and compounds 6 had both functions as UV-A and UVB types absorbents. The light stability sequence of these compounds was (2 ) > (1) ≈ (3) ≈ (4) ≈(6) > (5).

Synthesis of (+)-B-allyldiisopinocampheylborane and its reaction with aldehydes

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