2734-31-8

Basic information

• Product Name: [1R-(1alpha,2beta,3beta,5alpha)]-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ol
• Synonyms: [1R-(1alpha,2beta,3beta,5alpha)]-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ol;(1R,1α,5α)-2β,6,6-Trimethylbicyclo[3.1.1]heptan-3β-ol;(1R,5S)-2β,6,6-Trimethylbicyclo[3.1.1]heptan-3β-ol;Einecs 220-353-6
• CAS NO: 2734-31-8
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.24932
• EINECS: 220-353-6
• Mol File: 2734-31-8.mol
• Article Data: 22

Chemical Properties

• Melting Point: 45-47 °C
• Boiling Point: 217°Cat760mmHg
• Flash Point: 84.4°C
• Appearance: /
• Density: 0.96g/cm³
• PKA: 15.35±0.60(Predicted)
• CAS DataBase Reference: [1R-(1alpha,2beta,3beta,5alpha)]-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: [1R-(1alpha,2beta,3beta,5alpha)]-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ol(2734-31-8)
• EPA Substance Registry System: [1R-(1alpha,2beta,3beta,5alpha)]-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ol(2734-31-8)

Safety Data

• Hazardous Substances Data: 2734-31-8(Hazardous Substances Data)

Usage

Description

[1R-(1alpha,2beta,3beta,5alpha)]-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ol is a bicyclic terpene alcohol with the molecular formula C10H18O. It is derived from a bicyclic hydrocarbon with an attached hydroxyl group, giving it a unique structure. This chemical compound is known for its pleasant, woody aroma and possesses anti-inflammatory and analgesic properties.

Uses

Used in Flavor and Fragrance Industry:
[1R-(1alpha,2beta,3beta,5alpha)]-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ol is used as a flavoring agent for its pleasant, woody aroma in the food and beverage industry. It is also utilized in the production of perfumes and essential oils due to its distinctive scent.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, [1R-(1alpha,2beta,3beta,5alpha)]-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ol serves as a starting material for the synthesis of various drugs and medications. Its anti-inflammatory and analgesic properties make it a valuable component in the development of medicinal products.

InChI: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+/m1/s1

Upstream product

• 1058019-16-1 C₁₃H₂₀O 
• 768-49-0 (2-methyl-1-propenyl)-benzene 
• 110-82-7 cyclohexane 
• 19894-98-5 6,6-dimethyl-2-methylene-bicyclo[3.1.1]heptan-3-ol 
• 7785-26-4 (-)-α-pinene 
• 80-56-8 Pinene 
• 7785-26-4 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene 
• 14575-92-9 2,3-epoxy-cis-pinane 
• 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 
• 768-00-3 (E)-2-phenyl-2-butene 

Downstream Products

• 473-62-1 (1R,2R,5S)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one 
• 18358-53-7 pinocamphone 
• 497-36-9 Norborneol 
• 29342-53-8 norbornyl chloride 
• 117227-80-2 isopinocampheyl chloride 
• 19889-94-2 (1R)-(2endoH)-pinan-3endo-ol 
• 473-62-1 trans-pinocamphone 

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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