25465-65-0

Basic information

• Product Name: (-)-Isopinocampheol
• Synonyms: (-)-ISOPINOCAMPHEOL;ISOPINOCAMPHEOL, (-)-;(-)3-PINANOL;3-PINANOL;(1R,2R,3R,5S)-2,6,6-TRIMETHYL-BICYCLO[3.1.1]HEPTAN-3-OL;(1R,2R,3R,5S)-3-PINANOL;(1R,2R,3R,5S)-(-)-ISOPINOCAMPHEOL;(-)-pinan-3-ol
• CAS NO: 25465-65-0
• Molecular Formula: C10H18O
• Molecular Weight: 154.25
• EINECS: 247-011-9
• Product Categories: Plant Oils, Toxins, Phenolic Acids & Derivatives
• Mol File: 25465-65-0.mol
• Article Data: 21

Chemical Properties

• Melting Point: 52-55 °C
• Boiling Point: 219 °C(lit.)
• Flash Point: 200 °F
• Appearance: /
• Density: 0.8389 (rough estimate)
• Vapor Pressure: 0.029mmHg at 25°C
• Refractive Index: 1.4710 (estimate)
• BRN: 2038100
• CAS DataBase Reference: (-)-Isopinocampheol(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-Isopinocampheol(25465-65-0)
• EPA Substance Registry System: (-)-Isopinocampheol(25465-65-0)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 25465-65-0(Hazardous Substances Data)

Usage

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.]

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+/m1/s1

Upstream product

• 873-66-5 1-propenylbenzene 
• 768-49-0 (2-methyl-1-propenyl)-benzene 
• 80-56-8 Pinene 
• 14575-92-9 2,3-epoxy-cis-pinane 
• 1686-14-2 (1R,2R,4S,6R)-2,7,7-trimethyl-3-oxatricyclo[4.1.1.0.^2,4]octane 
• 7785-26-4 (-)-α-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 
• 768-00-3 (E)-2-phenyl-2-butene 
• 767-99-7 (Z)-2-phenylbut-2-ene 

Downstream Products

• 39166-57-9 (+)-isopinocampheyl acetate 
• 473-62-1 trans-pinocamphone 
• 1309853-93-7 C₂₇H₄₃O₄PS₂ 
• 1309853-92-6 C₂₇H₄₃O₃PS₂ 
• 14575-90-7 isopinocamphyl tosylate 
• 497-36-9 Norborneol 

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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