565-00-4

Basic information

• Product Name: Comphene
• Synonyms: 2-dimethyl-3-methylene-(+/-)-bicyclo[2.2.1]heptan;FEMA 2229;D,L-CAMPHENE;CAMPHENE 90;CAMPHENE 46;AKOS NCG1-0107;Camphene (contains ca 20% trycyclene);containsca20%richcyclene
• CAS NO: 565-00-4
• Molecular Formula: C₁₀H₁₆
• Molecular Weight: 136.23
• EINECS: 201-234-8
• Mol File: 565-00-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: 48-52 °C(lit.)
• Boiling Point: 159-160 °C(lit.)
• Flash Point: 94 °F
• Appearance: /
• Density: 0.85 g/mL at 25 °C(lit.)
• Vapor Pressure: 3.38mmHg at 25°C
• Refractive Index: 1.483
• Water Solubility: practically insoluble
• CAS DataBase Reference: Comphene(CAS DataBase Reference)
• NIST Chemistry Reference: Comphene(565-00-4)
• EPA Substance Registry System: Comphene(565-00-4)

Safety Data

• Hazard Codes: F
• Statements: 11
• Safety Statements: 16-33
• RIDADR: UN 1325 4.1/PG 2
• WGK Germany: 2
• RTECS: EX1055000
• Hazardous Substances Data: 565-00-4(Hazardous Substances Data)

Usage

Chemical Properties

Camphene is a colorless to white crystalline solid, Camphor, or turpentine odor. It may be shipped as a liquid. Freezing/Melting point 5 50C.

Potential Exposure

Camphene is used to manufacture synthetic camphor; for making moth-proofing and in the cosmetics, perfume, and food flavoring industries.

Shipping

UN1325 Flammable solids, organic, n.o.s., Hazard Class: 4.1; Labels: 4.1-Flammable solid. UN2319 Terpene hydrocarbons, n.o.s., Hazard Class: 3; Labels: 3- Flammable liquid

Purification Methods

Crystallise it twice from EtOH, then repeatedly melted and frozen at 30mm pressure. [Williams & Smyth J Am Chem Soc 84 1808 1962.] Alternatively it is dissolved in Et2O, dried over CaCl2 and Na, filtered, evaporated and the residue is sublimed in a vacuum [NMR: Hana & Koch Chem Ber 111 2527 1978].

Incompatibilities

Forms explosive mixture with air. Emulsions in xylene may violently decompose on contact with iron or aluminum above 70C. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Contact with reducing agents may cause exothermic reaction, releasing flammable hydrogen gas

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.

InChI:InChI=1/C10H16/c1-7-8-4-5-9(6-8)10(7,2)3/h8-9H,1,4-6H2,2-3H3

Upstream product

• 67-56-1 methanol 
• 80-56-8 Pinene 
• 507-70-0 1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol 
• 18172-67-3 beta-pinene 
• 80-56-8 rac-α-pinene 
• 125-12-2 isobornyl acetate 
• 177698-19-0 Beta-pinene 
• 88-89-1 2,4,6-Trinitrophenol 
• 71-43-2 benzene 
• 508-32-7 tricyclene 
• 464-41-5 bornyl chloride 
• 557-34-6 zinc diacetate 
• 64-19-7 acetic acid 
• 7785-70-8 (+)-α-pinene 

Downstream Products

• 86351-88-4 (+/-)-N-(2,3,3-trimethyl-[2exo]norbornyl)-formamide 
• 464-41-5 bornyl chloride 
• 98-82-8 Isopropylbenzene 
• 99-87-6 4-methylisopropylbenzene 
• 13211-15-9 (+-)-camphenilone 
• 124-76-5 isoborneol 
• 50705-16-3 3,3-dimethylbicyclo[2.2.1]heptane-2-carbaldehyde 
• 466-12-6 2-endo-hydroxymethyl-3,3-dimethylbicyclo[2.2.1]heptane-2-exo-ol 
• 464-78-8 ketopinic acid 
• 2792-42-9 (R,R)-camphor oxime 
• 473-35-8 2-(3-carboxy-cyclopentyl)-2-methyl-propionic acid 
• 4017-70-3 2-endo,10-Dichlor-bornan 
• 25570-91-6 (+/-)-2exo-hydroxy-bornane-10-nitrile 
• 76-22-2 Camphor 

Relevant articles and documents

ZrO2-SiO2 mixed oxides xerogel and aerogel as solid acid catalysts for solvent free isomerization of α-pinene and dehydration of 4-methyl-2-pentanol

Sulfated and non-sulfated ZrO2-SiO2 mixed oxide xerogel and aerogel samples having varied Zr/Si molar ratio were evaluated as solid acid catalysts for the isomerization of α-pinene and dehydration of 4-methyl-2-pentanol. Sulfation resulted into enhancement in the catalytic activity of both xerogel and aerogel samples towards the studied reactions. For example, sulfated catalysts showed 86-98% conversion of α-pinene and 8-35% conversion of 4-methyl-2-pentanol. The selectivity data for camphene and limonene indicated the requirement of moderate acidity. The correlation with cyclohexanol dehydration showed that isomerization of α-pinene is a Bronsted acid catalyzed reaction. The relationship of 4-methyl-2-pentanol conversion with acid site density and sulfur per unit area was found to be linear.

Dehydrogenation of β-Pinene to p-Cymene over Platinum-Alumina Catalyst in the Presence of Nitrogen, Hydrogen and Pyridine

Dehydrogenation of β-pinene has been carried out over platinum-alumina (0.6percent Pt) catalyst at 300 deg C in the presence of nitrogen, hydrogen and pyridine.Nitrogen acts as a diluent while hydrogen acts both as a diulent and as a promoter.Pyridine on the other hand functions as a diluent and as a poison.As a result, it affects the formation of different products to different extent.The optimum conditions such as platinum concentration, temperature and contact time for dehydrogenation, hydrogenation and disproportionation reactions were established using cyclohexane, p-cymene and cyclohexene, respectively before actually studying the d ehydrogenation of β-pinene.

Isomerization of β-pinene in the Vapour Phase over Alumina Catalyst: Influence of Partial Pressure of Nitrogen and Pyridine

The isomerization of β-pinene in the vapour phase over alumina catalyst has been studied in the presence of nitrogen and pyridine.The isomerization proceeds via two parallel paths, one giving bicyclic products such as α-pinene and camphene and the other giving rise to monocyclic menthadienes such as dipentene, terpinolene, α-terpinene and γ-terpinene.Nitrogen acts as a diluent while pyridine functions as a diluent and as a poison.As a result, it affects the formation of different products to different extent.The isomerization of β-pinene over alumina follows a second order kinetics.Based on the experimental facts a tentative mechanism, in terms of carbonium ion intermediates, has been proposed.