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

Description

Comphene, also known as Camphene, is a colorless to white crystalline solid with a distinct camphor or turpentine odor. It may be shipped as a liquid and has a freezing/melting point of 50°C. Comphene is a naturally occurring monoterpene found in various plant sources, such as camphor trees and some citrus fruits. It is known for its versatile chemical properties and wide range of applications across different industries.

Uses

Used in Pharmaceutical Industry:
Comphene is used as an active ingredient in the pharmaceutical industry for its various medicinal properties. It is known to possess anti-inflammatory, analgesic, and antipyretic effects, making it a valuable component in the formulation of drugs for treating pain, inflammation, and fever.
Used in Flavor and Fragrance Industry:
Comphene is used as a key component in the flavor and fragrance industry due to its strong camphor or turpentine odor. It is commonly used in the production of perfumes, colognes, and other scented products to provide a unique and distinct aroma.
Used in Agrochemical Industry:
In the agrochemical industry, Comphene is utilized as a component in the synthesis of various pesticides and insecticides. Its natural properties make it an effective ingredient in controlling pests and protecting crops.
Used in Cosmetics Industry:
Comphene is used as an additive in the cosmetics industry for its antimicrobial and antifungal properties. It is often found in products such as soaps, lotions, and creams to help maintain a clean and healthy environment for the skin.
Used in Biodegradable Plastics:
Comphene is used as a component in the development of biodegradable plastics. Its natural origin and ability to degrade over time make it an environmentally friendly option for the production of sustainable plastic materials.
Used in Chemical Synthesis:
Comphene is used as a starting material in the chemical synthesis of various compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its versatile chemical properties allow for a wide range of synthetic applications.

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 
• 7785-70-8 (+)-α-pinene 
• 109-63-7 trifluoroborane diethyl ether 
• 80-56-8 Pinene 
• 64-17-5 ethanol 
• 92281-96-4 5,5-dimethyl-6-methylene-norbornan-2-one semicarbazone 
• 141-52-6 sodium ethanolate 
• 20053-48-9 toluene-4-sulfonic acid isobornyl ester 
• 1071684-68-8 4-chloro-2-isopropyl-5-methyl-benzenesulfonic acid bornyl ester 
• 507-70-0 1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol 
• 464-45-9 endo-borneol 
• 124-76-5 isoborneol 
• 464-43-7 d-borneol 
• 464-41-5 bornyl chloride 

Downstream Products

• 74219-20-8 isobornyl formate 
• 1200-67-5 isobornyl formate 
• 378-65-4 2exo-(4-fluoro-phenoxy)-bornane 
• 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 

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.

Liquid Crystalline Catalysis, 3, Monomolecular Rearrangements of Terpene Derivatives in Liquid Crystalline Solvents

The ability of limonene and linalool to rearrange in mesomorphic media is apparently determined by the constraints exerted by the solvent structure on the translational diffusions of the reactant solute molecules.Selective conversions seem to be promoted by the different media.Alkylcyclohexyl- and alkylbicyclohexyl-carboxylic acids and their mixtures with toluic acid have been used as solvents.The B structure of their smectic phases has been demonstrated by X-ray diffraction studies.

Effect of Sulfate Ions on Activity of TiO2, Fe2O3 and ZrO2 for the 2-Pinene Isomerization Reaction

Treatment of titanium oxide, Fe2O3 and ZrO2 with (NH4)2SO4 brought high catalytic activity for isomerization of 2-pinene.The selectivities of the catalysts for formation of camphene and 1,7,7-trimethyltricyclo2.6>heptane(tricyclene) were high (60-70 percent).The effect of sulfate ions has been interpreted in terms of surface acid strenght.Key words: Oxides / Sulphate ion / Isomerization / 2-Pinene