554-59-6

Basic information

• Product Name: carane
• Synonyms: 3,7,7-Trimethylbicyclo[4.1.0]heptane;Carane【terpenoid】
• CAS NO: 554-59-6
• Molecular Formula: C₁₀H₁₈
• Molecular Weight: 138.25
• Mol File: 554-59-6.mol

Chemical Properties

• Boiling Point: 169°C at 760 mmHg
• Flash Point: 36°C
• Appearance: /
• Density: 0.844g/cm³
• Vapor Pressure: 2.09mmHg at 25°C
• Refractive Index: 1.454
• CAS DataBase Reference: carane(CAS DataBase Reference)
• NIST Chemistry Reference: carane(554-59-6)
• EPA Substance Registry System: carane(554-59-6)

Safety Data

• Hazardous Substances Data: 554-59-6(Hazardous Substances Data)

Usage

Uses

Carane is used as a chemical intermediate in the synthesis of various organic compounds, particularly in the pharmaceutical and chemical industries. Its unique structure and properties make it a valuable building block for the development of new drugs and other chemical products.

InChI:InChI=1/C10H18/c1-7-4-5-8-9(6-7)10(8,2)3/h7-9H,4-6H2,1-3H3

Upstream product

• 3479-89-8 3,7,7-trimethyl-cyclohepta-1,3,5-triene 
• 85390-86-9 8,8-Diiodo-2,6-dimethyl-2-octene 
• 5989-27-5 D-limonene 
• 13466-78-9 3-carene 

Downstream Products

• 99-82-1 Menthane 
• 99-87-6 4-methylisopropylbenzene 
• 1124-27-2 p-4⁽⁸⁾-menthene 
• 13828-34-7 1-methyl-3-(1-methylethylidene)cyclohexane 
• 500-00-5 3-p-menthene 
• 6070-00-4 cis-m-Menthane 
• 1124-25-0 trans-8-p-menthene 
• 1879-07-8 cis-p-8-menthene 
• 24399-15-3 trans-m-menthene 
• 24399-15-3 cis-m-menthene 
• 470-82-6 1,8-Cineole 
• 82395-76-4 (1S,3R)-1-(1-Methoxy-1-methyl-ethyl)-3-methyl-cyclohexane 
• 82395-74-2 trans-8-Methoxy-p-menthane 
• 13828-32-5 m-2-menthene 

Relevant articles and documents

A new approach for bio-jet fuel generation from palm oil and limonene in the absence of hydrogen

The traditional methodology includes a carbon-chain shortening strategy to produce bio-jet fuel from lipids via a two-stage process with hydrogen. Here, we propose a new solution using a carbon-chain filling strategy to convert C10 terpene and lipids to jet fuel ranged hydrocarbons with aromatic hydrocarbon ingredients in the absence of hydrogen.

Photochemistry of Alkyl Halides. 9. Geminal Dihalides

The photobehavior of the geminal dihalides (diiodomethyl)cyclohexane (7), (bromoiodomethyl)cyclohexane (11), (dibromomethyl)cyclohexane (17), (diiodomethyl)cyclopentane (22), 3,3-dimethyl(diiodomethyl)cyclobutane (27), and 8,8-diiodo-2,6-dimethyl-2-octene (31) has been studied and compared with that previously observed for diiodomethane.In all solvents the corresponding vinyl halides (iodomethylene)cyclohexane (13), (bromomethylene)cyclohexane (21), (iodomethylene)cyclopentane (23), 3,3-dimethyl(iodomethylene)cyclobutane (28), or cis- and trans-3,7-dimethyl-1-iodo-1,6-octadiene (33) were obtained, which are thought to arise from α-halo cationic intermediate formed via initial light-induced homolytic cleavage of the carbon-iodine bond followed by electron transfer within the resulting caged radical pair, as shown in Schemes II and III.In the case of diiodide 31 competing intramolecular trapping of the α-iodo cation afforded in addition the cyclized isopulegyl iodide (34).In polar solvents the vinyl iodides were accompanied by the nonhalogenated products methylenecyclohexane (15), 1-methylcyclopentene (25), cyclohexene (26), 4,4-dimethylcyclopentene (29), and cis- and trans-carane (35), which are thought also to arise from the α-halo cationic intermediate. 1.1-Diiodo-2,2-dimethylpropane (1b) afforded 2-methyl-2-butene (6b).Except for carane (35) from diiodide 31 there was no detectable formation of cyclopropanes.In methanol the nucleophilic substitution products (dimethoxymethyl)cyclohexane (14), (dimethoxymethyl)cyclopentane (24), and 1,1-dimethoxy-2,2-dimethylpropane (30) were obtained.It is concluded that geminal dihalides undergo predominant, if not exclusive, photoreaction via initial clea vage of a single carbon-halogen bond in analogy with monohalides and that carbene intermediates are not formed.A similiar conclusion has been reached previously for diiodomethane in the photocyclopropanation of alkenes.

HETEROGENEOUS HYDROGENATION OF 3,7,7-TRIMETHYLCYCLOHEPTA-1,3,5-TRIENE

It has been shown that the intermediate products of the hydrogenation of 3,7,7-trimethylcyclohepta-1,3,5-triene on platinum black are 2- and 3-carenes, in addition to olefins and dienes of the 1,1,4-trimethylcycloheptane series.The final hydrogenation products contains 96percent of 1,1,4-trimethylcycloheptane and 4percent of carenes.