16491-15-9

Usage

Type of compound

Cyclic hydrocarbon

Structure

Contains a cyclopentene ring with two methyl groups attached to the first and fifth carbon atoms

Unsaturation

Unsaturated hydrocarbon

Usage

Chemical intermediate in the production of various organic compounds

Applications

Synthesis of pharmaceuticals and agrochemicals

Physical state

Flammable liquid

Safety precautions

Should be handled with caution due to potential hazards

InChI:InChI=1/C7H12/c1-6-4-3-5-7(6)2/h4,7H,3,5H2,1-2H3

Upstream product

• 19550-45-9 1,2-Dimethylcyclopentan-1-ol 
• 59383-67-4 2-cyclobutyl-propan-2-ol 
• 591-49-1 1-methylcyclohex-1-ene 
• 112-80-1 cis-Octadecenoic acid 
• 1120-72-5 2-Methylcyclopentanone 
• 10472-24-9 methyl 2-oxocyclopentane-1-carboxylate 
• 591-47-9 4-methylcyclohexene 
• 917-64-6 methyl magnesium iodide 
• 71805-61-3 7,7-dimethyl-2,3-diaza-bicyclo[2.2.1]hept-2-ene 
• 56404-39-8 (+/-)-1-r-acetoxy-1,2t-dimethyl-cyclopentane 
• 56404-39-8 (+/-)-1-r-acetoxy-1,2c-dimethyl-cyclopentane 

Downstream Products

• 765-47-9 1,2-dimethylcyclopentene 
• 1192-18-3 cis-1,2-dimethylcyclopentane 
• 822-50-4 trans-1,2-dimethylcyclopentane 
• 64-18-6 formic acid 
• 3128-07-2 6-oxoheptanoic acid 
• 110-15-6 succinic acid 
• 64-19-7 acetic acid 

Relevant academic research and scientific papers

Thermal and Photochemical Reactions of Bicyclic Azoalkanes in Concentrated Sulfuric Acid

Thermolysis of bicyclic azo compounds 1a-d in concentrated sulfuric acid affords ethylene (trapped as ethyl sulfate) and pyrazoles 3 in marked contrast to thermolysis of the nonprotonated azoalkanes, for which only loss of nitrogen (N2) is observed.

One-step hydroprocessing of fatty acids into renewable aromatic hydrocarbons over Ni/HZSM-5: Insights into the major reaction pathways

For high caloricity and stability in bio-aviation fuels, a certain content of aromatic hydrocarbons (AHCs, 8-25 wt%) is crucial. Fatty acids, obtained from waste or inedible oils, are a renewable and economic feedstock for AHC production. Considerable amounts of AHCs, up to 64.61 wt%, were produced through the one-step hydroprocessing of fatty acids over Ni/HZSM-5 catalysts. Hydrogenation, hydrocracking, and aromatization constituted the principal AHC formation processes. At a lower temperature, fatty acids were first hydrosaturated and then hydrodeoxygenated at metal sites to form long-chain hydrocarbons. Alternatively, the unsaturated fatty acids could be directly deoxygenated at acid sites without first being saturated. The long-chain hydrocarbons were cracked into gases such as ethane, propane, and C6-C8 olefins over the catalysts' Br?nsted acid sites; these underwent Diels-Alder reactions on the catalysts' Lewis acid sites to form AHCs. C6-C8 olefins were determined as critical intermediates for AHC formation. As the Ni content in the catalyst increased, the Br?nsted-acid site density was reduced due to coverage by the metal nanoparticles. Good performance was achieved with a loading of 10 wt% Ni, where the Ni nanoparticles exhibited a polyhedral morphology which exposed more active sites for aromatization.

A SYNTHESIS OF GYMNOMITROL

Condensation of 1,2-dimethylcyclopentene 10 with 2-methyl-4,4,5-trimethoxycyclohexa-2,5-dienone 7 in methylene chloride-nitromethane with added stannic chloride gave a mixture of the two diastereomeric bicyclooctanes 13 and 14 by ionic cycloaddition.After selective reduction of the saturated carbonyl group with sodium borohydride, and hydrogenation of the double bond the two epimers 18 and 20 (ratio 3.3:1) were separable by chromatography.Protection of the hydroxy group in 18 with dihydropyran and, reduction of the α-methoxyketone 19 with calcium in liquid ammonia gave ketone 21.Gymnomitrol 1 was then prepared by Wittig olefination followed by deprotection of the hydroxy group.

A synthesis of gymnomitrol

Condensation of 1,2 - dimethylcyclopentene 10 with 2 - methyl - 4,4, 5 - trimethoxycyclohexa - 2,5 -dienone 7 in methylene chloride - nitromethane with added stannic chloride gave a mixture of the two diastereomeric bicycle[3.2.1]octanes 13 and 14 by ionic [4+2]cycloaddition. After selective reduction of the saturated carbonyl group with sodium borohydride, and hydrogenation of the double bond the two epimers 18 and 20 (ratio 3.3:1) were separable by chromatography. Protection of the hydroxy group in 18 with dihydropyran and, reduction of the α-methoxyketone 19 with calcium in liquid ammonia gave ketone 21. Gymnomitrol 1 was then prepared by Wittig olefination followed by deprotection of the hydroxy group.

A synthesis of gymnomitrol

Condensation of 1,2 - dimethylcyclopentene 10 with 2 - methyl - 4,4, 5 - trimethoxycyclohexa - 2,5 -dienone 7 in methylene chloride - nitromethane with added stannic chloride gave a mixture of the two diastereo-meric bicyclo[3.2.1]octanes 13 and 14 by ionic [4+2]cycloaddition. After selective reduction of the saturated carbonyl group with sodium borohydride, and hydrogenation of the double bond the two epimers 18 and 20 (ratio 3.3:1) were separable by chromatography. Protection of the hydroxy group in 18 with dihydropyran and, reduction of the α-methoxyketone 19 with calcium in liquid ammonia gave ketone 21. Gymnomitrol 1 was then prepared by Wittig olefination followed by deprotection of the hydroxy group.