16491-15-9

Basic information

• Product Name: 1,5-DIMETHYLCYCLOPENTENE
• Synonyms: 1,2-Dimethyl-2-cyclopentene;1,5-Dimethyl-1-cyclopentene;2,3-Dimethylcyclopentene;cyclopentene,1,5-dimethyl-;1,5-DIMETHYLCYCLOPENTENE;Einecs 240-550-0
• CAS NO: 16491-15-9
• Molecular Formula: C₇H₁₂
• Molecular Weight: 96.17
• EINECS: 240-550-0
• Mol File: 16491-15-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: -118°C
• Boiling Point: 102.05°C
• Flash Point: °C
• Appearance: /
• Density: 0.7750
• Vapor Pressure: 39.6mmHg at 25°C
• Refractive Index: 1.4304
• CAS DataBase Reference: 1,5-DIMETHYLCYCLOPENTENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-DIMETHYLCYCLOPENTENE(16491-15-9)
• EPA Substance Registry System: 1,5-DIMETHYLCYCLOPENTENE(16491-15-9)

Safety Data

• Hazardous Substances Data: 16491-15-9(Hazardous Substances Data)

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

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

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 articles and documents

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.

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 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.