25907-92-0

Basic information

• Product Name: Cyclohexene, 5,5-dimethyl-3-methylene-
• CAS NO: 25907-92-0
• Molecular Formula: C9H14
• Molecular Weight: 122.21
• Mol File: 25907-92-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Cyclohexene, 5,5-dimethyl-3-methylene-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexene, 5,5-dimethyl-3-methylene-(25907-92-0)
• EPA Substance Registry System: Cyclohexene, 5,5-dimethyl-3-methylene-(25907-92-0)

Safety Data

• Hazardous Substances Data: 25907-92-0(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 470-99-5 isophorol 
• 22146-18-5 4,4-dimethylhepta-1,6-diene 
• 19687-18-4 acetic acid 3,5,5-trimethylcyclohex-2-enyl ester 
• 71-23-8 propan-1-ol 
• 67-56-1 methanol 
• 78-59-1 3,5,5-Trimethylcyclohex-2-en-1-one 
• 127130-79-4 3,5,5-Trimethyl-2-cyclohexenone tosylhydrazone sodium salt 
• 127130-78-3 3,5,5-Trimethyl-2-cyclohexenone tosylhydrazone lithium salt 
• 65577-93-7 3-Iodo-5-iodomethyl-1,1-dimethyl-cyclohexane 

Downstream Products

• 108-38-3 m-xylene 
• 68483-49-8 Acetic acid 1-hydroxy-5,5-dimethyl-cyclohex-2-enylmethyl ester 

Relevant articles and documents

Vapor-Phase Reduction of Aldehydes and Ketones with 2-Propanol over Hydrous Zirconium Oxide

Vapor-phase reduction of aldehydes and ketones with 2-propanol was carried out over hydrous zirconium oxide.The reduction proceeded efficiently to give corresponding alcohols.The oxide worked continuously for 10 h without being inactivated.

The reaction of cyclic allylic alcohols with aliphatic alcohols in the presence of cerium(III) chloride

Cyclic secondary and tertiary allylic alcohols react with primary aliphatic alcohols in the presence of cerium(III) chloride heptahydrate to give alkyl allylic ethers. When secondary or tertiary aliphatic alcohols are used 1,3-dienes are obtained from allylic alcohols heaving the 3-methyl-2-en-1-ol moiety (3-8, 13-15).

Chemistry of 1-Carbena-5-hexyne and Related Intermediates

Pyrolysis of the lithium salt of the tosylhydrazone of 4,4-dimethyl-6-heptyn-2-one (6b) as the dry salt over a temperature range of 150 to 200 deg C formed 4,4-dimethyl-1-hepten-6-yne (8), cis-4,4-dimethyl-5-hepten-1-yne (9), and trans-4,4-dimethyl-5-hepten-1-yne (10) with an average acyclic enyne composition of 11.1:4.9:84.0.The fourth product component, 1,5,5-trimethyl-1,3-cyclohexadiene (11a), was formed in 22-28percent relative to the acyclic enyne fraction.In order to test for a carbene to carbene equilibration, the lithium and sodium salts of 3,5,5-trimethyl-2-cyclohexenone tosylhydrazone were pyrolyzed.The lithium (sodium) salt formed 95.2percent (96.7percent) 11 and 4.8percent (3.3percent) 5,5-dimethyl-1-methylene-2-cyclohexene (19).Pyrolysis of the sodium salt of 4,4-dimethyl-6-heptyn-2-one (6c) generated an increased amount of cyclic product exhibiting a product composition of 72.0percent 11a, 8.7percent 8, 2.3percent 9, and 17.0percent 10, whereas the pyrolysis of 6c in the presence of 3.0 equiv of LiBr produced a product composition poorer in cyclic product (34.6percent 11a, 13.2percent 8, 5.2percent 9, and 47.2percent 10).Thermolysis of the lithium (sodium) salt of the tosylhydrazone of 2-heptanon-6-yne generates products with a reaction composition of 4.8percent (47.8percent) 1-methyl-1,3-cyclohexadiene (11b), 8.1percent (5.9percent) 1-hepten-6-yne (21), 29.9percent (11.4percent) cis-5-hepten-1-yne (22), and 57.3percent (35.1percent) trans-5-hepten-1-yne (23).In order to characterize the alkynylcarbenes formed in these decompositions, the related saturated systems were investigated by pyrolysis of the lithium and sodium salts of the tosylhydrazones of 2-heptanone and 4,4-dimethyl-2-heptanone.The mechanistic pathways for the decomposition of 2-diazo-4,4-dimethyl-1-heptyne are described in terms of (a) a pyrazole route and (b) a carbene to carbene rearrangement.