2808-80-2

Basic information

• Product Name: 1-Methyl-4-methylenecyclohexane.
• Synonyms: 1-Methyl-4-methylenecyclohexane.;1-Methylene-4-methylcyclohexane;1-Methyl-4-methylidenecyclohexane
• CAS NO: 2808-80-2
• Molecular Formula: C₈H₁₄
• Molecular Weight: 110.2
• Mol File: 2808-80-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 141.55°C (rough estimate)
• Flash Point: 12.5°C
• Appearance: /
• Density: 0.7910
• Vapor Pressure: 17.1mmHg at 25°C
• Refractive Index: 1.4465
• CAS DataBase Reference: 1-Methyl-4-methylenecyclohexane.(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-4-methylenecyclohexane.(2808-80-2)
• EPA Substance Registry System: 1-Methyl-4-methylenecyclohexane.(2808-80-2)

Safety Data

• Hazardous Substances Data: 2808-80-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H14/c1-7-3-5-8(2)6-4-7/h8H,1,3-6H2,2H3

Upstream product

• 97777-91-8 (-)-(4-methyl-cyclohex-1-enyl)-acetic acid 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 589-92-4 1-methylcyclohexan-4-one 
• 67-56-1 methanol 
• 104-93-8 p-methylanizole 
• 1822-00-0 trimethylsilylmethyllithium 
• 594-19-4 tert.-butyl lithium 
• 77842-31-0 (4-methylcyclohexylidene)acetic acid 
• 85179-91-5 4-methylcyclohexane-1,1-diacetic acid 
• 861575-72-6 (1-bromo-4-methyl-cyclohexyl)-acetic acid 
• 4746-97-8 cyclohexanedione monoethylene ketal 
• 66336-42-3 8-methyl-1,4-dioxa-spiro[4.5]decan-8-ol 
• 935-51-3 8-methyl-1,4-dioxaspiro[4.5]decane. 
• 147151-51-7 1-<(Tosyloxy)methyl>-4-methylenecyclohexane 

Downstream Products

• 17557-09-4 1,4-Bis-trimethylsilanylmethyl-benzene 
• 7132-93-6 (trans-4-methyl-cyclohexyl)-acetic acid 
• 7132-95-8 (cis-4-methyl-cyclohexyl)-acetic acid 
• 2207-04-7 trans-1,4-dimethylcyclohexane 
• 624-29-3 cis-1,4-dimethylcyclohexane 
• 106-42-3 para-xylene 
• 92242-09-6 equatorial-1-hydroperoxy-1-(bromomethyl)-4-methylcyclohexane 
• 3937-49-3 (trans-4-methylcyclohexyl)methanol 
• 3937-48-2 (cis-4-Methyl-cyclohexyl)-methanol 

Relevant articles and documents

Effect of ketene additive and Si/Al ratio on the reaction of methanol over HZSM-5 catalysts

The influence of ketene as possible intermediate for the reaction of methanol to aromatics was investigated over HZSM-5 catalysts (Si/Al ratio of 15 and 9) using diketene-acetone (2,2,6-trimethyl-4H-1,3-dioxin-4-one) as ketene precursor under atmospheric

Halogenated Terpenoids. XXIX the 1-Bromo 1-Bromomethyl Cyclohexyl System

Bromination of methylene groups exocyclic to cyclohexyl systems normally affords two isomeric products; the axial 1-bromo equatorial 1-bromomethyl compound and the axial 1-bromomethyl equatorial 1-bromo derivative. Free energy differences between these two isomers, and the conformations adopted by the axial 1-bromomethyl group, have been explored by n.m.r. spectroscopy, by X-ray crystallography and by MM3 calculations. Evidence is presented to show that the ax-bromomethyl group exists primarily as those rotamers which site the bromine atom synclinal to the vicinal bromine. The A value for a bromomethyl group in this system is then similar to that of an unsubstituted methyl group.

Synthesis of Bridgehead-Substituted Bicycloheptanes by Radical Cyclization

A kinetic investigation shows that the rate of cyclization (kC) of the (4-methylenecyclohexyl)methyl radical 3 at 25 deg C is 4.4 x 102 s-1, which is considerably slower than that (2.3 x 105 s-1) of the parent 5-hexenyl radical.The energy of activation for the process 3 -> 4 is 12.8 kcal mol-1, which is in excellent agreement with theoretical values derived from force-field calculations.Ring-closure of appropriately substituted (4-methylenecyclohexyl)methyl radical precursors allows the synthesis of bicycloheptyl systems with useful functionality at the bridgehead to be achieved readily and in high yield.An interesting example is given of the application of an iodine-atom-transfer cyclization to the synthesis of a bicycloheptane functionalized at C7 and C1.