1-methyl-3-methylidenecyclopentane

Base Information

• Chemical Name: 1-methyl-3-methylidenecyclopentane
• CAS No.: 53366-56-6
• Molecular Formula: C7H12
• Molecular Weight: 96.1723
• Mol file: 53366-56-6.mol

Synonyms:3-Methylmethylencyclopentan;7-Chloro-6-fluoro-4-hydroxy-N-(2-hydroxy-3-methylpentyl)-3-quinolinecarboxamide;Cyclopentane,1-methyl-3-methylene;3-methyl-methylenecyclopentane;1-methyl-3-methylene-cyclopentane;1-Methyl-3-methylen-cyclopentan;3-methylmethylenecyclohexane;

Chemical Property of 1-methyl-3-methylidenecyclopentane

Chemical Property:

• Vapor Pressure: 45.4mmHg at 25°C
• Boiling Point: 98.7oC at 760 mmHg
• PSA: 0.00000
• Density: 0.79g/cm3
• LogP: 2.36260

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-methyl-3-methylidenecyclopentane

There total 8 articles about 1-methyl-3-methylidenecyclopentane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

6-bromo-2-methyl-1-hexene (1974-89-6) + 6-bromo-5-methylhex-1-ene (86549-16-8) → 2-Methylhexane (591-76-4) + 5-methyl-1-hexene (3524-73-0) + 2-methyl-1-hexene (6094-02-6) + 1,1-Dimethylcyclopentane (1638-26-2) + 3-methyl-methylenecyclopentane (53366-56-6) + trans-1,3-dimethylcyclopentane (1759-58-6)

Guidance literature:

With bis(cyclopentadienyl)titanium (III) chloride; magnesium; In diethyl ether; Mechanism; Product distribution; Ambient temperature; other bromoalkenes;

DOI:10.1016/0022-328X(94)05095-S

Reference yield:

1-Bromomethylbicyclo<2.1.1>hexane (89892-81-9) → 1-Methylbicyclo<2.1.1>hexane (17065-20-2) + 3-methyl-methylenecyclopentane (53366-56-6)

Guidance literature:

With tri-n-butyl-tin hydride; In various solvent(s); at 70 ℃; for 1h; Irradiation;

Reference yield:

1-Hydroxymethylbicyclo<2.1.1>hexane (90049-44-8) → 3-methyl-methylenecyclopentane (53366-56-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / pyridine / CH₂Cl₂ / 48 h / Ambient temperature

2: 72 percent / LiBr / tetrahydrofuran / 20 h / Ambient temperature

3: Bu₃SnH / various solvent(s) / 1 h / 70 °C / Irradiation

With pyridine; tri-n-butyl-tin hydride; lithium bromide; In tetrahydrofuran; dichloromethane;

upstream raw materials:

1-Bromomethylbicyclo<2.1.1>hexane

6-bromo-2-methyl-1-hexene

6-bromo-5-methylhex-1-ene

1-Hydroxymethylbicyclo<2.1.1>hexane

Downstream raw materials:

3-methyl-cyclopentanone

Refernces

• 1、 Della, Ernest W.,Schiesser, Carl H.,Taylor, Dennis K.,Walton, John C.. "A Kinetic and Theoretical Study of Ring-opening of Bicyclopentylmethyl and Bicyclohexylmethyl Radicals". . p. 1329 - 1333. Retrieved 2007/10/02.