53366-56-6

Basic information

• Product Name: 1-methyl-3-methylidenecyclopentane
• Synonyms: 1-Methyl-3-methylenecyclopentane; Cyclopentane, 1-methyl-3-methylene; cyclopentane, 1-methyl-3-methylene-
• CAS NO: 53366-56-6
• Molecular Formula: C₇H₁₂
• Molecular Weight: 96.1702
• Mol File: 53366-56-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 98.7°C at 760 mmHg
• Density: 0.79g/cm³
• Vapor Pressure: 45.4mmHg at 25°C
• Refractive Index: 1.44
• CAS DataBase Reference: 1-methyl-3-methylidenecyclopentane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-3-methylidenecyclopentane(53366-56-6)
• EPA Substance Registry System: 1-methyl-3-methylidenecyclopentane(53366-56-6)

Safety Data

• Hazardous Substances Data: 53366-56-6(Hazardous Substances Data)

Upstream product

• 89892-81-9 1-Bromomethylbicyclo<2.1.1>hexane 
• 1974-89-6 6-bromo-2-methyl-1-hexene 
• 86549-16-8 6-bromo-5-methylhex-1-ene 
• 90049-44-8 1-Hydroxymethylbicyclo<2.1.1>hexane 
• 29816-68-0 1-Tosyloxymethylbicyclo<2.1.1>hexane 

Downstream Products

• 1757-42-2 3-methyl-cyclopentanone 

Relevant articles and documents

Competitive intramolecular Ti-C versus Al-C alkene insertions: examining the role of Lewis acid cocatalysts in Ziegler-Natta alkene insertion and chain transfer reactions

Mechanistic aspects of Ziegler-Natta olefin insertion, which include catalyst/cocatalyst interactions, chain propagation, and chain termination, have been examined for systems which model the Cp2Ti(Cl)R/RAlCl2 and Cp2Ti(Cl)R/MgX2 catalyst complexes.The reaction of (2-butyl-6-hepten-1-yl)titanocene chloride with (2-propyl-6-hepten-1-yl)aluminum dichloride:diethyl etherate produced 78percent cyclization of the titanocene ligand, while less than 2percent of the ligand originating on aluminum cyclized.In a complementary experiment, the reaction of (2-propyl-6-hepten-1-yl)titanocene chloride and (2-butyl-6-hepten-1-yl)aluminum dichloride:diethyl etherate again produced only intramolecular insertion of the titanium ligand (58percent).Based on these results, equilibretion of ligands through transmetallation between titanium and aluminum did not occur under these reaction conditions, and selective insertion into the titanium-carbon bond was confirmed for this process.Similarly, ligand cyclization with Cp2Ti(Cl)R/MgX2 also occurred through insertion into the titanium-carbon bond.The product distribution generated by the MgX2 was highly solvent dependent.Cyclization in CH2Cl2 was very efficient, while reaction in toluene generated numerous products.Included in the toluene reaction mixture were compounds that resulted from ligand transposition/chain transfer of the titanium ligand. Keywords: Titanium; Aluminium; Magnesium; Olefin insertion; Ziegler-Natta catalysts; Chain transfer