7378-37-2

Basic information

• Product Name: 7,7-Dimethyl-2-methylenebicyclo[2.2.1]heptane.
• Synonyms: 7,7-Dimethyl-2-methylenebicyclo[2.2.1]heptane.
• CAS NO: 7378-37-2
• Molecular Formula: C₁₀H₁₆
• Molecular Weight: 136.23404
• Mol File: 7378-37-2.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 7,7-Dimethyl-2-methylenebicyclo[2.2.1]heptane.(CAS DataBase Reference)
• NIST Chemistry Reference: 7,7-Dimethyl-2-methylenebicyclo[2.2.1]heptane.(7378-37-2)
• EPA Substance Registry System: 7,7-Dimethyl-2-methylenebicyclo[2.2.1]heptane.(7378-37-2)

Safety Data

• Hazardous Substances Data: 7378-37-2(Hazardous Substances Data)

Upstream product

• 80-56-8 Pinene 
• 7785-70-8 (+)-α-pinene 
• 763-10-0 geranyl diphosphate 
• 22425-99-6 2,7,7-trimethyl-endo-2-norbornyl p-nitrobenzoate 
• 22425-99-6 2,7,7-trimethyl-exo-2-norbornyl p-nitrobenzoate 
• 78672-59-0 (1,3,3-Trimethyl-bicyclo[2.2.1]hept-2-ylidene)-methanone 

Downstream Products

• 684284-10-4 ω-Hydroxy-α-fenchan 
• 4183-87-3 7,7-dimethylbicyclo<2.2.1>heptane-2,3-dione 
• 482288-54-0 C₁₀H₁₆O 
• 482288-54-0 C₁₀H₁₆O 
• 514-15-8 camphor 
• 91057-07-7 7,7-dimethyl-norbornane-2-carboxylic acid 
• 103273-24-1 7,7-dimethyl-norbornane-2-carbaldehyde 
• 514-02-3 2,7,7-trimethyl-endo-2-norbornanol 
• 514-02-3 2,7,7-trimethyl-exo-2-norbornanol 
• 1125-16-2 7,7-dimethyl-2-methylene-bicyclo(2.2.1)heptane epoxide 

Relevant articles and documents

Oxidation of α-pinene by atmospheric oxygen in the supercritical CO2-ethyl acetate system in the presence of Co(II) complexes

The reactivity of monoterpene α-pinene in a flow reactor in the presence of cobalt catalyst in a complex supercritical solvent consisting of CO2 and ethyl acetate is studied over the temperature range of 190-320°C and a pressure range of 110-125 atm. It was found that the main isomerization products include compounds with bicyclo[2.2.1]heptane and p-menthane backbones; the reaction is accompanied by partial racemization. The formation of oxidation products is observed in the presence of air, with epoxydation rather than allylic oxidation being the predominant process at the first stage. The oxidized products (campholenic aldehyde, verbenone, pinocamphone) are shown to be formed with a high enantioselectivity; the formation of acetoxylation products is observed at temperatures above 200°C.

Cloning and characterization of Pfl-1841, a 2-methylenebornane synthase in Pseudomonas fluorescens PfO-1

The pfl-1841 gene from Pseudomonas fluorescens PfO-1 is the only gene in any of the three sequenced genomes of the Gram-negative bacterium P. fluorescens, that is, annotated as a putative terpene synthase. The predicted Pfl-1841 protein, which harbors the two strictly conserved divalent metal binding domains found in all terpene cyclases, is closely related to several known or presumed 2-methylisoborneol synthases, with the closest match being to the MOL protein of Micromonaspora olivasterospora KY11048 that has been implicated as a 2-methylenebornane synthase. A synthetic gene encoding P. fluorescens Pfl-1841 and optimized for expression in Escherichia coli was expressed and purified as an N-terminal His6-tagged protein. Incubation of recombinant Pfl-1841 with 2-methylgeranyl diphosphate produced 2-methylenebornane as the major product accompanied by 1-methylcamphene as well as other minor, monomethyl-homomonoterpene hydrocarbons and alcohols. The steady-state kinetic parameters for the Pfl-1841-catalyzed reaction were K M=110±13 nM and kcat=2.4±0.1×10 -2 s-1. Attempts to identify the P. fluorescens SAM-dependent 2-methylgeranyl diphosphate synthase have so far been unsuccessful.

Liquid-phase isomerization of α-pinene on a natural clinoptilolite

The liquid-phase isomerization of α-pinene on a suspended powder (50-100 μm) of a natural clinoptilolite is studied. It is found that thermoevacuation at 500°C decreases the catalyst's activity and selectivity. The surface acidity decreases, whereas the surface concentration of Fe2+ ions increases. The reaction mechanism is proposed.