116724-26-6

Basic information

• Product Name: (1R,4S)-7,7-dimethyl-2-methylidenebicyclo[2.2.1]heptane
• Synonyms: (1R,4S)-7,7-Dimethyl-2-methylenebicyclo[2.2.1]heptane; bicyclo[2.2.1]heptane, 7,7-dimethyl-2-methylene-, (1R,4S)-
• CAS NO: 116724-26-6
• Molecular Formula: C₁₀H₁₆
• Molecular Weight: 136.234
• Mol File: 116724-26-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 158.6°C at 760 mmHg
• Flash Point: 34.9°C
• Density: 0.88g/cm³
• Vapor Pressure: 3.38mmHg at 25°C
• Refractive Index: 1.483
• CAS DataBase Reference: (1R,4S)-7,7-dimethyl-2-methylidenebicyclo[2.2.1]heptane(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,4S)-7,7-dimethyl-2-methylidenebicyclo[2.2.1]heptane(116724-26-6)
• EPA Substance Registry System: (1R,4S)-7,7-dimethyl-2-methylidenebicyclo[2.2.1]heptane(116724-26-6)

Safety Data

• Hazardous Substances Data: 116724-26-6(Hazardous Substances Data)

Upstream product

• 80-56-8 Pinene 
• 33404-67-0 β-Fenchene 
• 64-17-5 ethanol 
• 7664-93-9 sulfuric acid 
• 131348-01-1 (1S)-endo-fenchylamine 
• 64-19-7 acetic acid 
• 512-13-0 (-)-α-fenchol 
• 79-04-9 chloroacetyl chloride 
• 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

• 1125-16-2 7,7-dimethyl-2-methylene-bicyclo(2.2.1)heptane epoxide 
• 514-15-8 camphor 
• 71686-38-9 exo-isofenchyl alcohol 
• 4183-87-3 7,7-dimethylbicyclo<2.2.1>heptane-2,3-dione 
• 135970-08-0 N-acetyl-(7,7-dimethylnorborn-2R-yl)-(R)-alanine 
• 135897-18-6 N-acetyl-(7,7-dimethylnorborn-2R-yl)-(R,S)-alanine 
• 514-02-3 2,7,7-trimethyl-endo-2-norbornanol 
• 514-02-3 2,7,7-trimethyl-exo-2-norbornanol 
• 684284-10-4 [(2R)-endo]-1R,4S-7,7-dimethylbicyclo[2.2.1]heptan-2-yl-methanol 
• 684284-10-4 [(2S)-exo]-1R,4S-7,7-dimethylbicyclo[2.2.1]heptan-2-yl-methanol 
• 91057-07-7 7,7-dimethyl-norbornane-2-carboxylic acid 
• 103273-24-1 7,7-dimethyl-norbornane-2-carbaldehyde 

Relevant articles and documents

Supported H4SiW12O40 catalysts for α-pinene isomerization

The heterogeneous isomerization of α-pinene was studied at 100, 130 and 160°C using 10% supported H4SiW12O40 (SiW) on SiO2, TiO2 and HZSM-5. The effect of the reaction temperature and the concentratio

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.

Acidic property of FSM-16

Siliceous FSM-16 possesses acid sites to catalyze but-1-ene isomerization to produce but-2-ene (cis/trans = 1.4-1.7) at 323 K and 2,6,6- trimethylbicyclo[3.1.1]hept-2-ene (α-pinene) isomerization at 303 K. Catalytic activity was dependent upon heat treatment and reached a maximum at 673 K. The maximum acid strength was invariably H0 = -3.0 independent of the pretreatment temperatures. The acidity was much reduced by calcination at higher temperatures, but restored by water treatment at 353 K as long as the FSM-16 retained its structure.