4080-46-0

Basic information

• Product Name: Bicyclo[3.1.1]hept-2-ene, 6,6-dimethyl-4-methylene-
• CAS NO: 4080-46-0
• Molecular Formula: C10H14
• Molecular Weight: 134.221
• Mol File: 4080-46-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Bicyclo[3.1.1]hept-2-ene, 6,6-dimethyl-4-methylene-(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[3.1.1]hept-2-ene, 6,6-dimethyl-4-methylene-(4080-46-0)
• EPA Substance Registry System: Bicyclo[3.1.1]hept-2-ene, 6,6-dimethyl-4-methylene-(4080-46-0)

Safety Data

• Hazardous Substances Data: 4080-46-0(Hazardous Substances Data)

Usage

General Description

Bicyclo[3.1.1]hept-2-ene, 6,6-dimethyl-4-methylene- is a chemical compound with a bicyclic structure and a distinctive double bond in the ring. It is also known as norcarane and is used as a starting material in organic synthesis. Bicyclo[3.1.1]hept-2-ene, 6,6-dimethyl-4-methylene- is typically produced through a series of chemical reactions, including a Diels-Alder reaction and subsequent hydrogenation. It is also often used as a building block in the synthesis of various pharmaceuticals and agrochemicals due to its unique structure and reactivity. Additionally, norcarane has been studied for its potential applications in materials science, specifically as a monomer for the production of polymers with highly specific properties.

Upstream product

• 515-00-4 myrtenol 
• 71564-06-2 3-chloro-6,6-dimethyl-2-methylenebicyclo[3.1.1]heptane 
• 1686-15-3 trans-pinocarveyl acetate 
• 1845-30-3 trans-verbenol 
• 7785-70-8 (+)-α-pinene 
• 546-67-8 lead(IV) tetraacetate 
• 64-19-7 acetic acid 
• 18448-88-9 2-crotylphenol 
• 7785-70-8 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene 
• 73366-07-1 cis-verbenyl acetate 
• 1674-08-4 3-hydroxy-β-pinene 
• 35670-93-0 myrtenyl acetate 

Downstream Products

• 538-93-2 1-phenyl-2-methylpropane 
• 6069-98-3 cis-1-isopropyl-4-methyl-cyclohexane 
• 1678-98-4 isobutylcyclohexane 
• 6070-02-6 cis-o-menthane 
• 6070-02-6 trans-o-menthane 
• 76786-83-9 o-mentha-1⁽⁷⁾,5,8-triene 
• 3211-48-1 cis-3-carboxy-2,2-dimethylcyclobutylmethanoic acid 
• 99-87-6 4-methylisopropylbenzene 

Relevant articles and documents

Structure Elucidation of C10H14-Dehydroterpenes by Reaction Gas-Chromatography. - Identification of New Terpene Constituents in Essential Oils

Alumina-catalyzed dehydration of C10H16O-monoterpene alcohols and elimination of acetic acid from C10H15OCOCH3-monoterpene acetates were carried out in the injection port of a gas chromatograph.The C10H14-monoterpene hydrocarbons formed were analyzed by gas chromatography and mass spectrometry.By means of this reaction gas chromatographic technique, verbenene (7) and 1,5,8-p-menthatriene (13) were identified unequivocally, for the first time, as constituents of essential oils.

Palladium(II)-catalyzed asymmetric oxidative cyclization of 2-allylphenols in the presence of copper(II) acetate and molecular oxygen. Study of the catalysis of the Wacker-type oxidation

The intramolecular oxidative cyclization of trans-2-(2-butenyl)phenol (2) using (+)-(3,2,10-η-pinene)palladium(II) acetate (1) in the pressure of Cu(OAc)2 and O2 has been studied in order to gain insight into the catalysis of the Wacker-type oxidation. The main results obtained are as follows: (1) the catalytically active Pd(II) species which is different from complex 1 is formed during the reaction, (2) the chiral pinanyl ligand is retained by the catalyst throughout the reaction, and (3) the catalyst consists of copper and palladium linked with an acetate bridge. These results cannot be accounted for by the conventional Wacker-type catalysis involving the reoxidation of palladium(0). A hydroperoxopalladium(II) species coupled with copper(II) acetate is most likely the active catalyst in the present reaction. A mechanism for the enantioselection is also described in comparison with the results obtained by the oxidative cyclization of cis-2-(2-butenyl)phenol.