4080-46-0

Usage

Uses

Used in Organic Synthesis:
Bicyclo[3.1.]hept-2-ene, 6,6-dimethyl-4-methyleneis used as a starting material in organic synthesis for its unique structure and reactivity, enabling the creation of a variety of complex organic compounds.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, norcarane is used as a building block in the synthesis of various pharmaceuticals and agrochemicals. Its unique structure and reactivity contribute to the development of new and effective drugs.
Used in Materials Science:
Bicyclo[3.1.1]hept-2-ene, 6,6-dimethyl-4-methylenehas been studied for its potential applications in materials science. It is considered as a monomer for the production of polymers with highly specific properties, which could be beneficial in various high-performance material applications.
Production Methods:
Bicyclo[3.1.1]hept-2-ene, 6,6-dimethyl-4-methyleneis typically produced through a series of chemical reactions, including a Diels-Alder reaction followed by subsequent hydrogenation, which allows for the formation of this complex bicyclic structure.

Upstream product

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

Downstream Products

• 3211-48-1 cis-3-carboxy-2,2-dimethylcyclobutylmethanoic acid 
• 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 
• 99-87-6 4-methylisopropylbenzene 

Relevant academic research and scientific papers

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.

NUCLEOPHILIC THIYLATION OF ALLYL HALIDES IN THE PRESENCE OF PHASE-TRANSFER CATALYSTS

A study was carried out on the thiylation of allyl halides by sodium sulfide nonahydrate and 1-butanethiol in the presence of tetrabutylammonium bromide and polyglycol as phase-transfer catalysts leading to the formation of allyl sulfides.The physical constants, spectra characteristics and yields are given for the thiylation products.

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.

INVESTIGATION OF COMPOUNDS OF THE o-METHANE SERIES. XII. INVESTIGATION OF THE COMPOSITION OF THE PRODUCTS FROM PYROLYSIS OF VERBENENE

During the pyrolysis of verbenene the opening of the cyclobutane ring occurs at the C1-C7 and C5-C7 bond with the formation of terpene compounds of the o- and p-methane series.The latter were submitted to secondary reactions of isomerization and disproportionation of hydrogen, leading to the reduction of monocyclic and bicyclic terpene and aromatic hydrocarbons and unsaturated compounds of the isobutylcyclohexane series.