22690-21-7

Upstream product

• 1192-37-6 methylenecyclohexane 

Downstream Products

• 10300-05-7 cyclohex-1-enylmethyl-methyl ether 
• 37677-17-1 1-bromomethylcyclohexene 
• 2043-61-0 cyclohexanecarbaldehyde 
• 502-42-1 cycloheptanone 
• 1121-49-9 bromomethylenecyclohexane 
• 79405-36-0 1-(cyclohexylidene)-2-propanol 
• 27338-40-5 cyclohex-1-enylmethyl-malonic acid 
• 27338-44-9 3-(cyclohex-1-en-1-yl)propionic acid 

Relevant academic research and scientific papers

Halogenated terpenoids. XXXI * Tribromides from the bromination of various exocyclic olefins

Bromination of methylene groups exocyclic to cyclohexyl systems can afford, besides the expected trans-dibromo products, considerable quantities of a tribromide. For example, simple bromination of 4-t-butyl-1-methylidene-cyclohexane affords c. 20% yield of (r-1,t-2,c-4)-1,2-dibromo-1-bromomethyl-4-t-butylcyclohexane. CSIRO 2000.

Halogenated Terpenoids. XXIX the 1-Bromo 1-Bromomethyl Cyclohexyl System

Bromination of methylene groups exocyclic to cyclohexyl systems normally affords two isomeric products; the axial 1-bromo equatorial 1-bromomethyl compound and the axial 1-bromomethyl equatorial 1-bromo derivative. Free energy differences between these two isomers, and the conformations adopted by the axial 1-bromomethyl group, have been explored by n.m.r. spectroscopy, by X-ray crystallography and by MM3 calculations. Evidence is presented to show that the ax-bromomethyl group exists primarily as those rotamers which site the bromine atom synclinal to the vicinal bromine. The A value for a bromomethyl group in this system is then similar to that of an unsubstituted methyl group.

MASS SPECTRA OF SULFUR COMPOUNDS. ASSESSMENT OF 1, X (X=2,3,4,5) HYDROGEN TRANSFER IN DIALKYL SULFIDES AND DISULFIDES UNDER ELECTRON IMPACT. A NOVEL 1,5-H SHIFT

The transfer of hydrogen atoms from the gamma carbon of dialkyl disulfides upon electron impact is presented and its occurrence is formally shown by the electron ionization mass spectrum of 1-(2',2'-dideuteriocyclohexyl)-2,3-dithiapent-1,1'-ene (4b).Also, the spectrum of 1-(2',2'-dideuteriocyclohexyl)-2-thiahex-1-ene (3b) is analyzed in terms of hydrogen/deuterium transfer,where it is absent.This result is compared with selected mass spectral data of eighteen other dialkylthianes.Evidence is put forth to indicate that dialkyl sulfides are prone to undergo only 1,3-H shift upon electron inpact, whereas in dithianes 1,3- and 1,5-Hydrogen transfer take place.The evidence collected suggests that neither 1,2- nor 1,4-hydrogen transfer occurs in both sulfur derivatives.

Bromochlorination of Alkenes with Dichlorobromate (1-) ion. IV. Regiochemistry of Bromochlorinations of Alkenes with Molecular Bromine Chloride and Dichlorobromate (1-) Ion

The regioselectivity of the addition of molecular bromine chloride to alkenes is dependent on both the steric and electronic effects of the alkyl substituent.In contrast, the regioselectivity of the addition of dichlorobromate (1-) ion to alkenes is controlled mainly by the steric effect of the substituent.

Reaction of N-Bromosuccinimide with Cumene Derivatives and 1,2-Dialkyl Substituted Ethylenes

The results of title reaction indicate that while addition of bromine to the double bonds is the main reaction in the case of aryl substituted olefins, there is a competition between radical bromination and bromine addition in the case of dialky substituted ethylenic compounds, the coures of the reaction depending on steric factors.