33867-02-6

Basic information

• Product Name: Cyclohexene, 1-(chloromethyl)-
• CAS NO: 33867-02-6
• Molecular Formula: C7H11Cl
• Molecular Weight: 130.617
• Mol File: 33867-02-6.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Cyclohexene, 1-(chloromethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexene, 1-(chloromethyl)-(33867-02-6)
• EPA Substance Registry System: Cyclohexene, 1-(chloromethyl)-(33867-02-6)

Safety Data

• Hazardous Substances Data: 33867-02-6(Hazardous Substances Data)

Upstream product

• 591-49-1 1-methylcyclohex-1-ene 
• 1192-37-6 methylenecyclohexane 
• 636-82-8 cyclohexene-1-carboxylic acid 
• 18448-47-0 methyl cyclohex-1-ene-1-carboxylate 
• 56-23-5 tetrachloromethane 
• 93155-17-0 bis-cyclohexylacetyl peroxide 
• 7782-50-5 chlorine 
• 81694-47-5 1-Chloromethyl-1-phenylselenenylcyclohexane 
• 4845-04-9 1-cyclohexene-1-methanol 
• 7719-09-7 thionyl chloride 
• 60-29-7 diethyl ether 

Downstream Products

• 831215-58-8 1-(trichlorosilylmethyl)cyclohexene 
• 15232-85-6 1-pentyl-1-cyclohexene 
• 907190-19-6 N-(cyclohex-1-enylmethyl)-4-methoxybenzenamine 
• 1007834-63-0 N-(cyclohex-1-enylmethyl)benzenamine 
• 1007834-67-4 N-(cyclohex-1-enylmethyl)-4-methoxy-N-methylbenzenamine 
• 95062-99-0 (3-(cyclohex-1-en-1-yl)propyl)benzene 
• 91954-28-8 1-<5-Methyl-hexen-(4)-yl-(1)>-cyclohexen-(1) 
• 1415662-91-7 4-chloro-N-(1-cyclohexenylmethyl)-N-methylbenzenamine 
• 1415662-92-8 4-bromo-N-(1-cyclohexenylmethyl)-N-methylbenzenamine 
• 1607854-85-2 (1S,2S)-2-((R)-2-hydroxy-1-phenylethyl)cyclohexan-1-ol 

Relevant articles and documents

Congested C-C bonds by Pd-catalyzed enantioselective allyl-allyl cross-coupling, a mechanism-guided solution

Under the influence of a chiral bidentate diphosphine ligand, the Pd-catalyzed asymmetric cross-coupling of allylboron reagents and allylic electrophiles establishes 1,5-dienes with adjacent stereocenters in high regio-and stereoselectivity. A mechanistic study of the coupling utilizing reaction calorimetry and density functional theory analysis suggests that the reaction operates through an inner-sphere 3,3′-reductive elimination pathway, which is both rate-defining and stereodefining. Coupled with optimized reaction conditions, this mechanistic detail is used to expand the scope of allyl-allyl couplings to allow the generation of 1,5-dienes with tertiary centers adjacent to quaternary centers as well as a unique set of cyclic structures.

Synthesis and comparative antibacterial activity of verdamicin C2 and C2a. A new oxidation of primary allylic azides in dihydro[2H]pyrans

(Chemical Equation Presented) A synthesis of verdamicin C2 and its congener C2a has been accomplished from sisomicin relying on a novel oxidative transformation of an allylic azide to the corresponding α,β- unsaturated aldehyde, and its stereocontrolled elaboration into the intended 5′ side chain of verdamicin C2 and C2a. In vitro antibacterial testing shows that both C6′ epimers in verdamicin C2 and C2a are equally active against a variety of bacterial strains. Oxidation of allylic primary azides, ethers, and esters of 2-substituted dihydro[2H]pyrans with SeO2 leads directly to the corresponding aldehydes.

Regio- and stereospecific formation of protected allylic alcohols via zirconium-mediated SN2′ substitution of allylic chlorides

A new, highly regio- and stereospecific SN2′ substitution reaction between a zirconium oxo complex and allylic chloride has been achieved. The resulting allylic alcohol or TBS-protected allylic ether products were isolated in good to excellent yields with a wide range of E-allylic chlorides. A mechanism for the SN2′ allylic substitution consistent with kinetic, stereochemical, and secondary isotope effect studies was proposed. Copyright