77369-76-7

Upstream product

• 110-83-8 cyclohexene 
• 50-00-0 formaldehyd 
• 1184-58-3 dimethylaluminum chloride 
• 7639-16-9 di(trans-2-chlorocyclohexylmethyl)formal 

Downstream Products

• 110-83-8 cyclohexene 
• 100-49-2 cyclohexylmethyl alcohol 
• 7641-25-0 Formaldehyd-bis- 
• 103668-33-3 3-hydroxymethylcyclohexene 
• 1072-95-3 cyclohexylmethyl chloride 
• 63262-74-8 cyclohex-2-en-1-ylmethyl 4-methylbenzenesulfonate 
• 19509-51-4 3-(β-chloroethyl)cyclohexene 
• 19509-49-0 3-chloromethylcyclohexene 
• 16452-34-9 2-(cyclohex-2-enyl)ethanol 
• 34825-93-9 1-bromomethylcyclohex-2-ene 
• 591-48-0 3-methyl-1-cyclohexene 
• 2931-14-8 1,3-dioxadecalin 
• 27583-43-3 2-(hydroxymethyl)cyclohexanol 

Relevant academic research and scientific papers

DIMETHYLALUMINUM CHLORIDE CATALYZED ENE REACTIONS OF ALDEHYDES.

Dimethylaluminum chloride, which is a mild Lewis acid and a proton scavenger, catalyzes the ene reactions of aliphatic and aromatic aldehydes with alkenes containing a disubstituted vinylic carbon. Proton-initiated rearrangements do not occur, since the alcohol-Lewis acid complex formed in the ene reaction reacts rapidly to give methane and a nonacidic aluminum alkoxide. Formaldehyde and excess Me//2AlCl give good yields of ene adducts with all types of alkenes. With 1 equiv of Me//2AlCl, formaldehyde and mono- and 1,2-disubstituted alkenes give gamma -chloro alcohols resulting from cis addition of chlorine and hydroxymethyl groups to the double bond. This work is pertinent to the synthesis of alcohols.