- #1
Phil Massie
- 5
- 0
Hello. This is driving me a little mad, and some assistance would be hugely appreciated.
Show how the following transformation can be achieved (more than one step may be involved)
The only approach i could come up with was the following:
1. hydrohalogenation of the alkene substituent with H-Cl, putting a Cl on the more substituted C atom and an H on the less substituted C.
2. dehydrohalogenation should then produce constitutional isomers, as there are 3 [tex]\beta[/tex] carbons, 2 of which produce the same molecule (i think) and both constitutional isomers have tri substituted double bonds. the required pruduct is then one of the constitutional isomers, methylcyclohexene.
I just saw in another textbook something about endocyclic [tex]\pi[/tex] bonds being more stable than exocyclic [tex]\pi[/tex] bonds. Is this the case in this problem? and would that mean that the required product would be the only one formed?
Thanks in advance for any help. Its late and i can't think anymore...
Homework Statement
Show how the following transformation can be achieved (more than one step may be involved)
Homework Equations
The Attempt at a Solution
The only approach i could come up with was the following:
1. hydrohalogenation of the alkene substituent with H-Cl, putting a Cl on the more substituted C atom and an H on the less substituted C.
2. dehydrohalogenation should then produce constitutional isomers, as there are 3 [tex]\beta[/tex] carbons, 2 of which produce the same molecule (i think) and both constitutional isomers have tri substituted double bonds. the required pruduct is then one of the constitutional isomers, methylcyclohexene.
I just saw in another textbook something about endocyclic [tex]\pi[/tex] bonds being more stable than exocyclic [tex]\pi[/tex] bonds. Is this the case in this problem? and would that mean that the required product would be the only one formed?
Thanks in advance for any help. Its late and i can't think anymore...