Chemical Forums
1 Hour
1 Day
1 Week
1 Month
Forever
April 17, 2024, 10:51:12 PM
Forum Rules
: Read This Before Posting
Home
Help
Search
Login
Register
Chemical Forums
Chemistry Forums for Students
Organic Chemistry Forum
Bicyclic compounds: tricyclo [2.2.1.0] heptane + chlorine in UV light
« previous
next »
Print
Pages: [
1
]
Go Down
Topic: Bicyclic compounds: tricyclo [2.2.1.0] heptane + chlorine in UV light (Read 2491 times)
0 Members and 1 Guest are viewing this topic.
jongokkim
Very New Member
Posts: 2
Mole Snacks: +0/-0
Bicyclic compounds: tricyclo [2.2.1.0] heptane + chlorine in UV light
«
on:
December 05, 2012, 07:24:51 AM »
tricyclo [2.2.1.0] heptane with chlorine in UV light results in formation of a dichloro product with ring opening.
a) what is the product? Name it & explain its formation with a scheme of reactions (mechanism not required)
b) when the dichloro product was subjected to an E1 reaction, two alkenes were formed. What are they? Show in detail, the mechanism for the formation of these E1 products.
Logged
Borek
Mr. pH
Administrator
Deity Member
Posts: 27652
Mole Snacks: +1800/-410
Gender:
I am known to be occasionally wrong.
Re: Bicyclic compounds: tricyclo [2.2.1.0] heptane + chlorine in UV light
«
Reply #1 on:
December 05, 2012, 07:26:11 AM »
You have to show your attempts at solving the question to receive help. This is a forum policy.
Please read
forum rules
.
Logged
ChemBuddy
chemical calculators - stoichiometry, pH, concentration, buffer preparation,
titrations.info
orgopete
Chemist
Sr. Member
Posts: 2636
Mole Snacks: +213/-71
Re: Bicyclic compounds: tricyclo [2.2.1.0] heptane + chlorine in UV light
«
Reply #2 on:
December 05, 2012, 07:53:09 AM »
If I understand the question correctly, then I'd like to suggest that cyclopropanes can sometimes react as though they were a double bond with ring opening. If that were to happen here, what would be the product?
Logged
Author of a multi-tiered example based workbook for learning
organic chemistry mechanisms
.
jongokkim
Very New Member
Posts: 2
Mole Snacks: +0/-0
Re: Bicyclic compounds: tricyclo [2.2.1.0] heptane + chlorine in UV light
«
Reply #3 on:
December 06, 2012, 02:13:28 AM »
ok my attempt at solving this is
Logged
fledarmus
Chemist
Sr. Member
Posts: 1675
Mole Snacks: +203/-28
Re: Bicyclic compounds: tricyclo [2.2.1.0] heptane + chlorine in UV light
«
Reply #4 on:
December 07, 2012, 08:47:57 AM »
First you need to get your starting material right - that doesn't appear to be a tricyclic compound you are starting with.
Logged
orgopete
Chemist
Sr. Member
Posts: 2636
Mole Snacks: +213/-71
Re: Bicyclic compounds: tricyclo [2.2.1.0] heptane + chlorine in UV light
«
Reply #5 on:
December 07, 2012, 11:49:22 AM »
The starting material should look like a cyclopropane with two cyclobutane rings annealated to the same bond of the cyclopropane. Hint, that is the bond that breaks in the chlorination. Hint #2, Bredt's Law was probably discussed in class.
Logged
Author of a multi-tiered example based workbook for learning
organic chemistry mechanisms
.
Print
Pages: [
1
]
Go Up
« previous
next »
Sponsored Links
Chemical Forums
Chemistry Forums for Students
Organic Chemistry Forum
Bicyclic compounds: tricyclo [2.2.1.0] heptane + chlorine in UV light