Benzene

Announcements Posted on
Four things that unis think matter more than league tables 08-12-2016
    • Thread Starter
    Offline

    1
    ReputationRep:
    I have been given a question and I have no idea how to do it!
    "Predict by showing the probable mechanism what you think would be the reaction on mixing and warming benzene and ICl and with an explanation, how the reaction could be speeded up at room temperature.

    THANK YOU FOR YOUR HELP! MUCH APPRECIATED!!
    Offline

    2
    ReputationRep:
    Do you know how to do a general electrophilic substitution mechanism for benzene?
    Bear in mind chlorine is more electronegative than iodine, so the electrophile in this case is going to be I+
    What increases rate of reaction? Temperature is one factor, but there are other factors
    I've tried not to spoon feed you the answer, but hopefully I've given you enough info to solve it
    • Thread Starter
    Offline

    1
    ReputationRep:
    Russell, I get the mechanism now, but to speed up the reaction at the same temperature, would you shine UV light at it? so that it homolytically splits into two radicals? But would this work? because its not an alkane, would it work?
    Offline

    2
    ReputationRep:
    (Original post by Shinjimonkey)
    Russell, I get the mechanism now, but to speed up the reaction at the same temperature, would you shine UV light at it? so that it homolytically splits into two radicals? But would this work? because its not an alkane, would it work?
    this isn't actually homolytic, it's heterolytic. The bond is splitting to form an I+ and a Cl- two different species, rather than an I radical and a Cl radical (which you'd get from heterolytic). So to increase rate of reaction at room temperature stuff you can do is, increase the concentrations of reactants. This will increase the rate of collisions leading to an increase in the rate of successful collisions i.e. a increase in reaction rate.
    Alternatively, there are certain substituent groups which will make the aromatic system more reactive, for example phenol is more reactive than benzene due to the electron withdrawing -OH increasing the susceptibility of certain carbons to electrophilic attack.
    Can I see your mechanism? I'll check whether it's right if you want
 
 
 
Write a reply… Reply
Submit reply

Register

Thanks for posting! You just need to create an account in order to submit the post
  1. this can't be left blank
    that username has been taken, please choose another Forgotten your password?
  2. this can't be left blank
    this email is already registered. Forgotten your password?
  3. this can't be left blank

    6 characters or longer with both numbers and letters is safer

  4. this can't be left empty
    your full birthday is required
  1. Oops, you need to agree to our Ts&Cs to register
  2. Slide to join now Processing…

Updated: September 18, 2016
TSR Support Team

We have a brilliant team of more than 60 Support Team members looking after discussions on The Student Room, helping to make it a fun, safe and useful place to hang out.

Poll
Do you think you'll achieve your predicted A Level grades?
Help with your A-levels

All the essentials

The adventure begins mug

Student life: what to expect

What it's really like going to uni

Rosette

Essay expert

Learn to write like a pro with our ultimate essay guide.

Uni match

Uni match

Our tool will help you find the perfect course for you

Study planner

Create a study plan

Get your head around what you need to do and when with the study planner tool.

Study planner

Resources by subject

Everything from mind maps to class notes.

Hands typing

Degrees without fees

Discover more about degree-level apprenticeships.

A student doing homework

Study tips from A* students

Students who got top grades in their A-levels share their secrets

Study help links and info

Can you help? Study help unanswered threadsRules and posting guidelines

Sponsored content:

HEAR

HEAR

Find out how a Higher Education Achievement Report can help you prove your achievements.

Groups associated with this forum:

View associated groups

The Student Room, Get Revising and Marked by Teachers are trading names of The Student Room Group Ltd.

Register Number: 04666380 (England and Wales), VAT No. 806 8067 22 Registered Office: International House, Queens Road, Brighton, BN1 3XE

Quick reply
Reputation gems: You get these gems as you gain rep from other members for making good contributions and giving helpful advice.