In which of the following compounds, C-Cl bond
ionisation shall give most stable carbonium ion?
Answers
Explanation:
carbonium ion , very firstly , is defined as carbon atom with positive charge .
To answer this question , consider bond cleavage of C-Cl bond and form carbo-cations .
The most stable carbo-cation is the 3° carbo-cation which will be formed when cleavage(hence,ionisation) of C-Cl bond in 1st compound will take place .
therefore , the option 1 is correct one .
Also , the option 2 can be true if it's provided that the benzylic carbo-cation is more stable than tertiary(3°) carbo-cation.
There is a debate among chemistry experts about stability of benzylic and tertiary carbo-cation's relative stability .
Benzylic carbo-cation is stable due to its participation in resonance whereas tertiary carbo-cation is stable due to presence of +I groups.
ALWAYS REMEMBER , IF YOU'RE GIVEN A QUESTION IN WHICH BOTH THE OPTIONS ARE THERE , i.e. TERTIARY AS WELL AS BENZYLIC CARBO-CATION, GO FOR THE BENZYLIC CARBO-CATION BECAUSE, THE RESONANCE EFFECT IS MORE
DOMINANT THAN THE +I EFFECT .
hence for this , option 2 is correct but in practical situation both 1 and 2 will show similar stability .
correct if I'm wrong.
hope this helps.
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Answer:
Compound 4) will give the most stable carbonium ion on C-Cl bond ionisation.
Explanation:
Carbonium ion is nothing but carbon with a positive charge.
- Compound 1) will give a secondary carbonium ion.
- Compound 2) will give benzyl carbocation
- Compound 3) will give an unstable ion due to NO₂ group.
- Compound 4) will give a tertiary carbonium ion.
The trends in stability can be given as
Tertiary carbocation>Secondary carbocation>Primary carbocation
Therefore, compound 4) will give the most stable carbonium ion on C-Cl bond ionisation.