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Nucleophilic substitution reactions gene...

Nucleophilic substitution reactions generally expressed as
`Nu^(-) +R-L rarr R-Nu +L^(-)`
Where `Nu^(-) rarr` Nucleophile , `R-L rarr` substrate, `L rarr` leaving group
The best leaving groups are those that become the most stable ions after they depart. since most leaving group leave as a negatibe ion, the best leaving groups are those ions that stabilize a negative charge most effectively. A good leaving group should be
(a) electron-withdrawing to polarize the carbon
(b) stable once it has left (not a strong base)
(c) polaristable to maintain partial bonding with the carbon in the transition state (both `S_(N)1` and `S_(N)2)`. This bonding helps to stabilise the transition state and reduces the activation energy.
Among the following which is false statement?

A

The weaker the base after the group departs, the better the leaving group

B

A reactive leaving group would raise the energy of the product, driving the equilibrium towards the reactants

C

Relative leaving group ability may very with change of solvent.

D

Better leaving group only increases `S_(N)2` rate, not `S_(N)1`.

Text Solution

Verified by Experts

The correct Answer is:
D
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Nucleophilic substitution reactions generally expressed as Nu^(-) +R-L rarr R-Nu +L^(-) Where Nu^(-) rarr Nucleophile , R-L rarr substrate, L rarr leaving group The best leaving groups are those that become the most stable ions after they depart. since most leaving group leave as a negatibe ion, the best leaving groups are those ions that stabilize a negative charge most effectively. A good leaving group should be (a) electron-withdrawing to polarize the carbon (b) stable once it has left (not a strong base) (c) polaristable to maintain partial bonding with the carbon in the transition state (both S_(N)1 and S_(N)2) . This bonding helps to stabilise the transition state and reduces the activation energy. Among the following which is feasible?

Nucleophilic substitution reactions generally expressed as Nu^(-) +R-L rarr R-Nu +L^(-) Where Nu^(-) rarr Nucleophile , R-L rarr substrate, L rarr leaving group The best leaving groups are those that become the most stable ions after they depart. since most leaving group leave as a negatibe ion, the best leaving groups are those ions that stabilize a negative charge most effectively. A good leaving group should be (a) electron-withdrawing to polarize the carbon (b) stable once it has left (not a strong base) (c) polaristable to maintain partial bonding with the carbon in the transition state (both S_(N)1 and S_(N)2) . This bonding helps to stabilise the transition state and reduces the activation energy. (I) CI^(-) (II) CH_(3)O^(-) (III) CH_(3)S^(-) (IV) I^(-) The correct order of increasing leaving group capability of above anions

Nucleophilic substitution reactions generally expressed as Nu^(-) +R-L rarr R-Nu +L^(-) Where Nu^(-) rarr Nucleophile , R-L rarr substrate, L rarr leaving group The best leaving groups are those that become the most stable ions after they depart. since most leaving group leave as a negatibe ion, the best leaving groups are those ions that stabilize a negative charge most effectively. A good leaving group should be (a) electron-withdrawing to polarize the carbon (b) stable once it has left (not a strong base) (c) polaristable to maintain partial bonding with the carbon in the transition state (both S_(N)1 and S_(N)2) . This bonding helps to stabilise the transition state and reduces the activation energy. (I) CH_(3)Br (II) CH_(3)F (III) CH_(3)OH (IV) CH_(3)OSO_(2)CF_(3) The correct order of decreasing reactivity of the above compounds towards CH_(3)O^(-) in an S_(N)2 reaction is:

Which is the best leaving group ?

Nucleophilic Substitution Introduction and Leaving Group

The correct leaving group ability order is :

Leaving Groups || SN2

Correct order of leaving group tendency is :

ALLEN-ALKYL AND ARYL HALIDE-EXERCISE
  1. An organic compound A has molecular formula C(10)H(17)Br and it is non...

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  2. Nucleophilic substitution reactions generally expressed as Nu^(-) +R...

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  3. Nucleophilic substitution reactions generally expressed as Nu^(-) +R...

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  4. Nucleophilic substitution reactions generally expressed as Nu^(-) +R...

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  5. Nucleophilic substitution reactions generally expressed as Nu^(-) +R...

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  6. Nucleophilic aliphatic substitution reaction is mainly of two types: S...

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  7. Nucleophilic aliphatic substitution reaction is mainly of two types: S...

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  8. Nucleophilic aliphatic substitution reaction is mainly of two types: S...

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  9. An optically active compound A (assume dextrorotatory) has the molecul...

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  10. An optically active compound A (assume dextrorotatory) has the molecul...

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  11. Organic compound 'A' is"

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  12. Organic compound 'A' is"

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  13. Select the member of each pair that shows rate of S(N)2 reaction with ...

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  14. Of the following statements which are true for S(N)1 reaction. (a) T...

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  15. Of the following statements , which are true for S(N)2 reaction. (a)...

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  16. Arrange the isomers of molecular formula C(4)H(9)CI in order of decrea...

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  17. There is an overall 29-fold difference in reactivity of 1-chlorohexane...

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  18. Identify the product when A reacts with

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  19. Which is faster in the following pairs of halogen compounds undergoing...

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  20. R -Mg-Br(A) on reaction with H(2)O forms a gas (B), which occupied 1.4...

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