test no. 374

Q1. When we nitrate benzene using conc. HNO3 + conc. H2SO4 let the rate of reaction be R1. If we nitrate benzene but instead of protium we have deuterium atoms, let the rate be R2.
(Assume that the substrate does NOT give much steric hindrance to the electrophile)
Then choose the correct statement.
a) R1=R2
b) R1>R2
c) R1<R2
d) Can't say

Q2 When benzene undergoes electrophilic substitution, then the activation energy for the second step i.e. removal of H is Ea1 say.
If instead of Protium atoms we have deuterium atoms, then the activation of the second step is say Ea2.

Then choose the correct relationship between Ea1 and Ea2.
a) Ea1 = Ea2
b) Ea1 > Ea2
c) Ea1 < Ea2
d) Can't say

Q3 When we sulphonate benzene using oleum let the rate of reaction be R1.
If we nitrate benzene but instead of protium we have deuterium atoms, let the rate be R2.
(Assume that the substrate does NOT give much steric hindrance to the electrophile)
Then choose the correct statement.
a) R1 = R2
b) R1 > R2
c) R1 < R2
d) Can't say

5 Answers

71
Vivek @ Born this Way ·

For the first one, I think the rates should be equal a
For second one I think it should be c
For 3, I think it should be a

71
Vivek @ Born this Way ·

See this please more better clarity:
http://en.wikipedia.org/wiki/Kinetic_isotope_effect

262
Aditya Bhutra ·

isotopic effect exists for sulphonation of benzene.
hence 3b)

71
Vivek @ Born this Way ·

Hmm. Yes. thanks!

1
Ayush Dube ·

the answer for 1 should be R2>R1
its due to the higher vibrational energy of carbon deuterium bond

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