organic 3

The rate of Solvolysis of alkyl halide in 50% aq. ethanol is maximum for

10 Answers

1
Ayush Dube ·

is it for 1-chlorobutane???

71
Vivek @ Born this Way ·

areey nahi bhaisaab!

1
rishabh ·

lol..its quite controversial whether 9 hyperconjugations are better or resonance...
however ill go with 2-chloro-2methyl...

71
Vivek @ Born this Way ·

But the answer says 1-chloro-3-methylbut-2ene ie., the third option.

1
funkygp ·

in the third option the carbocation that will be formed is allylic and hence it will be more preffered than a 3° carbocation.

71
Vivek @ Born this Way ·

3 degree alkyl carbocation is more stable than 1 degree allylic or benzylic.

1
funkygp ·

in the allylic carbocation , it is stabalised by resonance wheareas in the 3° carbocation is due to hyperconjugation.

since resonance effect is more effective than hyperconjugation.hence the allylic is more stable than the 3° carbocation.

71
Vivek @ Born this Way ·

It seems so, but actually it isn't.

21
Swaraj Dalmia ·

Vivek note that is option 3 one of the R.S. contains a 20 carbocation with 6 hyperconjugative structures.Therefore due to the combined effect of RS and hyperconjugation 3 should be more stable.

Also apart from stability of carbocation,the rate of salvation also depends on the degree of hydration by solvent molecules which results in delocalization of charge.The carbocation in option 3 is more open,while 2 is very crowded for molecules of ethanol.Thus the option 3 should be favored.

9
souradipta Sen ·

i think its 2-chloro-2-methylpropane since the solution has water(protic solvent) clearly it proceeds by SN1 mechanism therefore 3°>2°>1°

not so sure

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