24
eureka123
·2009-02-17 18:57:09
Williamson involves SN2 attack of alkoxide on alkyl halide............so for better reaction we have to identify better leaving group.
CH3I=super primary(as sky said)[3]
EtI=1°
so 2nd combination will give better yield.[1]
1
skygirl
·2009-02-17 19:00:23
for this u need to know the mechanism :)
see ... RNa has R- and Na+ .
this R- goes and attack R'I from behind ... and I- leaves..
so wat we can conclude??
>> R should be a good nucleophile..
>> I should be attached to such an alkyl chain where it will
not 'leave' n go away easily (like 3°) ... [since -I is a very very good leaving group]
now in the present case,
Et- is a better nucleophile than Me- .
so, it should be: CH3I and EtONa..
1
voldy
·2009-02-17 19:11:31
no dude ,it's not even a primary halide , I think . well ther's only one C where 10 or 20 . I dunno might b wrong
1
skygirl
·2009-02-17 19:14:08
both are primary.. but..
the thing is that:
EtI will produce a more stable carbocation [hyperconjugation!]
so we will use CH3I and EtONa ...
1
skygirl
·2009-02-17 19:15:17
sorry ...its super-primary [3]
but think hyperconjugation here....
24
eureka123
·2009-02-17 19:22:14
are yaar.........kya kar rahe ho....bhavnao ko samjho........[3]