FRiedel crafts rxn

Toluene is treated with Cl-CH-CH2-COCl
l
CH3
in the presence of anhydrous AlCl3 The product formed is

Here friedel craft acylation will dominate or acetylation

43 Answers

1
voldy ·

ok comng up with 3D thing

1
voldy ·

well octet completion

1
skygirl ·

O has -I effect... it will mame the +ve charge more unstable..

thats y i told acylation is difficult.

1
skygirl ·

pls rep.

1
voldy ·

nah think a bit more sky

later it becomes obvious that acyl one is more stable .

your structure gives one clue I think . well no I'll post one with clue. ok ?

1
voldy ·

see difference and try it .

1
skygirl ·

am not getting any clue really...

donation of lone pair is possible only in case os alpha carbocation...

1
voldy ·

ring any bells ???????

if not check this
see . the O atom donates electron pair . so the carbocation is not there O gets +charge . but octet of every atom is complete here hence more stable .hope you got it . there's a previous JEE Q on this assertion reasoning. Think ull find it in OPA

1
skygirl ·

1
skygirl ·

how can O form three bonds ?

1
voldy ·

no sky !!!!!!!!!!!
[343]

the first thing you suggested is impossible not second one .

kahaan padhi tumne ??
please forget that thing it wrong this I'm sure. [341] cut it off from your head . totally wrong . bura mat maan na . par please don't think of such a thing

1
skygirl ·

how ?

1
skygirl ·

no nothing to mind...

thanx.... to correct me...

well power cut...

am sorry :'(

u post i will see wen it comes..

1
voldy ·

kuch samgh me aaya ya aur bhi confuse ho gayi ??

1
skygirl ·

no am back to square 1...

just got to know dat i am wrong ... but dunno why..........

1
greatvishal swami ·

sri i cant get ur structure

how come O has 10 electrons

or i m missing something [7][7]

1
karan9989 gupta ·

sky girl   u are 100% correct in your approach  C+=O is highly unstable

1
voldy ·

sry vishal . there's one extra lone pair of electron.on O .
it should be this.
sry for mistake in figure.

1
voldy ·

here octet of every atom is complete so it's the major contributng structure.

1
voldy ·

I mean second structure.
woh 3-D wala me bhi confuse ho gaya isliye delete kardiya . sry ab jyada time nahi hai to baords ke baad post karta hoon . sry sky. :(

1
greatvishal swami ·

k sri ab theek hai [4]

1
skygirl ·

k sri...

13
Двҥїяuρ now in medical c ·

y can't both of them take place??

1
karan9989 gupta ·

Please explain the reason for the ans and also in the ans it is according to alkylation first

11
Anirudh Narayanan ·

Maybe due to steric reasons?

1
karan9989 gupta ·

steric hindrance is more for acetylation

11
Anirudh Narayanan ·

ya dat's y acylation is preferred

21
tapanmast Vora ·

OYE the other option shud b alkylation!!!!!!

ye dono mei wats da dif : acylation will dominate or acetylation

11
Anirudh Narayanan ·

hehe......ya tapan [4][9]

1
karan9989 gupta ·

Ya that was my mistake I wanted to say alkylation only

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