Doubt from internal Sn1 reaction

Question no 2 and 5

But for second answer key says option D

@Shwetanshu_2018 bro @Achyut_2020 help me with this ?

Also water can directly replace Br before neighbouring participation so we get 2 :1 ratio

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No we are asking for 2nd question not 5th she has given correct option for 5th question

Oh! even I thought it’s 5th one

Sry I made a mistake

first acid base rxn occurs
Oh is poor nucleophile

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Then i am wrong but why please explain

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Maybe what I think is we cannot exactly say about the ratio
But one is major over other but we cannot say exactly its double the other ...
Organic is like we think various logic but it matches only one :sweat_smile:

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@Bhuvanitha_2020 in this ques ketone can also be formed ,how you got to know that it will do NGP ? Is it temperature?

ngp is Faster and preferred over carbocation rearrangement I think
Ketone formation is like cl leaves and then hydride shift (slow)happens ...ngp is faster


Ok thanks alot

@Shwetanshu_2018 bro pls confirm @Achyut_2020 ‘s doubt

@Shwetanshu_2018 sir also please confirm ques 5 answer

because lone pair in atom of anti postion to cl hence ngp is fastest rexn it will be dominated in case when group opposite to lg
ph , s, nh2, o group for ngp temp doesnt depend on ngp rexn

Not just ngp, but every intra-molecular reaction is faster than inter-molecular.

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but ngp is fastest order is snngp>>sni

For q2 , what you did is correct @Bhuvanitha_2020 but don’t you think that epoxide group is an electrophile and OH- a nucleophile (although weak) , so it will attack on the C below Epoxide linkage and will result in something like option B ?!

Since there is an acidic H in the reagent therefore acid-base reaction will happen 1st because , it is the fastest reaction , and once O- is generated , SNgp will favoured because of it’s faster rate .

Solution of q5 in post#2 is absolutely correct .

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