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Sourav posted an Question
August 22, 2020 • 02:04 am 30 points
  • IIT JAM
  • Chemistry (CY)

Ch h ch3 compound (x)ch,04 no, is reacted with aqueous acetone it gives h ci ch following products: ch,hch chs chs co- no,0m) cho0 oh h oh ch3 oh h chg ch3 (a)

Im not able to approach this qs.. Kindly help me how to approach it

2 Answer(s) Answer Now
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  • Suman Kumar best-answer

    https://www.google.com/url?sa=t&source=web&rct=j&url=https://www.sarthaks.com/309200/the-following-compound-on-hydrolysis-in-aqueous-acetone-will-give&ved=2ahUKEwjvx-eNyqzrAhWVbSsKHSO1BRoQFjADegQIBBAB&usg=AOvVaw0gfKva9qY_j0DhTPQ0L5mW

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    See option A is correct

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    sir one methyl group is missing in middle part in actual qs

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    The concept behind it is that acetone is a polar solvent. So Sn1 mechanism is followed.

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    what will make cl leave?

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    In aqueous acetone, the reaction of alkyl halides proceeds through SN​1 mechanism with formation of carbocation

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    hydrolysis Sourav

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    what will be the answer then? here one methyl grp is not present in middle as shown in the solution you provided.. Kindly check

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    Answer is still same. I checked

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    Means option A is correct

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    Priyanshu kumar Best Answer

    check this sourav👇

    cropped6781139141812054857.jpg
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    Option A mixture of K and L

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    got this sourav??

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    sir but one methyl group is missing in qs asked by me here.. in place of that H is present on middle

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    then only L is obtained

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    but sir my question is why cl will leave.. and what will make it leave?

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    Sn1 reaction occur

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    what will be the answer sir?

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    Only L will formed

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    1,2 hydride shift occur and carbocation stabilised by electron donating OCH3 grp

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    Basically acetone is polar aprotic solvent so Sn2 should be followed but as aqueous acetone is there so SN1 reaction occur....chlorine leaves and carbocations forms

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    but sir how only L will be formed, it has to first form K na, then by hydride shift it forms L. So possiblity of K is also there na?

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    major product and maximum yield is L product only...

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    but qs is asking about products and not major products

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    then mixture of K and L...possibility of formation of K is also there

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