IIT JEE , AIEEE Forum - Chemistry , Organic Chemistry - end product of the following sequence of reaction is....

Tanya_verma

The end product of the following sequence of reaction is

CH

CH --------(CH3MgBr( 1 eq)---------> -------(CO2/ H3O+)------->

---------------(HgSO4/H2SO4)-----> -------Ag2O--->

ankur79d01

cos90

ramkumar_november

in the first reaction itself, the grignard reagent reacts with the acidic proton of ethyne to form methane ..... and the reaction never proceeds........

RyuAmakusa

really sorry .....i ..i dont know what happened.

yes first it forms

+ (-)

MgBr C

Cafter the second reaction it forms

C

C - C=O

|

OH

aahh now i am getting the sequence. u see as i have said in my next post

HgSO4/H2SO4 comes for only alkynes seeeee the prodect is alkene.

now it forms

C=C - C=O

| |

OH OH

now it tautamarises to form

C--C -- C=O

|| |

O OH

i tried to attach a file showing the mechanism the format was not accepted.

RyuAmakusa

then the third reagent comes for alkyens to form alcohols .in triple bond it adds a OH

Tanya_verma

first reaction forms CH

C-MgBr + CH4

i m stuck in the next one

ankur.kkhurana

next one makes it HC

C-COOH.......and then it

keto acid that's it.

rajeevmehta

final product will be malonic acid(propan-1,3-dioic acid)

first it will form MgBr C

CH, then with (CO2/ H3O+) , it will form

HC

C-COOH.

with HgSO4/H2SO4, it will form OHC-CH2-COOH

and further with Ag2O , it will oxidise to malonic acid ( HOOC-CH2-COOH )

jaggy

rajeev is absolutely correct.

give me rates

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