Organic IIT JEE

An Ester A(C4H8O2) on treatment with excess methyl chloride followed by acidification, gives an alcohol B as the sole organic product.
Alcohol B, on oxidation with NaOCl followed by acidification, gives acetic acid. Deduce the structure of A and B.

Show the racions involved.

15 Answers

21
tapanmast Vora ·

B is isopropyl alcohol

A [12]

1
°ღ•๓яυΠ·

tukka

1
Optimus Prime ·

B shoukd be a primary or secondary alcohol

primary alcohol is not possible , secondary alcohol is possible if the ester is that of fromic acid

thus

21
tapanmast Vora ·

Amit :

A + Methyl Chloride gives Alcohol, not grig Dude

1
skygirl ·

is it-> CH3-CH2-O-CO- CH3 ?????

21
tapanmast Vora ·

no takers here??

sum1 pl. tell ester + X's CH3Cl gives wat??

21
tapanmast Vora ·

Sir, pl. give some hint or the first step........

its been a while for this questn now!!!

1
voldy ·

hey tapan the answers are correct but dunno of reaction b/w ester and the methyl chloride .

1
big looser ......... ·

A is HCOOC3H7 B is CH3CH(OH)CH3

21
tapanmast Vora ·

Sri da,

An Ester A(C4H8O2) on treatment with excess methyl chloride followed by acidification

Widout knowin this ^^^ how can v get da answer???

1
voldy ·

Alcohol B, on oxidation with NaOCl followed by acidification, gives acetic acid

see this gives the link for the alcohol and use the formula to get the acid

1
big looser ......... ·

I THINK ITS HALOFORM REACTION

21
tapanmast Vora ·

oh okie!!!

BUT lets HUNT for the reactn : ester + X's CH3Cl gives wat??

1
voldy ·

haan hunt begins!will revise them by tommorrow evening and let you know

1
big looser ......... ·

may be cl will attack on the carbon of carbonyl group and OC3H7 will depart

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