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Potassium Dichromate

An organic co...

Question

An organic compound $[A]$ having molecular formula $C_{2} H_{7} N$ on treatment with nitrous acid gives a compound $[B]$ having molecular formula $C_{2} H_{6} O$ . $[B]$ on treatment with an organic compound $[C]$ gives a carboxylic acid $[D]$ and a sweet smelling compound $[E]$ . Oxidation of $[B]$ with acidified potassium dichromate also gives $[D]$
Identify $[A], [B], [C], [D]$ and $[E]$

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Solution

A is $C_{2} H_{5} N H_{2}$ ethylamine
B is $C_{2} H_{5} O H$ ethanol
C is $C H_{3} C O - O - C O - C H_{3}$ acetic anhydride
D is $C H_{3} C O O H$ Acetic acid
E is $C H_{3} C O O C_{2} H_{5}$ ethyl acetate

Ethylamine on treatment with nitrous acid gives ethanol.
$C_{2} H_{5} N H_{2} H N O_{2} - --- \to C_{2} H_{5} O H$
Ethanol on treatment with acetic anhydride gives acetic acid and sweet-smelling ethyl acetate.
$C_{2} H_{5} O H + C H_{3} C O - O - C O - C H_{3} \to C H_{3} C O O H + C H_{3} C O O C_{2} H_{5}$
Oxidation of ethanol with acidified potassium dichromate also gives acetic acid.
$C_{2} H_{5} O H K_{2} C r_{2} O_{7} - ---- \to C H_{3} C O O H$

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Similar questions

Q. An organic compound

[A]

having molecular formula

C_{2} H_{7} N

on treatment with nitrous acid gives a compound

[B]

having molecular formula

C_{2} H_{6} O

[B]

on treatment with an organic compound

[C]

gives a carboxylic acid

[D]

and a sweet smelling compound

[E]

[B]

with acidified potassium dichromate also gives

[D]

Write balanced chemical equation of

[D]

with chlorine in the presence of red phosphorus and name the reaction.

Q. An organic compound

A

with molecular formula

C_{2} H_{7} N

on reaction with nitrous acid gives a compound

B

B

on controlled gives compound

C

C

reduces Tollen's reagent to given silver mirror and

D

B

D

in the presence of concentrated sulphuric acid to give sweet smelling compound

E

A, B, C, D

E

. Give the reaction of

C

Q. An organic compound A (molecular formula C₂H₄O₂) reacts with Na metal to form a compound B and evolves a gas which burns with a pop sound. Compound A on treatment with an alcohol C in the presence of a little of concentrated sulphuric acid forms a sweet-smelling compound D (molecular formula C₃H₆O₂). Compound D on treatment with NaOH solution gives back B and C. Identify A, B, C and D.

Q. An organic compound 'X' with molecular formula C2H6O, on oxidation with acidified potassium dichromate gives ethanoic acid. What is the compound 'X'?

Q. An organic compound (A) with molecular formula

C_{8} H_{8} O

forms an orange-red precipitate with 2,4 DNP and gives a yellow precipitate of compound (B) on treatment with iodine and sodium hydroxide solution. Compound (A) does not give Tollen's or Fehling test but on drastic oxidation with potassium permanganate, it gives (C) which on reaction with thionyl chloride gives a compound (D) having formula

C_{7} H_{5} O C l

. (D) on reaction with compound (E) having general formula

R_{2} C d

gives back (A)/ Identify (A), (B), (C), (D) and (E). Also, give chemical equations for the reaction involved.

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