Home
Class 12
CHEMISTRY
An alkane A on ozobolysis yields acetone...

An alkane A on ozobolysis yields acetone and an aldeyde. The aldehyde is easily oxidised to an acid B. When B is treated with bromine in presence of yields a compound C which on hydrolysis gives a hydroxyle acid D. This acid can also be obatined from acetone by the reaction with hydrogen cyanide followed by hydrolysis. Identify the compounds A, B C and D.

Text Solution

Verified by Experts

(i) The structure of hydroxy acid [D] can be established from acetone as follows :

(ii) As the hydroxy acid [D] has been obtained from a bromo compound [C] by hydrolysis, the compound [C] is `(CH_(3))_(2)C(Br)COOH` and the correponding acid [B] is `(CH_(3))_(2)CHCOOH`.
(iii) As [B] has been formed by the oxidation of the an aldehyde therefore, the structure of aldehyde is `(CH_(3))_(2)CHCHO`.
(iv) Since the alkene [A] on ozonolysis gives acetone and the aldehyde indicated as above, the structure of alkene can be established as follows :

The sequence of reactions is shows as follows :
Promotional Banner

Topper's Solved these Questions

  • ALDEHYDES AND KETONES

    DINESH PUBLICATION|Exercise Additional Important Question|35 Videos

  • ALDEHYDES AND KETONES

    DINESH PUBLICATION|Exercise Question From Board|86 Videos

  • ALDEHYDES AND KETONES

    DINESH PUBLICATION|Exercise Interger|5 Videos

  • ALCOHOLS AND PHENOLS

    DINESH PUBLICATION|Exercise Matrix|9 Videos

  • ALKALI EARTH METALS

    DINESH PUBLICATION|Exercise Unit test-12|5 Videos

Similar Questions

Explore conceptually related problems

Propyl lithium reacts with ethene to give a compound (A) , which on reaction with methanal followed by acidic hydrolysis gives compound (B) . The compound (B) is :

A carbonyl compound reacts with hydrogen cyanide to form cyanohydrin which on hydrolysis forms a recemic mixrture of alpha -hydroxy acid. The carbonyl compound D .

An organic compound having molecular formula C_(3)H_(7) NO on hydrolysis gives carboxylic acid . Compound (A) on reaction with "POCl"_(3) gives cyanide. The structure of compound "A" is

An organic lactum (A) on acid hydrolysis produces an amino acid (B) which on treatment with HNO_2 gave compound (C). Compound (C), when heated with conc. H_3 PO_4 gives a lactone (D). The compound (A) can be synthesised from cyclopentanone with hydroxylamine followed by the treatment with conc. H_2 SO_4 . The compound (B) in this reaction is

A compound (A) of boron reacts with Nme_(3) to give an adduct (B) which on hydrolysis gives a compound (C) and hydrogen gas. Compound (C) is an acid. Identify the compounds A,B and C. give the reactions inovolved.

Knowledge Check

  • Propyl lithium reacts with ethene to give a compound (A) , which on reaction with methanal followed by acidic hydrolysis gives compound (B) . The compound (B) is :

    A
    `Heptan-1-ol`
    B
    `Heptan-2-ol`
    C
    `Hexan-1-ol`
    D
    `Hexan-2-ol`

  • Compound A an hydrohalogenation gives B, which is treated with alc. KCN and followed by acid hydrolysis gives 2- methyl butanoic acid. The compound A will be

    A
    B
    C
    D

  • A carbonyl compound reacts with hydrogen cyanide to form cyanohydrin which on hydrolysis forms a recemic mixrture of alpha -hydroxy acid. The carbonyl compound D .

    A
    diethyl ketone
    B
    formaldehyde
    C
    acetaldehyde
    D
    acetone