Oxidation of ketones involves carbon-carbon bond cleavage. Name the products formed on oxidation of 2, 5-dimethylhexan-3-one.

Question

Short/Brief Note

Solution

\[\begin{array}{cc}
\phantom{}\ce{CH3}\phantom{..}\ce{O}\phantom{..........}\ce{CH3}\phantom{..................}\ce{CH3}\phantom{...................}\ce{CH3}\phantom{.........................}\ce{O}\phantom{........................................................................}\\
\phantom{.}|\phantom{.....}||\phantom{...........}|\phantom{.....................}|\phantom{......................}|\phantom{.............................}||\phantom{........................................................................}\\
\phantom{}\ce{\underset{2, 5-Dimethylhexan-3-one}{CH3 - CH - C - CH2 - CH - CH3} ->[{[O]}] \underset{2-Methylpropanoic acid}{CH3 - CH - COOH} + \underset{3-Methylpropanoic acid}{CH3 - CH - CH2} - COOH + \underset{Propan-2-one}{CH3 - C - CH3} -> \underset{Ethanoic acid}{CH3COOH} + \underset{Methanoic acid}{HCOOH}\phantom{...........................................}}
\end{array}\]

shaalaa.com

Chemical Reactions of Aldehydes and Ketones - Oxidation

Is there an error in this question or solution?

Q 26 Q 25 Q 27

Chapter 12: Aldehydes, Ketones and Carboxylic Acids - Multiple Choice Questions (Type - I) [Page 173]

APPEARS IN

NCERT Exemplar Chemistry Exemplar [English] Class 12

Chapter 12 Aldehydes, Ketones and Carboxylic Acids
Multiple Choice Questions (Type - I) | Q 26 | Page 173

RELATED QUESTIONS

Distinguish between: CH3COOH and HCOOH

Predict the products of the following reactions :

Give a simple chemical test to distinguish between the following pair of compounds:

Phenol and Benzoic acid

Give a simple chemical test to distinguish between the following pair of compounds:

Benzoic acid and Ethyl benzoate

An organic compound contains 69.77% carbon, 11.63% hydrogen and rest oxygen. The molecular mass of the compound is 86. It does not reduce Tollens’ reagent but forms an addition compound with sodium hydrogensulphite and give positive iodoform test. On vigorous oxidation it gives ethanoic and propanoic acid. Write the possible structure of the compound.

Alkenes decolourise bromine water in presence of CCl₄ due to formation of ______.

Which of the following compounds will give butanone on oxidation with alkaline \[\ce{KMnO4}\] solution?

Fehilng's test is positive for

Ammonical silver nitrate solution is called

Which of the following tests/reactions is given by aldehydes as well as ketones?

Write chemical test to distinguish between the following compounds:

Phenol and Benzoic acid

The major products formed in the following reaction sequence A and B are:

The correct set of products obtained in the following reactions:

\[\ce{RCN ->[reduction]}\]
\[\ce{RCN ->[(i) CH3MgBr][(ii) H2O]}\]
\[\ce{RNC ->[hydrolysis]}\]
\[\ce{RNH2 ->[HNO2]}\]

In Tollen's test for aldehyde, the overall number of electrons(s) transferred to the Tollen's reagent formula \[\ce{[Ag(NH3)2]+}\] per aldehyde group to form silver mirror is ______. (Round off to the nearest integer)

An organic compound 'A' with molecular formula C₅H₈O₂ is reduced to n-pentane with hydrazine followed by heating with NaOH and glycol. 'A' forms a dioxime with hydroxylamine and gives a positive iodoform and Tollen's test. Identify 'A' and give its reaction for iodoform and Tollen's test.

You are given four organic compounds “A”, “B” , “C” and “D”. The compounds “A”, “B” and “C” form an orange-red precipitate with 2, 4 DNP reagent. Compounds “A” and “B” reduce Tollen’s reagent while compounds “C” and “D” do not. Both “B” and “C” give a yellow precipitate when heated with iodine in the presence of NaOH. Compound “D” gives brisk effervescence with sodium bicarbonate solution. Identify “A”, “B”, “C” and “D” given the number of carbon atoms in three of these carbon compounds is three while one has two carbon atoms. Give an explanation for our answer.

Match List-I with List-II: