Advertisements
Advertisements
Question
Oxidation of ketones involves carbon-carbon bond cleavage. Name the products formed on oxidation of 2, 5-dimethylhexan-3-one.
Solution
\[\begin{array}{cc}
\phantom{}\ce{CH3}\phantom{..}\ce{O}\phantom{..........}\ce{CH3}\phantom{..................}\ce{CH3}\phantom{...................}\ce{CH3}\phantom{.........................}\ce{O}\phantom{........................................................................}\\
\phantom{.}|\phantom{.....}||\phantom{...........}|\phantom{.....................}|\phantom{......................}|\phantom{.............................}||\phantom{........................................................................}\\
\phantom{}\ce{\underset{2, 5-Dimethylhexan-3-one}{CH3 - CH - C - CH2 - CH - CH3} ->[{[O]}] \underset{2-Methylpropanoic acid}{CH3 - CH - COOH} + \underset{3-Methylpropanoic acid}{CH3 - CH - CH2} - COOH + \underset{Propan-2-one}{CH3 - C - CH3} -> \underset{Ethanoic acid}{CH3COOH} + \underset{Methanoic acid}{HCOOH}\phantom{...........................................}}
\end{array}\]
APPEARS IN
RELATED QUESTIONS
A and B are two functional isomers of compound C3H6O.On heating with NaOH and I2, isomer B forms yellow precipitate of iodoform whereas isomer A does not form any precipitate. Write the formulae of A and B.
Propanal and Propanone
Out of CH3CH2 – CO – CH2 – CH3 and CH3CH2 – CH2 – CO – CH3, which gives iodoform test?
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:
Pentan-2-one and Pentan-3-one
Complete the synthesis by giving missing starting material, reagent or product.
Alkenes decolourise bromine water in presence of CCl4 due to formation of ______.
A hydrocarbon (A) with molecular formula C5H10 on ozonolysis gives two products (B) and (C). Both (B) and (C) give a yellow precipitate when heated with iodine in presence of NaOH while only (B) give a silver mirror on reaction with Tollen’s reagent.
- Identify (A), (B) and (C).
- Write the reaction of B with Tollen’s reagent.
- Write the equation for iodoform test for C.
- Write down the equation for aldol condensation reaction of B and C.
What is the composition of Fehling's reagent?
An organic compound 'A' with the molecular formula C4H8O2 undergoes acid hydrolysis to form two compounds 'B' and 'C'. Oxidation of 'C' with acidified potassium permanganate also produces 'B'. Sodium salt of 'B' on heating with soda lime gives methane.
- Identify 'A', 'B' and 'C'.
- Out of 'B' and 'C', which will have higher boiling point? Give reason.