CUET · CHEMISTRY · PYQ PAPER 2023
Answer the question on basis of passage given below:
Organic compounds containing carbon -oxygen double bonds ( \(C = O\) ) are called carbonyl compounds. These are highly polar molecules. Hence, their boiling points are higher than hydrocarbons and ethers. Aldehydes can be prepared from dehydrogenation or oxidation of alcohols and by reduction of acylhalides. Ketones are prepared by oxidation of secondary alcohols or by hydration of alkynes etc. Aldehydes and ketones undergo nucleophilic addition reaction with the number of nucleophiles such as HCN , NaHSO 3 ammonia derivatives. Carboxylic acids are prepared by the oxidation of primary alcohols, aldehydes and alkenes, by hydrolysis of nitriles. Carboxylic acids are more acidic than alcohols and phenols.
The correct sequence of reagents for the conversion of \(3\)-nitrobromobensene to \(3\)-nitrobensoic acid is:
- A \(Mg /\) ether, \(CO _2, H _3 O ^{+}\)
- B \(KCN , LiAlH _4, NaOH\)
- C \(KMnO _4 / OH ^{-}\), dil. \(H _2 SO _4, CO _2 / H ^{+}\)
- D \(AgNO _3\) (ammoniacal), \(CO _2, H _3 O ^{+}\)
Answer & Solution
Correct Answer
(A) \(Mg /\) ether, \(CO _2, H _3 O ^{+}\)
Step-by-step Solution
Detailed explanation
\(3\)-nitrobromobenzene \(\xrightarrow{Mg / \text{ether}}\) \(3\)-nitrophenylmagnesium bromide \(3\)-nitrophenylmagnesium bromide \(\xrightarrow{CO_2}\) Magnesium \(3\)-nitrobenzoate Magnesium \(3\)-nitrobenzoate \(\xrightarrow{H_3O^+}\) \(3\)-nitrobenzoic acid
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Carboxylic acids are the earliest organic compounds isolated from nature. These are also known as organic acids but are weaker acids as compared to mineral acids. However, they are more acidic than alcohols and phenols because of greater resonance stabilization of the parent acid and its conjugate base. The acidic strength is determined by the \(K _a\), which is called the acidity constant.
The greater the value of \(K _a\), the greater the tendency of the acid to ionize and hence the stronger the acid. The acidic strength of the saturated aliphatic carboxylic acid depends upon the inductive effect and its position with respect to - COOH groups. Electron -donating substituents tend to decrease whereas electron-withdrawing substituents tend to increase the acidic strength. The acidic strength of the aromatic carboxylic acid, on the other hand depends upon both the inductive effect and the resonance effect of the substituents.
Arrange the following acids in decreasing order of acidity
(A) \(CH _3 CH _2 OH\)
(B) \(CH _3 COOH\)
(C) \(BrCH _2 COOH\)
(D) \(C _6 H _5 CH _2 COOH\)
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