Aldehyde and Ketone
Toluene on reaction with reagent $A$ gives $X$. This $(X)$ forms 2, 4 dinitrophenylhydrazone and reduces ammoniacal silver nitrate solution. Reaction of toluene with another reagent $B$ forms $Y$, which dissolves in $\mathrm{NaHCO}_3$ with evolution of $\mathrm{CO}_2$. What are $A$ and $B$ respectively?
$\mathrm{KMnO}_4\left|\mathrm{OH}^{\ominus}, \Delta ; \mathrm{CrO}_2 \mathrm{Cl}_2\right| \mathrm{CS}_2, \mathrm{H}_3 \mathrm{O}^{+}$
$\mathrm{KMnO}_4 / \mathrm{OH}^{-}, \Delta ; \mathrm{CrO}_3-\mathrm{H}_2 \mathrm{SO}_4$
$\mathrm{CrO}_3+\left(\mathrm{CH}_3 \mathrm{CO}_2\right)_2 \mathrm{O}, \mathrm{H}_3 \mathrm{O}^{+} ; \mathrm{KMnO}_4-\mathrm{KOH} / \Delta, \mathrm{H}_3 \mathrm{O}^{+}$
$ \text { Observe the following set of reactions } $

$ \text { What are } X, Y \text { and } Z \text { respectively } $




The reaction of benzene with CO and HCl in the presence of anhydrous $\mathrm{AlCl}_3$ gives a compound $X \cdot X$ can also be obtained from which of the following reaction?




Which of the following reactions is an example of Clemmensen reduction?




Identify the compounds $A$ and $B$ involved in the formation of given aldol
$\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{OH}, \mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CHO}$
$\mathrm{CH}_3 \mathrm{COCH}_3, \mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CHO}$
$\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CHO}, \mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CHO}$

The products $C$ and $D$ are

Ethanoic acid, ethanal
Ethanol, propanone
Ethanal, propanone
Propanal, propanone
$ \text { Toluene } \xrightarrow[\text { (ii) } \mathrm{H}_3 \mathrm{O}^{+}]{\text {(i) } \mathrm{CrO}_2 \mathrm{Cl}_2 / \mathrm{CS}_2} X \xrightarrow{\text { Conc. } \mathrm{NaOH}} Y+Z $
The correct statements about $Y$ and $Z$ are
A. $Y$ is a secondary alcohol.
B. $Y$ is the reduction product of $X$.
C. $Z$ on heating with sodalime gives benzene.
D. $Y$ does not give $\mathrm{H}_2$ gas with Na metal.
B and C only
A and B only
A and D only
B and D only
$ \text { Identify the product ' } P \text { ' in the given reaction sequence. } $
Consider the following reaction sequence. $(A)$ and $(C)$ are
$ \mathrm{CH}_3 \mathrm{CHO} \xrightarrow[\text { (ii) } \mathrm{H}_2 \mathrm{O} / \mathrm{H}^{+}]{\text {(i) } \mathrm{CH}_3 \mathrm{MgBr}}(A) \xrightarrow{\mathrm{H}_5 \mathrm{SO}_4 . \Delta}(B) \xrightarrow[\text { (ii) } \mathrm{H}_2 \mathrm{O}, \mathrm{H}_2 \mathrm{O}_2 / \mathrm{OH}^{-}]{\text {(i) } \mathrm{B}_3 \mathrm{H}_6}(C) $functional isomers
metamers
optical isomers
position isomers
What is ' $Z$ ' in the following reaction sequence?
$ \mathrm{C}_3 \mathrm{H}_6 \xrightarrow[\mathrm{CCl}_4]{\mathrm{Br}_2} \underset{\text { (Colourless) }}{X} \xrightarrow[\text { (ii) } \mathrm{NaNH}_2, \Delta]{\text { (i) } \mathrm{KOH} / \text { Alcohol }} Y\xrightarrow[\substack{\mathrm{Hg}^{2+}, \mathrm{H}^{+} \\ 333 \mathrm{~K}}]{\mathrm{H}_2 \mathrm{O}} Z$
Acetone
Propanal
2-Propanol
Methoxy ethane
What are $X$ and $Y$ respectively in the following reaction sequence?
What are $X$ and $Y$ respectively in the following sets of reactions?





A carbonyl compound $X\left(\mathrm{C}_8 \mathrm{H}_8 \mathrm{O}\right)$ undergoes disproportionation with conc. KOH on heating. Product of $X$ with $\mathrm{Zn}-\mathrm{Hg} / \mathrm{HCl}$ is $Y$ and product of $X$ with $\mathrm{NaBH}_4$ is Z . What are $Y$ and Z respectively?




What is the major product $Y$ in the following reaction sequence?





Arrange the following in decreasing order of electrophilicity of carbonyl carbon.



$ \mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CHO} $
IV $>$ I $>$ III $>$ II
IV $>$ I $>$ II $>$ III
I $>$ IV $>$ III $>$ II
I $>$ II $>$ IV $>$ III
The structure of the product ' $Z$ ' in the reaction sequence is
In the given reaction sequence, conversion of $X$ to $Y$ is an example of
Clemmensen reduction
Stephen reduction
Wolf - Kishner reduction
Rosenmund reduction
$ \text { Match the following } $

The correct answer is
A-IV, B-III, C-II, D-I
A-II, B-III, C-I, D-IV
A-IV, B-I, C-III, D-II
A-III, B-IV, C-I, D-II
Consider the reaction sequence
$ \text { Dimethyl ketone } \xrightarrow[\text { (ii) } \mathrm{H}_2 \mathrm{O}]{\text { (i) } \mathrm{CH}_3 \mathrm{MgCl}} X \xrightarrow[\text { (ii) } \mathrm{CH}_3 \mathrm{Br}]{\text { (i) } \mathrm{Na}} Y $
How many $s p^3$ carbons are present in $Y$ ?
5
4
3
6
Which of the following represents Etard reaction?
$\mathrm{RCN} \xrightarrow[\mathrm{HCl}]{\mathrm{SnCl}_2} X \xrightarrow{\mathrm{H}_3 \mathrm{O}^{+}} \mathrm{RCHO}$
The correct statement about the product of the following reaction is
$ \mathrm{CH}_3 \mathrm{CHO} \xrightarrow[\text { (ii) } \mathrm{H}_2 \mathrm{O}]{\text { (i) } \mathrm{C}_2 \mathrm{H}_5 \mathrm{MgBr}} \text { product } $
It undergoes dehydration with $20 \% \mathrm{H}_3 \mathrm{PO}_4$ at 358 K
It gives ketone on oxidation with $\mathrm{CrO}_3$
It does not give positive iodoform test
It is a vinylic alcohol
A carbonyl compound $X\left(\mathrm{C}_8 \mathrm{H}_8 \mathrm{O}\right)$ gives yellow precipitate with NaOI .
Hemiacetal of $X$ with methanol/dry HCl is
Identify the end product $(Z)$ in the sequence of the following reactions.




What is ' $Z$ ' in the given sequence of reactions?





Identify the set, in which $X$ and $Y$ are correctly matched

$ \mathrm{CH}_3 \mathrm{CH}_2 \mathrm{OH} \xrightarrow[443 \mathrm{~K}]{\text { Conc. } \mathrm{H}_2 \mathrm{SO}_4} X \xrightarrow[\text { (ii) } \mathrm{Zn} / \mathrm{H}_2 \mathrm{O}\,(2 Moless)]{\text { (i) } \mathrm{O}_3} Y \xrightarrow[\text { (i) } \mathrm{H}^{+}]{\text {(i) Conc. } \mathrm{NaOH}} \mathrm{Z} $
$Z$ is a mixture of alcohol and acid. Reaction of conversion of $Y$ to $Z$ is
What is ' $C$ ' in the following reaction sequence?

The functional groups present in the product ' $X$ ' of the reaction given below are




Assertion (A) : Aldehydes are more reactive than ketones towards nucleophilic addition reactions
Reason (R) : In aldehydes, carbonyl carbon is less electrophilic compared to ketones.
The correct answer is
What is the major product $Z$ in the given reaction sequence?
$ \left(\mathrm{CH}_3\right)_2 \mathrm{C}=\mathrm{O} \xrightarrow[\text { (ii) } 2 \mathrm{H}_2 \mathrm{O}^{+}]{(\mathrm{i}) \mathrm{C}_2 \mathrm{H}_5 \mathrm{MgBr}} \xrightarrow[\Delta]{\substack{\text { (i) } \mathrm{OOCl}_2 \\ \text { (ii) } \mathrm{CH}_3 \mathrm{ONa}}} Y \xrightarrow[\text { Peroxide }]{\mathrm{HBr}} Z $
Which of the following sets of reagents convert toluene to benzaldehyde?
A. $\mathrm{Cl}_2 \mid h v ; \mathrm{H}_2 \mathrm{O}, \Delta$
B. $\mathrm{KMnO}_4 \mid \mathrm{OH}^{-} ; \mathrm{H}^{+}$
C. $\mathrm{Cl}_2 \mid \mathrm{Fe} ; \mathrm{H}_2 \mathrm{O}$
D. $\mathrm{CrO}_2 \mathrm{Cl}_{21} \mid \mathrm{CS}_2 ; \mathrm{H}_3 \mathrm{O}^{+}$
Match the following reagents with the products obtained when they reacted with a ketone.
| List I | List II | ||
|---|---|---|---|
| A. | $ \mathrm{C}_6 \mathrm{H}_5 \mathrm{NHNH}_2 $ |
i. | Schiff base |
| B. | $ \mathrm{NH}_2 \mathrm{OH} $ |
ii. | Hydrazone |
| C. | $ \mathrm{C}_6 \mathrm{H}_5 \mathrm{NH}_2 $ |
iii. | Oxime |
| iv. | Phenyl hydrazone | ||
$ \text { Correct answer is } $
$ \text { Consider the reactions, } $
$ \text { The incorrect statement about ' } B \text { ' is } $
$ \text { The incorrect statement about } B \text { is } $

Conversion of $X$ into $Y$ is an example of the reaction

Rosenmund reduction
Clemmensen reduction
Wolff-Kishner reduction
Stephen reduction
The main reactants involved in Etard reaction are
Toluene $+\mathrm{CrO}_2 \mathrm{Cl}_2$
Toluene $+\mathrm{CrO}_3+\left(\mathrm{CH}_3 \mathrm{CO}\right)_2 \mathrm{O}$
Toluene $+\mathrm{Cl}_2 / h v$
Benzene $+\mathrm{CO}+\mathrm{HCl} /$ Anhy. $\mathrm{AlCl}_3$
Consider the following sequence of reactions,
$ \mathrm{C}_2 \mathrm{H}_4 \xrightarrow[\text { (ii) } \mathrm{Zn} / \mathrm{H}_2 \mathrm{O}]{\text { (i) } \mathrm{O}_3} P \xrightarrow[\text { (ii) } \mathrm{H}_2 \mathrm{O} / \mathrm{H}^{+}]{\text {(i) } \mathrm{CH}_3 \mathrm{MgBr} / \text { Ether }} Q \xrightarrow[\mathrm{CH}_2 \mathrm{Cl}_2]{\mathrm{PCC}} R $
The incorrect statement about $R$ is
It gives test with Tollen's reagent.
It undergoes Cannizzaro reaction.
It gives iodoform test.
It undergoes aldol condensation.
Arrange the following in the correct order of their reactivity towards nucleophilic addition reactions.


I $>$ III $>$ IV $>$ II
IV $>$ II $>$ I $>$ III
II $>$ III $>$ I $>$ IV
III $>$ I $>$ IV $>$ II
$ \text { What is } B \text { in the given reaction? } $





$ \text { What is } X \text { in the following reaction sequence? } $





In which of the following pairs reactant is correctly matched with reagent that would form benzaldehyde as product?




A and C only
C and D only
A and D only
B and C only
The product( $s$ ) formed when $m$-chlorobenzaldehyde is heated with concentrated NaOH is/are




Statement I Aldehyde on reaction with HCN gives cyanohydrin.
Statement II Cyanohydrin is a compound which consists of hydroxy and cyano groups on the same carbon.
Choose the correct answer from the following with reference to above statements.
Both statements I and II are false.
Both statements I and II are true.
Statement I is true and Statement II is false.
Statement I is false and Statement II is true.
What is the major product ' $C$ ' in the following sequence of reactions?











Alcohol $/ \mathrm{KOH}, \Delta \mathrm{NaNH}_2 \downarrow$ Double elimination



$ \text { i.e. } \mathrm{IV}>\mathrm{I}>\mathrm{III}>\mathrm{II} $



























