Reduction of Amides,Oximes and Azides with LAH

Q. A compound is soluble in concentrated $H_{2}S{O}_4$. It does not decolourize bromine in carbon tetrachloride but oxidized by chromic anhydride in a sulphuric acid within two seconds, turning orange solution to blue green then opaque. The original compound is-

1. $\text{A primary alcohol}$
2. $\text{A tertiary alcohol}$
3. $\text{An alkene}$
4. $\text{An ether}$

Q.

Toluene on reaction with chromyl chloride in presence of ${\mathrm{CS}}_2$ followed by hydrolysis gives

Q. When primary amide is treated with an aqueous solution of $KOH$ and bromine, it gives a primary amine. The name of the reaction is:

1. Gabriel phthalimide reaction
2. Reimer-Tiemann reaction
3. Ammonolysis
4. Hoffmann Bromamide reaction

Q. Acetamide is treated separately with the following reagents. Which one of these would give methyl amine?

1. $NaOH+B{r}_2$
2. Hot conc. $H_{2}S{O}_4$
3. $PC{l}_5$
4. Soda lime

Q. $\mathrm{Ph}-C\equiv N\underset{\mathrm{Partial}\mathrm{Hydrolysis}}{\overset{H_3{O}^{+}}{\to }}\left(A\right)\stackrel{{\mathrm{Br}}_2+\mathrm{KOH}}{\to }\left(B\right)$
Product (B) is:

1. $Ph-C{H}_2-N{H}_2$
2. $Ph-OH$
3. $Ph-N{H}_2$
4. $Ph-C{H}_3$

Q. The reaction of $C{H}_{3}O{C}_2{H}_5$ with $HI$ gives:

1. $C{H}_{3}I$
2. $C_2{H}_{5}OH$
3. $C{H}_{3}I+C_2{H}_{5}OH$
4. $C{H}_{3}OH+C_2{H}_{5}I$

Q. Which of the alkyl chlorides listed below undergoes dehydrohalogenation in the presence of a strong base to give 2-pentene as the only alkene product ?

1. 3-chloropentane
2. 2-chloropentane
3. 1-chloropentane
4. 1-chloro-2-methylbutane

Q. Identify the product D in the following reaction sequence:

1. 
2. 
3. 
4. 

Q. Which of the following reaction sequence(s) is/are suitable to convert acetone to methylamine?

1. $\stackrel{C{F}_{3}COOOH}{\to }\stackrel{N{H}_{2}N{H}_2/\Delta }{\to }\underset{\Delta }{\overset{NaN{O}_2/HCl}{\to }}\stackrel{H_3{O}^{+}}{\to }$
2. $\stackrel{I_2+NaOH}{\to }\stackrel{H^{+}/H_{2}O}{\to }\stackrel{PC{l}_5}{\to }\underset{\Delta }{\overset{N{H}_3}{\to }}\stackrel{B{r}_2+KOH}{\to }$
3. $\stackrel{I_2+NaOH}{\to }\stackrel{H^{+}}{\to }\underset{\Delta }{\overset{N{H}_3}{\to }}$
4. $\stackrel{I_2+NaOH}{\to }\stackrel{H^{+}}{\to }\underset{\Delta }{\overset{N{H}_3}{\to }}\stackrel{LiAl{H}_4}{\to }$

Q. Which of the following alkanes can be synthesised by the Wurtz reaction in good yield?

1. $(C{H}_3{)}_{2}CH-C{H}_2-C{H}_2-CH(C{H}_3{)}_2$
   
2. $(C{H}_3{)}_{3}C-C{H}_2-C{H}_2-C{H}_3$
3. $(C{H}_3{)}_{2}CH-C{H}_2-CH(C{H}_3{)}_2$
   
4. $C{H}_3-C{H}_2-C(C{H}_3{)}_{2}C{H}_2-C{H}_3$

Q.
Identify C in the following reaction sequence.

1. 
2. 
3. 
4. 

Q. A carbonyl compound P (from i-iii), which gives positive iodoform test, undergoes with MeMgBr followed by dehydration to give an olefin Q. Ozonolysis of Q leads to a dicarbonyl compound R, which undergoes intramolecular aldol reaction to give predominantly S.

2. Product S is :

1. 
2. 
3. 
4. 

Q. Why amine shows more electrophillic substitution than phenol

Q. Identify the product D in the following reaction sequence:

1. 
2. 
3. 
4. 

Q.

1. $C{H}_2(COOH{)}_2$
2. $C{H}_{3}COOH$
3. $HCOOH$
4. $HCHO$

Q.
What is sequence of reagent use to convert following

<!--td {border: 1px solid #cccccc;}br {mso-data-placement:same-cell;}--> AIIMS 2018

1. $Ag\left[\right(N{H}_3{)}_2{]}^{+},H_2/Pd,B{r}_2/NaOH$
2. $H_2/Pd,B{r}_2/NaOH,\left[Ag\right(N{H}_3{)}_2{]}^{+}$
3. $H_2/Pd,\left[Ag\right(N{H}_3{)}_2{]}^{+},B{r}_2/NaOH$
4. $B{r}_2/NaOH,\left[Ag\right(N{H}_3)2{]}^{+},H_2/Pd$

Q.
The product "P" in the above reaction is :

1. 
2. 
3. 
4. 

Q. Identify product D, in the given reaction sequence.

1. 
2. 
3. 
4. 

Q. (1) How will you convert an amide into an amine having one carbon less than the starting compound
(2) Name the reaction

Q.
The correct statments regarding the given reaction sequences is/are:

1. (r) and (t) are same
2. (r) is
3. 
4. (s) can be converted back to reactant by action of Jones reagent

Q. Which of the following gives a soluble complex on reaction with benzene sulphonyl chloride (which of the following compounds after reacting with benzene sulphonyl chloride is soluble in alkali solution ) :-

1. $(C{H}_3{)}_{3}N$
2. $C{H}_{3}C{H}_2-NH-C{H}_3$
3. $C{H}_{3}C{H}_{2}C{H}_2-N{H}_2$
4. $C{H}_{3}C{H}_2-OH$

Q. Acetamide is treated separately with the following reagents. Which one of these would give methyl amine?

1. $P{Cl}_5$
2. $NaOH+{Br}_2$
3. soda lime
4. Hot conc. $H_2{SO}_4$

Q. What is the major organic product obtained from the following reaction?

1. 
2. 
3. 
4. 

Q. The end product of the given reaction sequence is



\( (2 mol ) \) (2) \( CH _{3}-1 \)

Q. Which one of the following gives amine on heating with amide?

1. ${Br}_2$ in aqueous $KOH$
2. ${Br}_2$ in alcoholic $KOH$
3. ${Cl}_2$ in Sodium
4. Sodium in Ether

Q. What is ${}^{\prime }{X}^{\prime }$ in the following sequence of reactions?

1. $(C{H}_3{)}_{2}CHCOCl$
2. $C{H}_{3}C{H}_{2}CH\left(OH\right)C{H}_{2}Cl$
3. $C{H}_{3}C{H}_{2}C{H}_{2}COCl$
4. $ClC{H}_{2}C{H}_{2}C{H}_{2}CHO$

Q. $C{H}_3-\stackrel{\stackrel{O}{||}}{C}-N{H}_2+4\left(H\right)\stackrel{Na}{\underset{Ethanol}{⟶}}X$

1. methylamine
2. ethylamine
3. dimethylamine
4. nitro-methane

Q. An organic compound $\left(A\right)$ of molecular formula $C_2{H}_{5}NO$ reacts with ${Br}_2/NaOH$ to give compound $\left(B\right)$ of molecular formula ${CH}_{5}N$. $\left(A\right)$ is reduced by $LiAl{H}_4$ to give cmpound $\left(C\right)$ of formula $C_2{H}_{7}N$. Identify $\left(A\right),\left(B\right)$ and $\left(C\right)$.

Q. Acetamide on treatment with______ forms ethylamine.

Q. How will you prepare ethylamine from the acetic acid ?