Synthesis by Reduction of Nitriles

Q.

Give the structures of A, B and C in the following reactions :

(i) $C{H}_{3}C{H}_{2}I\stackrel{NaCN}{\to }A\underset{Partialhydrolysis}{\overset{O{H}^{-}}{\to }}B\stackrel{NaOH+B{r}_2}{\to }C$

(ii) $C_6{H}_5{N}_{2}Cl\stackrel{CuCN}{\to }A\stackrel{H_{2}O}{\to }B\underset{\Delta }{\overset{N{H}_3}{\to }}C$

(iii) $C{H}_{3}C{H}_{2}Br\stackrel{KCN}{\to }A\stackrel{LiAI{H}_4}{\to }B\underset{0^{\circ }}{\overset{HN{O}_2}{\to }}C$

(iv) $C_6{H}_{5}N{O}_2\stackrel{Fe/HCI}{\to }A\underset{273K}{\overset{NaN{O}_2+HCl}{\to }}B\underset{\Delta }{\overset{H_{2}O/H^{+}}{\to }}C$

(v) $C{H}_{3}COOH\underset{\Delta }{\overset{N{H}_3}{\to }}A\stackrel{NaOBr}{\to }B\stackrel{NaN{O}_2/HCl}{\to }C$

(vi) $C_6{H}_{5}N{O}_2\stackrel{Fe/HCl}{\to }A\underset{273}{\overset{HN{O}_2}{\to }}B\stackrel{C_6{H}_{5}OH}{\to }C$

Q. Major product \(‘B’\) of the following reaction sequence is:

Q. $C{H}_3-CH=CH-C{H}_{2}OH\stackrel{PCC}{\to }\text{Product}$
Identify the product.

1. $C{H}_3-CH=CH-C{H}_2-CHO$
2. $C{H}_3-\stackrel{HO}{\stackrel{|}{C}}H-C{H}_2-CHO$
3. $C{H}_3-C{H}_2-\stackrel{HO}{\stackrel{|}{C}}H-CHO$
4. $C{H}_3-CH=CH-CHO$

Q.

Consider the following reaction:

1. Glucose $+\mathrm{ROH}\underset{}{\overset{\mathrm{dry}\mathrm{HCl}}{\to }}$Acetal $\underset{{\left({\mathrm{CH}}_3\mathrm{CO}\right)}_2\mathrm{O}}{\overset{{\mathrm{x}}_{\mathrm{eq}.}\mathrm{of}}{\to }}$acetyl derivative
2. Glucose $\underset{}{\overset{\mathrm{Ni}/{\mathrm{H}}_2}{\to }}$A $\underset{{\left(C{H}_{3}CO\right)}_{2}O}{\overset{{\mathrm{y}}_{\mathrm{eq}.}\mathrm{of}}{\to }}$ acetyl derivative
3. Glucose $\underset{{\left({\mathrm{CH}}_2\mathrm{CO}\right)}_2\mathrm{O}}{\overset{{\mathrm{z}}_{\mathrm{eq}}\mathrm{of}}{\to }}$acetyl derivative

‘$\mathrm{X}$’, $\mathrm{Y}$‘ and ’$\mathrm{Z}$ in these reactions are respectively.

1. $4,5\&5$

2. $5,4\&5$

3. $5,6\&5$

4. $4,6\&5$

Q. Acetaldehyde cyanoghydrin on hydrolysis gives :

1. Acetic acid
2. Acetone
3. $\alpha$ -hydroxy propionic acid
4. Ethylene glycol

Q. structure of 1 methoxy 4 4 dimethyl cyclohexane

Q.

Reduction of alkyl nitrile produces:

1. Secondary amine

2. Tertiary amine

3. Primary amine

4. 
   None of the above

Q. Consider the given reactions:
$\text{i. RCN}\stackrel{\text{Reduction}}{\to }\text{A}$

$\text{ii. RCN}\underset{\left(ii\right)H_{2}O}{\overset{\left(i\right)C{H}_{3}MgBr}{\to }}\text{B}$

$\text{iii. RCN}\underset{\left(\text{Partial}\right)}{\overset{\text{Hydrolysis}}{\to }}\text{C}$

$\text{iv. RCN}\underset{\text{(ii) HONO}}{\overset{\text{(i) Reduction}}{\to }}\text{D}$

Based on the products of the reactions, we have:

1. A is an amide, B is a methyl ketone
2. A is a $1^{\circ }$ amine, B is a methyl ketone
3. C is a carboxylic acid, D is an alcohol
4. C is an amide, D is an alcohol

Q. 2-hydroxybenzoic acid on heating with soda lime forms:

1. Benzene
2. Phenol
3. Benzyl alcohol
4. Benzoic acid

Q. Tertiary butyl amine is a:

1. $1^o$ amine
2. $2^o$ amine
3. $3^o$ amine
4. None of the above

Q. Which of the following represents primary alcohol group

1. 
2. 
3. 
4. 

Q. Which one of the following react with phenol to form anisole?

1. $NaOH+CHC{l}_3$
2. $NaOH+C{H}_{3}I$
3. $NaOH+C_2{H}_{5}I$
4. $NaOH+C{O}_2$

Q.

When hypophosphorous acid is treated with diazonium salts, it is reduced to:

1. Arenes

2. Methane

3. Ethyl alcohol

4. Amines

Q. This compound can be classified as:

1. Primary amine
2. Secondary amine
3. Tertiary amine
4. None of these

Q. are aldehydes isomeric with ethers

Q. Name the end product in the following series of reactions.
$C{H}_{3}COOH\stackrel{N{H}_3}{\to }A\stackrel{\Delta }{\to }B\stackrel{P_2{O}_5}{\to }C$

1. $C{H}_{3}CN$
2. $C{H}_{3}CO{O}^{-}N{H}_4^{+}$
3. $C{H}_4$
4. $C{H}_{3}OH$

Q. Which of the following amines will give carbylamine reaction?

1. $(C_2{H}_5{)}_{3}N$ only
2. $(C_2{H}_5{)}_{2}NH$ only
3. $C_2{H}_{5}N{H}_2$ only
4. $C_3{H}_{7}NH{C}_2{H}_5$ only

Q. Which of the following have $1^o$ amine group?

1. $C{H}_{3}C{H}_2-N{H}_2$
2. 
3. 
4. All of these

Q. Give the structures of $A,B$ and $C$ in the following reactions:
(i) $C{H}_{3}Br\stackrel{KCN}{\to }A\stackrel{LiAl{H}_4}{\to }B\underset{273K}{\stackrel{HN{O}_2}{\to }}C$
(ii) $C{H}_{3}COOH\underset{\Delta }{\stackrel{N{H}_3}{\to }}A\stackrel{{Br}_2+KOH}{\to }B\stackrel{CH{Cl}_3+NaOH}{\to }C$

Q. what is carbil amine reaction?

Q. $\stackrel{NaB{H}_4}{\leftarrow }Me-COOET\stackrel{LiAI{H}_4}{\to }$

Q. Consider the given reactions:
$\text{i. RCN}\stackrel{\text{Reduction}}{\to }\text{A}$

$\text{ii. RCN}\underset{\left(ii\right)H_{2}O}{\overset{\left(i\right)C{H}_{3}MgBr}{\to }}\text{B}$

$\text{iii. RCN}\underset{\left(\text{Partial}\right)}{\overset{\text{Hydrolysis}}{\to }}\text{C}$

$\text{iv. RCN}\underset{\text{(ii) HONO}}{\overset{\text{(i) Reduction}}{\to }}\text{D}$

Based on the products of the reactions, we have:

1. A is an amide, B is a methyl ketone
2. A is a $1^{\circ }$ amine, B is a methyl ketone
3. C is a carboxylic acid, D is an alcohol
4. C is an amide, D is an alcohol

Q. Which of the following gives the different substitution product with $C{H}_{3}C{H}_{2}Br$ when their sodium and silver salts are used?

1. $C{N}^{-}$
2. $O{H}^{-}$
3. $ROH$
4. None of the above

Q. $R-CN+2H_2\stackrel{Pd}{\to }R-C{H}_{2}N{H}_2$ is :

1. Oxidation Reaction
2. Reduction reaction
3. Combustion
4. None

Q.

1. Benzo nitrile

2. Benzoic acid

3. Aniline

4. Benzyl amine

Q. Which of the following reagents are not correctly matched with the reaction?

1. $C{H}_{3}CH=CHCHO\to C{H}_{3}CH=CHCOOH$: Ammoniacal $AgN{O}_3$
2. $C{H}_{3}CH=CHCHO\to C{H}_{3}CH=CHC{H}_{2}OH:H_2/Pt$
3. $R-COOH\to R-C{H}_{2}OH:NaB{H}_4$
4. $C{H}_{3}C{H}_{2}COCl\to C{H}_{3}C{H}_{2}CHO:H_2,Pd/BaS{O}_4$

Q. Predict the products of the following reactions:
(a) $C{H}_3-C{H}_2-Br+AgCN\underset{(aq.alcohol)}{⟶}$
(b) $C{H}_3-C{H}_2-Br+KN{O}_2\underset{(aq.alcohol)}{⟶}$
(d) $C{H}_3-I+Mg\stackrel{dryether}{\to }$

Q. Identify $X$ and $Y$ in the following sequence of reactions respectively:
${CH}_{3}CHO\underset{}{\overset{H{NO}_3}{\to }}X\underset{\Delta }{\overset{P_4{O}_{10}}{\to }}Y$

1. $C_2{H}_{5}OH$ and $C_2{H}_4$
2. ${CH}_{3}COOH$ and ${\left({CH}_{3}CO\right)}_{2}O$
3. ${CH}_{3}COOH$ and ${CH}_{3}CO{CH}_3$
4. $C_2{H}_{5}OH$ and ${CH}_{3}COOH$

Q. The reduction of nitrile gives ascent of amine series indicating:

1. preparation of amines containing two carbon atom more than starting amine
2. preparation of amines containing one carbon atom more than starting amine
3. preparation of amines containing three carbon atom more than starting amine
4. preparation of amines containing four carbon atom more than starting amine

Q. Phosgene is the common name of

1. Carbonyl Chloride
2. Phosphine
3. Phosphorous trichloride
4. Phosphorous oxychloride