ExamGOAL
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37
Subjective

Can Gatterman-Koch reaction be considered similar to Friedel-Craft's acylation? Discuss.

Explanation

In Gatterman-Koch reaction, benzene or its derivative is treated with CO and HCl in presence of anhydrous aluminium chloride to produce benzaldehyde.

This can be done by reaction of benzene with acyl chloride in the presence of anhydrous $\mathrm{AlCl}_3$.

Formerly chloride is unstable in nature. So, it can be transferred by only Gattermann-Koch reaction not by Friedel-Craft reaction.

38
Subjective

Match the common names given in Column I with the IUPAC names given in Column II.

Column I
(Common names)
Column II
(IUPAC names)
A. Cinnamaldehyde 1. Pentanal
B. Acetophenone 2. Prop-2-en-al
C. Valeraldehyde 3. 4-methylpent-3-en-2-one
D. Acrolein 4. 3-phenylprop-2-en-al
E. Mesityl oxide 5. 1-phenylethanone

Explanation

A. $\rightarrow(4)$ B. $\rightarrow$ (5) C. $\rightarrow$ (1) D. $\rightarrow$ (2) E. $\rightarrow(3)$

Common names Structure IUPAC names
A. Cinnamaldehyde 3-phenylprop-2-en-al
B. Acetophenone 1-phenylethanone
C. Valeraldehyde Pentanal
D. Acrolein Prop-2-en-al
E. Mesityl oxide 4-methyl pent-3-en-2-one

39
Subjective

Match the acids given in Column I with their correct IUPAC names given in Column II.

Column I
(Acids)
Column II
(IUPAC names)
A. Phthalic acid 1. Hexane-1, 6-dioic acid
B. Oxalic acid 2. Benzene-1, 2-dicarboxylic acid
C. Succinic acid 3. Pentane-1, 5-dioic acid
D. Adipic acid 4. Butane-1, 4-dioic acid
E. Glutaric acid 5. Ethane-1, 2-dioic acid

Explanation

$\begin{array}{llll}\text { A. } \rightarrow(2) & \text { B. } \rightarrow(5) & \text { C. } \rightarrow(4) & \text { D. } \rightarrow(1) \\ \text { E. } \rightarrow(3)\end{array}$

Acids IUPAC names Structure
A. Phthalic acid Benzene-1, 2-dicarboxylic acid
B. Oxalic acid Ethane-1, 2-dioic acid
C. Succinic acid Butane-1, 4-dioic acid
D. Adipic acid Hexane-1, 6-dioic acid
E. Glutaric acid Pentane-1, 5-dioic acid

40
Subjective

Match the reactions given in Column I with the suitable reagents given in Column II.

Column I
(Reactions)
Column II
(Reagents)
A. Benzophenone $\to$ Diphenylmethane 1. LiAlH$_4$
B. Benzaldehyde $\to$ 1-phenylethanol 2. DIBAL-H
C. Cyclohexanone $\to$ Cyclohexanol 3. Zn(Hg)/Conc. HCl
D. Phenyl benzoate $\to$ Benzaldehyde 4. CH$_3$MgBr

Explanation

A. $\rightarrow(3)$ B. $\rightarrow$ (4) C. $\rightarrow$ (1) D. $\rightarrow(2)$

Reactions Reagents
A. 1. Zn(Hg)/Conc. HCl
B. 2. CH$_3$MgBr
C. 3. LiAlH$_4$
D. 4. DIBAL-H

41
Subjective

Match the example given in Column I with the name of the reaction in Column II.

Column I
(Example)
Column II
(Reaction)
A. 1. Friedel-Crafts acylation
B. 2. HVZ reaction
C. 3. Aldol condensation
D. 4. Cannizzaro's reaction
E. $\mathrm{CH}_3-\mathrm{CN} \xrightarrow[\text { (ii) } \mathrm{H}_2 \mathrm{O} / \mathrm{H}^{+}]{\text {(i) } \mathrm{SnCl}_2 / \mathrm{HCl}} \mathrm{CH}_3 \mathrm{CHO}$ 5. Rosenmund's reduction
F. $2 \mathrm{CH}_3 \mathrm{CHO} \xrightarrow{\mathrm{NaOH}} \mathrm{CH}_3-\mathrm{CH}=\mathrm{CHCHO}$ 6. Stephen's reaction

Explanation

A. $\rightarrow$ (5) B. $\rightarrow(4)$ C. $\rightarrow(1)$ D. $\rightarrow$ (2) E. $\rightarrow$ (6) F. $\rightarrow(3)$


Example

Name of the Reaction
A. 1. Rosenmund's reduction
B. 2. Cannizzaro's reaction
C. 3. Friedel-Crafts acylation
D. 4. HVZ reaction
E. $\mathrm{CH}_3-\mathrm{CN} \xrightarrow[\text { (ii) } \mathrm{H}_2 \mathrm{O} / \mathrm{H}^{+}]{\text {(i) } \mathrm{SnCl}_2 / \mathrm{HCl}} \mathrm{CH}_3 \mathrm{CHO}$ 5. Stephen's reduction
F. $2 \mathrm{CH}_3 \mathrm{CHO} \xrightarrow{\mathrm{NaOH}} \mathrm{CH}_3-\mathrm{CH}=\mathrm{CHCHO}$ 6. Aldol condensation