EVALUATION#

Choose the correct answer:#

  1. Which of the following reagent can be used to convert nitrobenzene to aniline a) $\text{Sn / HCl}$ b) $\text{ZnHg / NaOH}$ c) $\text{Zn/NH}_4\text{Cl}$ d) All of these

  2. The method by which aniline cannot be prepared is a) degradation of benzamide with $\text{Br}_2\text{ / NaOH}$ b) potassium salt of phthalimide treated with chlorobenzene followed by hydrolysis with aqueous $\text{NaOH}$ solution. c) reduction of Nitrobenzene with $\text{LiAlH}_4$ d) reduction of nitrobenzene by $\text{Sn / HCl}$.

  3. Which one of the following will not undergo Hofmann bromamide reaction a) $\text{CH}_3\text{CONHCH}_3$ b) $\text{CH}_3\text{CH}_2\text{CONH}_2$ c) $\text{CH}_3\text{CONH}_2$ d) $\text{C}_6\text{H}_5\text{CONH}_2$

  4. Assertion: Acetamide on reaction with $\text{KOH}$ and bromine gives acetic acid
    Reason: Bromine catalyses hydrolysis of acetamide.
    a) if both assertion and reason are true and reason is the correct explanation of assertion. b) if both assertion and reason are true but reason is not the correct explanation of assertion. c) assertion is true but reason is false d) both assertion and reason are false.

  5. a) bromomethane b) $\alpha$ - bromo sodium acetate c) methanamine d) acetamide

  6. Which one of the following nitro compounds does not react with nitrous acid

  7. \(\mathrm{Aniline + benzoyl\ chloride \xrightarrow{\mathrm{NaOH}} C_6H_5{-}NH{-}COC_6H_5}\) this reaction is known as a) Friedel – crafts reaction b) HVZ reaction c) Schotten – Baumann reaction d) none of these

  8. The product formed by the reaction an aldehyde with a primary amine (NEET) a) carboxylic acid b) aromatic acid c) schiff’s base d) ketone

  9. Which of the following reaction is not correct.

  10. When aniline reacts with acetic anhydride the product formed is a) o – aminoacetophenone b) m-aminoacetophenone c) p – aminoacetophenone d) acetanilide

  11. The order of basic strength for methyl substituted amines in aqueous solution is a) $\text{N(CH}_3)_3 > \text{N(CH}_3)_2\text{H} > \text{N(CH}_3)\text{H}_2 > \text{NH}_3$ b) $\text{N(CH}_3)_2\text{H} > \text{N(CH}_3)\text{H}_2 > \text{N(CH}_3)_3 > \text{NH}_3$ c) $\text{NH}_3 > \text{N(CH}_3)\text{H}_2 > \text{N(CH}_3)_2\text{H} > \text{N(CH}_3)_3$ d) $\text{N(CH}_3)_2\text{H} > \text{N(CH}_3)\text{H}_2 > \text{NH}_3 > \text{N(CH}_3)_3$

  1. Nitrobenzene on reaction with at $80\text{-}100^\circ\text{C}$ forms which one of the following products? a) 1,4 – dinitrobenzene b) 2,4,6 – tirnitrobenzene c) 1,2 – dinitrobenzene d) 1,3 – dinitrobenzene

  2. \(\mathrm{C_5H_{13}N\ reacts\ with\ HNO_2}\) to give an optically active compound – The compound is a) pentan – 1- amine b) pentan – 2- amine c) N,N – dimethylpropan -2-amine d) diethyl methyl amine

  3. Secondary nitro alkanes react with nitrous acid to form a) red solution b) blue solution c) green solution d) yellow solution

  4. Which of the following amines does not undergo acetylation? a) t – butylamine b) ethylamine c) diethylamine d) triethylamine

  5. Which one of the following is most basic? a) 2,4 – dichloroaniline b) 2,4 – dimethyl aniline c) 2,4 – dinitroaniline d) 2,4 – dibromoaniline

  6. When

    is reduced with $\text{Sn / HCl}$ the pair of compounds formed are a) Ethanol, hydroxylamine hydrochloride b) Ethanol, ammonium hydroxide c) Ethanol, $\text{NH}_2\text{OH}$ d) $\text{C}_2\text{H}_5\text{NH}_2\text{, H}_2\text{O}$

  7. IUPAC name for the amine

    $$\begin{aligned} &\qquad\quad\text{CH}_3 \\ &\qquad\quad\ \ | \\ &\text{CH}_3\text{ — N — C — CH}_2\text{— CH}_3 \quad \text{is} \\ &\qquad\ \ \ | \quad\ \ | \\ &\qquad\text{CH}_3\ \ \text{C}_2\text{H}_5 \end{aligned}$$

    a) 3 – Bimethylamino – 3 – methyl pentane b) 3 (N,N – Triethyl) – 3- amino pentane c) 3 – N,N – trimethyl pentanamine d) N,N – dimethyl – 3- methyl - pentan - 3 amine

22. Ammonium salt of benzoic acid is heated strongly with $\text{P}_2\text{O}_5$ and the product so formed is reduced and then treated with $\text{NaNO}_2\text{ / HCl}$ at low temperature. The final compound formed is a) Benzene diazonium chloride b) Benzyl alcohol c) Phenol d) Nitrobenzene

#

Short answer Questions#

  1. Write down the possible isomers of the $\text{C}_4\text{H}_9\text{NO}_2$ give their IUPAC names

  2. There are two isomers with the formula $\text{CH}_3\text{NO}_2$. How will you distinguish between them?

  3. What happens when i. 2 – Nitropropane boiled with $\text{HCl}$ ii. Nitrobenzene undergo electrolytic-reduction in strongly acidic medium. iii. Oxidation of tert – butylamine with $\text{KMnO}_4$ iv. Oxidation of acetoneoxime with trifluoroperoxy acetic acid.

  4. How will you convert nitrobenzene into i. 1,3,5 - trinitrobenzene ii. o and p- nitrophenol iii. m – nitro aniline iv. azoxybenzene v. hydrozobenzene vi. N – phenylhydroxylamine vii. aniline

  5. Identify compounds A, B and C in the following sequence of reactions.

  6. Write short notes on the following i. Hofmann’s bromide reaction ii. Ammonolysis iii. Gabriel phthalimide synthesis iv. Schotten – Baumann reaction v. Carbylamine reaction vi. Mustard oil reaction vii. Coupling reaction viii. Diazotisation ix. Gomberg reaction

  7. How will you distinguish between primary secondary and tertiary alphatic amines.

  8. Account for the following i. Aniline does not undergo Friedel – Crafts reaction ii. Diazonium salts of aromatic amines are more stable than those of aliphatic amines iii. $\text{pK}_b$ of aniline is more than that of methylamine iv. Gabriel phthalimide synthesis is preferred for synthesising primary amines. v. Ethylamine is soluble in water whereas aniline is not vi. Amines are more basic than amides vii. Although amino group is o – and p – directing in aromatic electrophilic substitution reactions, aniline on nitration gives a substantial amount of m – nitroaniline.

  9. Arrange the following

  10. How will you prepare propan – 1- amine from i) butane nitrile ii) propanamide iii) 1- nitropropane

  11. Identify A, B, and C

    $$\text{CH}_3\text{-NO}_2 \xrightarrow{\text{LiAlH}_4} \text{A} \xrightarrow{\text{2CH}_3\text{CH}_2\text{Br}} \text{B} \xrightarrow{\text{H}_2\text{SO}_4} \text{C}$$
  12. How will you convert diethylamine into i) N, N – diethylacetamide ii) N – nitrosodiethylamine

  1. A dibromo derivative (A) on treatment with $\text{KCN}$ followed by acid hydrolysis and heating gives a monobasic acid (B) along with liberation of $\text{CO}_2$. (B) on heating with liquid ammonia followed by treating with $\text{Br}_2/\text{KOH}$ gives (c) which on treating with $\text{NaNO}_2$ and $\text{HCl}$ at low temperature followed by oxidation gives a monobasic acid (D) having molecular mass 74. Identify A to D.

  2. Identify A to E in the following sequence of reactions.

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