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249 questions
Chemistry/Paper 4/Nitrogen Compounds
CAIEA-Level9701-a · Paper 4

Nitrogen Compounds

249 questions· page 1 of 25

Q92025 May/Jun·P414 partsEasy
(a)(i)

Identify an organic compound that can be converted into C6H5NH2\text{C}_6\text{H}_5\text{NH}_2 by a reduction reaction. State the reagents and conditions for this reaction.

organic compound .............................................................................................................

reagents ............................................................................................................................

conditions ..........................................................................................................................

(a)(ii)

Identify an organic compound that can be converted into CH3CH2CH2NH2\text{CH}_3\text{CH}_2\text{CH}_2\text{NH}_2 by a reduction reaction. State the reagent for this reaction.

organic compound .............................................................................................................

reagent ..............................................................................................................................

(a)(iii)

Identify a single test that will distinguish between C6H5NH2\text{C}_6\text{H}_5\text{NH}_2 and CH3CH2CH2NH2\text{CH}_3\text{CH}_2\text{CH}_2\text{NH}_2 by producing a white precipitate with only one of these amines.

Draw the structure of the compound that is precipitated.

testing reagent ..................................................................................................................

amine that gives a precipitate ...........................................................................................

structure of the compound that is precipitated:

(b)

Describe the relative basicities of C6H5NH2\text{C}_6\text{H}_5\text{NH}_2, CH3CH2CH2NH2\text{CH}_3\text{CH}_2\text{CH}_2\text{NH}_2 and NH3\text{NH}_3.

Explain your answer.

..............................................<..............................................<..............................................\text{..............................................} < \text{..............................................} < \text{..............................................} least basicmost basic\text{least basic} \qquad\qquad\qquad\qquad\qquad\qquad\qquad\qquad\qquad\qquad \text{most basic}
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Q92025 May/Jun·P425 partsMedium-Easy
(a)

The structures of the amino acids serine and lysine are shown in Fig. 9.1.

Draw the structure for the dipeptide, ser–lys, with molecular formula C9H19N3O4\text{C}_9\text{H}_{19}\text{N}_3\text{O}_4.

The peptide functional group formed should be displayed.

(b)(i)

State what is meant by isoelectric point.

(b)(ii)

A mixture of serine, lysine and ser–lys is analysed by electrophoresis using a buffer at pH 5.7.

Draw and label three spots on Fig. 9.2 to indicate the predicted position of each of these three species, serine, lysine and ser–lys, after electrophoresis.

Explain your answer.

(c)(i)

Draw the structure of Q in Fig. 9.3.

(c)(ii)

State the reagents and conditions for steps 1 and 2 in Fig. 9.3.

step 1 ................................................................................................................................

step 2 ................................................................................................................................

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Q92025 May/Jun·P434 partsEasy
(a)(i)

Identify an organic compound that can be converted into C6H5NH2\text{C}_6\text{H}_5\text{NH}_2 by a reduction reaction. State the reagents and conditions for this reaction.

organic compound .............................................................................................................

reagents ............................................................................................................................

conditions ..........................................................................................................................

(a)(ii)

Identify an organic compound that can be converted into CH3CH2CH2NH2\text{CH}_3\text{CH}_2\text{CH}_2\text{NH}_2 by a reduction reaction. State the reagent for this reaction.

organic compound .............................................................................................................

reagent ..............................................................................................................................

(a)(iii)

Identify a single test that will distinguish between C6H5NH2\text{C}_6\text{H}_5\text{NH}_2 and CH3CH2CH2NH2\text{CH}_3\text{CH}_2\text{CH}_2\text{NH}_2 by producing a white precipitate with only one of these amines.

Draw the structure of the compound that is precipitated.

testing reagent ..................................................................................................................

amine that gives a precipitate ...........................................................................................

structure of the compound that is precipitated:

(b)

Describe the relative basicities of C6H5NH2\text{C}_6\text{H}_5\text{NH}_2, CH3CH2CH2NH2\text{CH}_3\text{CH}_2\text{CH}_2\text{NH}_2 and NH3\text{NH}_3.

Explain your answer.

..............................<..............................<..............................\text{..............................} < \text{..............................} < \text{..............................} least basicmost basic\text{least basic} \hspace{150pt} \text{most basic}
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Q82021 Oct/Nov·P414 partsMedium-Easy
(a)

State what is seen when aqueous bromine is added to phenylamine.

(b)

Suggest what is seen when aqueous bromine is added to ethylamine.

(c)

Draw the structure of the organic product formed when an excess of aqueous bromine is added to phenylamine.

(d)

Name the product you have drawn in (c).

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Q102021 Oct/Nov·P413 partsEasy
(a)

Draw the structure of valine at pH 6.0.

(b)

A solution of lysine is produced with pH 9.7. Dilute sulfuric acid is added slowly until the pH of the solution is 1.0. The sulfuric acid reacts with lysine to produce different organic ions that are not present in significant concentrations at pH 9.7.

Draw the structures of three of the organic ions that form during the addition of sulfuric acid in the boxes. Draw the organic ion present at pH 1.0 in box C.

(c)

Draw the structure of the dipeptide Val-Lys. The peptide bond should be shown fully displayed.

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Q92021 Oct/Nov·P422 partsMedium
(a)

Complete the table to describe three different syntheses.

  • One of the three syntheses should involve a nucleophilic substitution reaction.
  • The starting organic compound for each synthesis should contain a different functional group.
  • A different reagent should be used for each synthesis.
starting organic compoundreagent and conditions
(b)

Compare and explain the relative basicities of ammonia, butylamine and phenylamine.

..............................................>.............................................>.............................................\text{..............................................} > \text{.............................................} > \text{.............................................} most basicleast basic\text{most basic} \hspace{120pt} \text{least basic}
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Q82021 Oct/Nov·P434 partsMedium-Easy
(a)

State what is seen when aqueous bromine is added to phenylamine.

(b)

Suggest what is seen when aqueous bromine is added to ethylamine.

(c)

Draw the structure of the organic product formed when an excess of aqueous bromine is added to phenylamine.

(d)

Name the product you have drawn in (c).

Similar questions
Q102021 Oct/Nov·P433 partsEasy
(a)

Draw the structure of valine at pH 6.0.

(b)

A solution of lysine is produced with pH 9.7. Dilute sulfuric acid is added slowly until the pH of the solution is 1.0. The sulfuric acid reacts with lysine to produce different organic ions that are not present in significant concentrations at pH 9.7.

Draw the structures of three of the organic ions that form during the addition of sulfuric acid in the boxes. Draw the organic ion present at pH 1.0 in box C.

(c)

Draw the structure of the dipeptide Val-Lys. The peptide bond should be shown fully displayed.

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Q42020 May/Jun·P413 partsMedium
(a)

The molecular formulae of three nitrogen-containing compounds are given.

SC6H5CONH2TC6H5NH2UC6H5CH2NH2\begin{aligned} &\mathbf{S} \quad \text{C}_6\text{H}_5\text{CONH}_2 \\ &\mathbf{T} \quad \text{C}_6\text{H}_5\text{NH}_2 \\ &\mathbf{U} \quad \text{C}_6\text{H}_5\text{CH}_2\text{NH}_2 \end{aligned}

Describe and explain the relative basicities of S, T and U.

....................................>....................................>....................................\text{....................................} > \text{....................................} > \text{....................................} most basicleast basic\text{most basic} \hspace{150pt} \text{least basic}
(b)(i)

Suggest reagents and conditions for reaction 1 and for reaction 2.

(b)(ii)

State the type of reaction in reaction 1 and name the mechanism in reaction 2.

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Q42020 May/Jun·P433 partsMedium
(a)

The molecular formulae of three nitrogen-containing compounds are given.

SC6H5CONH2\text{C}_6\text{H}_5\text{CONH}_2
TC6H5NH2\text{C}_6\text{H}_5\text{NH}_2
UC6H5CH2NH2\text{C}_6\text{H}_5\text{CH}_2\text{NH}_2

Describe and explain the relative basicities of S, T and U.

....................................>....................................>....................................\text{....................................} > \text{....................................} > \text{....................................} most basicleast basic\text{most basic} \hspace{7cm} \text{least basic}
(b)(i)

Suggest reagents and conditions for reaction 1 and for reaction 2.

reaction 1

reaction 2

(b)(ii)

State the type of reaction in reaction 1 and name the mechanism in reaction 2.

type of reaction in reaction 1

mechanism of reaction 2

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