Dr. Emanuele Chemistry Tutor - Topic 19: Organic Nitrogen Compounds

A Level Official Exam Material

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Unit 5: Transition Metals and

Organic Nitrogen Chemistry

Topic 19: Organic Nitrogen Compounds:

Amines, Amides,
Amino Acids and Proteins

For both A Level students only

Q1. Answer the question with a cross in the box you think is correct .

If you change your mind about an answer, put a line through the box and then mark your new answer with a cross.

Alanine is an amino acid.

(a) Which structure best represents alanine at high pH?

(b) Alanine is a crystalline solid at room temperature.

What are the main forces broken when alanine melts? (1)

A London forces

B hydrogen bonds

C covalent bonds

D ionic bonds

(Total for question = 2 marks)

Q2. Identify the correct trend of increasing strength as a base. (1)

A C6H5–NH2 < H–NH2 < CH3–NH2

B C6H5–NH2 < CH3–NH2 < H–NH2

C H–NH2 < CH3–NH2 < C6H5–NH2

D H–NH2 < C6H5–NH2 < CH3–NH2

(Total for question = 1 mark)

Q3. Azo dyes are made from the benzenediazonium ion.

(a) Benzenediazonium ions can be made from:

(b) The structure of the azo dye formed when benzenediazonium ions react with phenol is (1)

Q4. Answer the question with a cross in the box you think is correct . If you change your mind about an answer, put a line through the box and then mark your new answer with a cross.

Hydrogen bonds are formed when methylamine dissolves in water.

Which structure best represents a hydrogen bond between methylamine and water?

Q5. Answer the question with a cross in the box you think is correct.

If you change your mind about an answer, put a line through the box and then mark your new answer with a cross.

What is the name of the compound shown?

Q6. Answer the question with a cross in the box you think is correct .

If you change your mind about an answer, put a line through the box and then mark your new answer with a cross .

Which ion is formed when a mixture of sodium nitrite, NaNO2, and dilute hydrochloric acid reacts with phenylamine at a temperature of 5°C?

Q7. Answer the question with a cross in the box you think is correct .

If you change your mind about an answer, put a line through the box and then mark your new answer with a cross .

Cuminone is used as a flavouring.

Q8. Which combination of reactants will produce a primary aliphatic amine as the product?

Q9. Answer the question with a cross in the box you think is correct . If you change your mind about an answer, put a line through the box and then mark your new answer with a cross .

Which amine could not be prepared by the reduction of a nitrile?

Q10. Which equation shows the two compounds that react to produce ethanamide, CH3CONH2, in a single step? (1)

A CH4 + HCONH2 → CH3CONH2 + H2

B CH3COOH + NH3 → CH3CONH2 + H2O

C CH3COCl + NH3 → CH3CONH2 + HCl

D CH3CHO + NH3 → CH3CONH2 + H2

(Total for question = 1 mark)

Q11. Answer the questions with a cross in the boxes you think are correct . If you change your mind about an answer, put a line through the box and then mark your new answer with a cross .

This question is about the amino acid serine.

(a) Which ion is most likely to form if serine is dissolved in sodium carbonate solution? (1)

(b) Serine has a melting temperature in the region of 200–300 °C.

This high melting temperature is mainly due to the formation of (1)

A hydrogen bonds

B ionic bonds

C London forces

D peptide bonds

(Total for question = 2 marks)

Q12. Answer the question with a cross in the box you think is correct . If you change your mind about an answer, put a line through the box and then mark your new answer with a cross .

Which sequence shows these compounds in order of decreasing basicity?

A C6H5NH2 > CH3CH2CH2NH2 > NH3

B NH3 > CH3CH2CH2NH2 > C6H5NH2

C CH3CH2CH2NH2 > NH3 > C6H5NH2

D C6H5NH2 > NH3 > CH3CH2CH2NH2

(Total for question = 1 mark)

Q13. Answer the question with a cross in the box you think is correct.

If you change your mind about an answer, put a line through the box and then mark your new answer with a cross .

Separate 0.1 mol dm−3 aqueous solutions of ammonia, butylamine and phenylamine were prepared.

Which of the following sequences shows the solutions in order of increasing pH?

A butylamine, phenylamine, ammonia

B ammonia, butylamine, phenylamine

C phenylamine, ammonia, butylamine

D ammonia, phenylamine, butylamine

(Total for question = 1 mark)

Q14. Answer the question with a cross in the box you think is correct.

If you change your mind about an answer, put a line through the box and then mark your new answer with a cross .

Which type of compound cannot be a monomer in the formation of polyamides?

A amides

B amino acids

C diacyl chlorides

D diamines

(Total for question = 1 mark)

Q15. Answer the question with a cross in the box you think is correct.

If you change your mind about an answer, put a line through the box and then mark your new answer with a cross .

The repeat unit of a polymer is shown.

Q16. Answer the question with a cross in the box you think is correct.

If you change your mind about an answer, put a line through the box and then mark your new answer with a cross.

The repeat unit of a polymer is shown.

This polymer could be

A both a polypeptide and a polyamide

B neither a polypeptide nor a polyamide

C a polypeptide but not a polyamide

D a polyamide but not a polypeptide

(Total for question = 1 mark)

Q17. Answer the questions with a cross in the boxes you think are correct.

If you change your mind about an answer, put a line through the box and then mark your new answer with a cross .

This question is about polymers.

(a) A repeat unit of the polymer PET has the structure shown.

What is the percentage by mass of carbon in the repeat unit? (1)

A 57.1 %

B 62.5 %

C 65.2 %

D 66.7 %

(b) One of the monomers used to make PET is benzene-1,4-dicarboxylic acid.

This polymer is formed from (1)

A a single type of monomer by an addition reaction

B a single type of monomer by a condensation reaction

C two different types of monomer by an addition reaction

D two different types of monomer by a condensation reaction

Use this space for rough working.

Anything you write in this space will gain no credit.

(Total for question = 3 marks)

Q18. Chlorpheniramine is an amine used in the treatment of hayfever.

Like many amines, pyridine is miscible with water and the solution formed is alkaline.

Explain each of these properties of pyridine. (4)

.............................................................................................................................................

(c) A student suggested that the final step in the synthesis of chlorpheniramine starts with the reaction between monodesmethylchlorpheniramine and chloromethane.

Assuming the reaction is similar to that between ammonia and chloromethane, complete the mechanism for this proposed reaction.
Some of the organic structures shown have been simplified.

Include curly arrows, and any relevant dipoles and lone pairs of electrons. (4)

If you need the markscheme, including the examiners' reports for each question, and more exam and teaching materials on this topic, contact me through the contact page