Lesson 18B.1
18B.1 Amines: identification, basicity and reactions Quiz: Pearson Edexcel Chemistry, Unit 18
20 questions
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Lesson 18B.1, Amines: identification, basicity and reactions: 20 multiple choice questions for the Pearson Edexcel Chemistry (9CH0), Unit 18: Organic Chemistry III, written with Revision Ninja.
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The 20 questions
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What functional group defines a primary amine?
- -NH2 bonded to one alkyl or aryl group
- -CONH2 bonded to a carbonyl group
- -N(CH3)3+ with four groups on nitrogen
- -NH- bonded to two alkyl groups
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Why are primary aliphatic amines basic?
- The amine contains a carbonyl group that releases electrons
- The lone pair on nitrogen can accept a proton from an acid
- The amine donates a hydroxide ion to water
- The nitrogen atom carries a permanent positive charge
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What happens when butylamine dissolves in water?
- It forms an acidic solution containing butylammonium ions and hydrogen ions
- It forms a neutral solution with no ions present, since amines do not react with water
- It forms an alkaline solution containing butylammonium and hydroxide ions
- It forms a precipitate of butylamine hydroxide, which settles at the bottom of the tube
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Which reagent reacts with a primary amine to form a deep blue complex ion?
- Copper(II) ions, forming a deep blue complex
- Silver(I) ions, forming a silver mirror
- Calcium ions, forming a white precipitate
- Iron(II) ions, forming a green precipitate
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Which functional group defines an amide?
- -CN, a carbon triple-bonded to nitrogen
- -CONH- or -CONH2, a carbonyl group bonded to nitrogen
- -NH2 bonded to an alkyl group
- -COOH, a carbonyl group bonded to a hydroxyl group
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What is an amino acid?
- A molecule with a benzene ring and a hydroxyl group
- A molecule with two amine groups and no acid group
- A molecule with a carbonyl group and an ester group
- A molecule with both an amine group and a carboxylic acid group
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Butylamine reacts with ethanoyl chloride. What is the organic product?
- Butanenitrile with hydrogen gas formed, from reduction of the carbonyl group
- Butan-1-ol and ethanoic acid, formed by hydrolysis of the acyl chloride group
- Butyl ethanoate, an ester, with water formed as the only by-product of the reaction
- N-butylethanamide, an amide, with hydrogen chloride also formed
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Which amine is the most basic of ammonia, butylamine and phenylamine?
- Butylamine, a primary aliphatic amine
- Ethanamide, which has a carbonyl group attached to nitrogen in the chain
- Ammonia, which is the simplest base and has a lone pair on nitrogen
- Phenylamine, which has a benzene ring attached to the nitrogen atom
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Why is phenylamine less basic than ammonia?
- Its lone pair is delocalised into the benzene ring, so it is less available to accept a proton
- Phenylamine and ammonia have the same basicity because both have a lone pair
- The ring donates electrons to nitrogen, making the lone pair more available
- Its lone pair is held more tightly by nitrogen because of hydrogen bonding
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Preparing a primary amine from bromoethane with excess ethanolic ammonia gives which main problem?
- Further reaction gives a mixture of secondary and tertiary amines and quaternary ammonium salts
- The reaction needs temperatures above 600 C to proceed, which cannot be reached in a sealed tube in the lab
- The product is an alkene that cannot be purified, since it decomposes on heating with ammonia in ethanol
- The reaction forms only ammonium chloride with no amine, since the bromoethane is fully hydrolysed
-
Which reagent reduces a nitrile to a primary amine?
- Lithium tetrahydridoaluminate in dry ether
- Dilute hydrochloric acid at room temperature
- Bromine water in sunlight
- Sodium hydroxide in water, heated
-
What is the molecular formula of N-butylethanamide?
- C6H15N
- C6H11O
- C4H11N
- C6H13NO
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Which of these is a secondary amine?
- Trimethylamine, (CH3)3N
- Ethanamide, CH3CONH2
- Propan-1-amine, CH3CH2CH2NH2
- N-methylethanamine, CH3NHCH2CH3
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Which compound is a primary aromatic amine?
- Diethylamine, (C2H5)2NH
- Trimethylamine, (CH3)3N
- N-methylphenylamine, C6H5NHCH3
- Phenylamine, C6H5NH2
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Why does ammonia dissolve in water to give an alkaline solution?
- Ammonia donates a proton to water, forming H3O+ and NH2-, which makes the solution alkaline
- Ammonia reacts with water to form nitric acid and hydrogen, which makes the solution slightly acidic
- Ammonia forms a carbonyl group that releases hydroxide ions into the solution when it dissolves
- Ammonia accepts a proton from water to form NH4+ and OH-, giving an alkaline solution
-
Which explanation accounts for the greater basicity of alkylamines compared with ammonia?
- Alkyl groups donate electron density to nitrogen, making its lone pair more available to accept a proton
- Alkyl groups withdraw electron density from nitrogen, making the lone pair more available
- Alkyl groups give nitrogen a permanent negative charge
- Alkyl groups remove the lone pair from nitrogen, so the amine becomes neutral
-
Given pKb values of 4.75 for ammonia, 3.3 for butylamine and 9.4 for phenylamine, which is the strongest base?
- Ammonia, with a pKb between the other two
- They are all equally basic
- Phenylamine, with the highest pKb
- Butylamine, with the lowest pKb
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Why is excess amine or a base used when an acyl chloride reacts with an amine?
- It reduces the acyl chloride to an alcohol, which then reacts with the amine to form an ester product
- It removes the HCl formed, so the amine is not fully protonated and can keep reacting
- It acts as a catalyst that makes the reaction reversible, so the amide can be hydrolysed back to the amine
- It hydrolyses the acyl chloride to a carboxylic acid, which then reacts with the amine in a second step
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Which reagents would make butylamine from 1-bromobutane?
- Excess concentrated ammonia in ethanol, heated in a sealed tube
- Tin and concentrated hydrochloric acid at room temperature
- Lithium tetrahydridoaluminate in dry ether only
- Sodium hydroxide in water, heated under reflux to give butan-1-ol
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Which type of reaction forms an amide from an acyl chloride and an amine?
- Nucleophilic addition-elimination, with HCl lost
- Elimination of water with a strong acid catalyst
- Free-radical substitution with chlorine atoms
- Electrophilic substitution on the carbonyl carbon
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