AS & A Level Chemistry 13.2 Characteristic organic reactions : Exam Style Questions Paper 1

Question

Hydrogen bromide can be added to T to give compound U. Compound U can be hydrolysed to compound V.

Four students, W, $X, Y$ and $Z$, made the following statements.
W All the atoms in a molecule of compound T lie in the same plane.
$X$ Compound V contains only one chiral centre.
$Y$ Step 1 is an electrophilic addition reaction.
Z Step 2 is a nucleophilic substitution reaction.
Which two students are correct?
A W and $Y$                                              B W and Z                                                                   C $X$ and $Y$                                                             D $\mathrm{Y}$ and $\mathrm{Z}$

▶️Answer/Explanation

Ans:D

Question

What is true of every nucleophile?

A It attacks a double bond.

B It donates a lone pair of electrons.

C It is a single atom.

D It is negatively charged.

Answer/Explanation

Answer       B

Question

Sodium methoxide, Na+CH3O, reacts with 2-chloro-2-methylpropane in a nucleophilic  substitution reaction. The nucleophile is the CH3O ion.

Which row is correct?

Answer/Explanation

Answer        A

Question

An organic ion containing a carbon atom with a negative charge is called a carbanion.
An organic ion containing a carbon atom with a positive charge is called a carbonation.

The reaction between aqueous sodium hydroxide and 1-bromobutane proceeds by an SN2 mechanism.

What is the first step in the mechanism?

A    attack by a nucleophile on a carbon atom with a partial positive charge
B    heterolytic bond fission followed by attack by an electrophile on a carbanion
C    heterolytic bond fission followed by attack by a nucleophile on a carbocation
D    homolytic bond fission followed by attack by a nucleophile on a carbocation

Answer/Explanation

Answer:

A

Question

 Many, but not all, organic reactions need to be heated before a reaction occurs.
Which reaction occurs quickly at room temperature, 20 °C?
A \(C_2H_4 + Br_2 → C_2H_4Br_2\)
B \(C_2H_4 + H_2O → CH_3CH_2OH\)
C \(CH_3CH_2OH → C_2H_4 + H_2O\)
D \(CH_3CH_2OH + HBr → CH_3CH_2Br + H_2O\)

Answer/Explanation

Ans: A

Question

Which organic reaction is an example of nucleophilic substitution?
A \(CH_3CH_2Br + NaOH → CH_2CH_2 + H_2O + NaBr\)
B \(CH_3CH_2Br + NaOH → CH_3CH_2OH + NaBr\)
C \(CH_2CH_2 + HCl → C_2H_5Cl\)
D \(C_2H_6 + Cl_2 → C_2H_5Cl + HCl\)

Answer/Explanation

Ans: B

Question

 Many, but not all, organic reactions need to be heated before a reaction occurs.
Which reaction occurs quickly at room temperature, 20 °C?
A \(C_2H_4 + Br_2 → C_2H_4Br_2\)
B \(C_2H_4 + H_2O → CH_3CH_2OH\)
C \(CH_3CH_2OH → C_2H_4 + H_2O\)
D \(CH_3CH_2OH + HBr → CH_3CH_2Br + H_2O\)

Answer/Explanation

Ans: A

 Question

When onions are peeled in air, the reaction shown is thought to occur.

Which tests would give a positive reaction with the organic product?

1 warming with Tollens’ reagent
2 warming with acidified potassium manganate(VII)
3 warming with alkaline aqueous iodine

Answer/Explanation

Answer:     B

Question

What is the organic product when ethanamide, \(CH_{3}CONH_{2}\), is boiled with excess aqueous sodium hydroxide?
A CH_{3}CN
B  \(CH_{3}CO_{2}^{–}
NH4^{+}\)
C \(CH_{3}CONH^{–}Na^{+}\)
\(CH_{3}CO_{2}^{–} Na^{+}\)

Answer/Explanation

Ans:D

Question

The cyclic compound M is heated with dilute hydrochloric acid.

What are the products of the reaction?

A  \(HOCH_{2}CO_{2}H\) and \(H_{2}NCH_{2}CO_{2}H\)
B\( HO_{2}CCH_{2}OH\) and \(HO_{2}CCH_{2}NH_{3}^{+}\)
C \(H_{2}NCOCH_{2}OH\) and\( HOCH_{2}CHO\)
D \(HOCH_{2}CONH_{3}^{+}\) and \(HOCH_{2}CHO\)

Answer/Explanation

Ans:B

Question

Which reagent will give a different observation with compounds P and Q?

\(HOCH_{2}CH(OH)CHO   \)    : P                                   

\( HOCH_{2}COCH_{2}OH\)  : Q

A \( Br_{2}(aq)\)
hot acidified \(KMnO_{4}\)
silver nitrate in ammonia solution
warm acidified K-\({2}Cr_{2}O_{7}\)

Answer/Explanation

Ans:C

Question

Which compound undergoes an SN1 substitution reaction with NaOH(aq)?

Answer/Explanation

Ans:C

Question

Compound Q contains three double bonds per molecule.

Which bond, X or Y, will be ruptured by hot, concentrated acidified \(KMnO_{4}\) and how many lone pairs of electrons are present in one molecule of Q?

Answer/Explanation

Ans:B

Question

\(CH_{3}CH_{2}COCH_{2}CH_{3}\) reacts with hydrogen cyanide to form an organic product called a cyanohydrin. Which feature applies to the cyanohydrin product?
A It has one chiral centre.
B It is formed by electrophilic addition.
C It is formed via an intermediate which contains the C–OH group.
D Its formation requires the use of cyanide ions as a catalyst.

Answer/Explanation

Ans:D

Question

Many organic reactions need to be heated before reaction occurs, but some do not require heating. Which reaction occurs quickly at room temperature?

A\( C_{2}H_{4} + Br2 → C_{2}H_{4}Br_{2}\)
\( C_{2}H_{4} + H_{2}O → CH_{3}CH_{2}OH\)
\( CH_{3}CH_{2}OH → C_{2}H_{4} + H_{2}O\)
\( CH_{3}CH_{2}OH + HB_{r} → CH_{3}CH_{2}Br + H_{2}O\)

Answer/Explanation

Ans:A

Question

A sun protection cream contains the following ester as its active ingredient.

The responses A to D should be selected on the basis of

Answer/Explanation

Ans: B

Question

 Bromine reacts with ethene to form 1,2-dibromoethane.
What is the correct description of the organic intermediate in this reaction?

A It has a negative charge.
B It is a free radical.
C It is a nucleophile.
D It is an electrophile.

Answer/Explanation

Ans: D

Question

In which reaction is the organic compound oxidised?
A      \(CH_3CH_2OH\) + concentrated \(H_3PO_4\)
B      \(CH_3CH_2CH_2CHO\) + Tollens’ reagent
C      \(CH_3COCH_3\) + 2,4-dinitrophenylhydrazine reagent
D      \(CH_3CN\) + dilute \(H_2SO_4\)

Answer/Explanation

Ans: B

Question

A carbanion is an organic ion in which a carbon atom has a negative charge. A carbocation is an
organic ion in which a carbon atom has a positive charge.
The reaction between aqueous sodium hydroxide and 1-bromobutane proceeds by an SN2
mechanism.
How should the first step in the mechanism be described?
A    attack by a nucleophile on a carbon atom with a partial positive charge
B    heterolytic bond fission followed by an attack by an electrophile on a carbanion
C     heterolytic bond fission followed by an attack by a nucleophile on a carbocation
D     homolytic bond fission followed by an attack by a nucleophile on a carbocation

Answer/Explanation

Ans: A

Question

 Many, but not all, organic reactions need to be heated before reaction occurs.

Which reaction occurs at a good rate at room temperature (20°C)?

  1. \(CH_{3}OH+PCl_{5}\rightarrow CH_{3}Cl+POCl_{3}+HCl\)
  2. \(CH_{3}CH_{2}Br+KCN\rightarrow CH_{3}CH_{2}CN+KBr\)
  3. \(CH_{3}CH_{2}OH\rightarrow C_{2}H_{4}+H_{2}O\)
  4. \(CH_{3}CH_{2}CN + 2H_{2}O → CH_{3}CH_{2}CO_{2}H + NH_{3}\)
Answer/Explanation

Ans:

A

Scroll to Top