Question 1a

Marks: 3

a)

Propan-1-ol can be synthesised from alkene P in the following synthetic route:

alkene P $\overset{Step 1}{\to}$ halogenoalkane Q $\overset{Step 2}{\to}$ propan-1-ol

i)

State the identity of halogenoalkane Q.

[1]

ii)

Give the reagents and conditions needed for Step 2.

[2]

Question 1b

Marks: 2

b) Give the name and structure of alkene P.

[2]

Key Concepts

Organic Synthesis

Question 1c

Marks: 3

c)

Give a reagent that could be used to convert P to Q and outline why this synthesis of propan-1-ol might not be very efficient.

[3]

Question 1d

Marks: 4

d)

This question is about alkene P and Step 1.

i)

Give the empirical formula of P.

[1]

ii)

Give the reagents and conditions needed for Step 1.

[2]

iii)

State the type of reaction mechanism.

[1]

Question 2a

Marks: 3

a)

A three step synthesis of benzyl propanoate is shown below:

i)

Give the reagents and conditions needed for Step 1.

[2]

ii)

Name the type of reaction mechanism taking place in Step 1.

[1]

Key Concepts

Organic Synthesis

Question 2b

Marks: 3

b)

This question is about Step 2.

i)

Give the reagents and conditions needed for Step 2.

[2]

ii)

Name the type of mechanism taking place.

[1]

Key Concepts

Organic Synthesis

Question 2c

Marks: 3

c)

This question is about Step 3.

i)

Give the reagents and conditions needed.

[2]

ii)

Name the type of reaction taking place.

[1]

Key Concepts

Organic Synthesis

Question 2d

Marks: 1

d)

State the molecular formula of benzyl propanoate.

[1]

Key Concepts

Representing Formulae

Question 3a

Marks: 3

a)

The synthesis of 3-aminstyrene is shown below:

i)

Give the reagent needed in Step 1.

[1]

ii)

State the name of the functional groups in Compound B.

[2]

Key Concepts

Organic Synthesis

Question 3b

Marks: 2

b)

This question is about Step 2.

i)

Give the reagent needed.

[1]

ii)

Name the type of reaction taking place.

[1]

Key Concepts

Organic Synthesis

Question 3c

Marks: 2

c)

Step 3 is a dehydration reaction. Outline a chemical test that could distinguish between Compound C and the product of Step 3, Compound D.

[2]

Key Concepts

Organic Synthesis

Question 3d

Marks: 3

d)

This question is about Step 4.

i)

State the name of the reagent(s) and conditions needed in Step 4.

[2]

ii)

Identify the type of reaction taking place.

[1]

Key Concepts

Organic Synthesis

Question 4a

Marks: 2

a)

This question is about the synthesis of an ester.

Identify the class of compound produced in Steps 1 and 2.

[2]

Key Concepts

Organic Synthesis

Question 4b

Marks: 3

b)

This question is about Step 1.

i)

Give the reagent(s) and conditions needed to carry out Step 1.

[2]

ii)

Identify the type of reaction taking place.

[1]

Key Concepts

Organic Synthesis

Question 4c

Marks: 2

c)

This question is about Step 2.

i)

Give the reagent(s) needed to carry out Step 2.

[1]

ii)

Identify the type of reaction taking place.

[1]

Key Concepts

Organic Synthesis

Question 4d

Marks: 3

d)

Give the names of A and B and write the equation for the reaction in Step 3.

[3]

Key Concepts

Organic Synthesis

DP IB Chemistry: HL

Topic Questions

20.2 Synthetic Routes

Question 1a

Question 1b

Key Concepts

Question 1c

Question 1d

Question 2a

Key Concepts

Question 2b

Key Concepts

Question 2c

Key Concepts

Question 2d

Key Concepts

Question 3a

Key Concepts

Question 3b

Key Concepts

Question 3c

Key Concepts

Question 3d

Key Concepts

Question 4a

Key Concepts

Question 4b

Key Concepts

Question 4c

Key Concepts

Question 4d

Key Concepts

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