Student Name: ____________________________________________________________

CHEMISTRY 2017-2022
Unit 4
Key Topic Test 1 – Organic Chemistry

Recommended writing time*: 45 minutes

Total number of marks available: 50 marks

QUESTION BOOK

* The recommended writing time is a guide to the time students should take to complete this
test. Teachers may wish to alter this time and can do so at their own discretion.
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Conditions and restrictions

 Students are permitted to bring into the room for this test: pens, pencils, highlighters,
erasers, sharpeners, rulers and a scientific calculator.
 Students are NOT permitted to bring into the room for this test: blank sheets of paper
and/or white out liquid/tape.

Materials supplied
 Question and answer book of 11 pages.

Instructions
 Print your name in the space provided on the top of the front page.
 All written responses must be in English.

Students are NOT permitted to bring mobile phones and/or any other unauthorised
electronic communication devices into the room for this test.
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SECTION A – Multiple-choice questions

Instructions for Section A

Answer all questions.
Choose the response that is correct for the question.
A correct answer scores 1, an incorrect answer scores 0.
Marks are not deducted for incorrect answers.
If more than 1 answer is completed for any question, no mark will be given.

Question 1
The compound with a semi-structural formula of CH3CH2CH(OH)CH3 is:
A. Butanoic acid
B. Butan-2-ol
C. Butan-3-ol
D. Butan-1-ol

Question 2
H
I I H
I C
H
C C
C C
H H
C C H
H H C I
H H
H
H

molecule A molecule B
Select the alternative that best describes the relationship between molecule A and molecule B
A. Molecule A is identical to molecule B
B. Molecule A is a structural isomer of molecule B
C. Molecule A is a geometric isomer of molecule B
D. Molecule A is an optical isomer of molecule B

Question 3
The empirical formula of a molecule is C3H8O. The molecule could be
A. hexan-1-ol
B. hexanoic acid
C. propan-2-ol
D. propanoic acid

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Question 4
The general formula for all alkanoic acids is:
A. CnH2n +1COOH
B. CnH2n -1COOH
C. CnH2n +2COOH
D. CnH2n -2COOH

Question 5
Which one of the following compounds is least soluble in water at room temperature?
A. Propane
B. Propanol
C. Propanoic acid
D. Propylamine

Question 6
H O
O H H H
C
H H
H H H C C C
H C C C
H C C H H
H H H N H
H
O H

The systematic names of the three molecules shown are

A. propanal, propan-2-one, propanamide
B. propanoic acid, methylethanoate, propanamide
C. propanal, methylethanoate, propanamide
D. propan-1-ol, propan-2-one, propanamide

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Question 8
Give the systematic name for the molecule shown;

CH3 CH2 CH2 CH CH CH3

CH3 CH3

A. 2-methyl,3-methylhexane
B. 2,3-dimethylhexane
C. 4,5-dimethylhexane
D. 2,3-dimethyloctane

Question 9
How many structural isomers, each containing a double bond, have the molecular formula C5H10?
A. 3
B. 4
C. 5
D. 6

Question 10
The systematic name for CH3C(CH3)2CH2CH3 is:
A. 2,2-dimethylbutane
B. 1,2-dimethylbutane
C. Hexane
D. 1,1-dimethylbutane

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SECTION B - Short-answer questions

Instructions for Section B

Questions must be answered in the spaces provided in this book.
To obtain full marks for your responses you should
 Give simplified answers with an appropriate number of significant figures to all
numerical questions; unsimplified answers will not be given full marks.
 Show all workings in your answers to numerical questions. No credit will be given for an
incorrect answer unless it is accompanied by details of the working.
Make sure chemical equations are balanced and that the formulas for individual substances
include an indication of state; for example, H2(g); NaCl(s)

Question 1
Butanoic acid is an example of a carboxylic acid.
a. What is the molecular formula of butanoic acid? _________________ 1 mark

b. What is the empirical formula of butanoic acid? _________________ 1 mark

c. Draw a structural diagram of butanoic acid.

1 mark

d. Write a balanced equation for the reaction of butanoic acid and water.

_____________________________________________________________________
1 mark

e. Draw a structural isomer of butanoic acid.

1 mark
Total 5 marks

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Question 2
Give the systematic names for each of the following compounds:

a.

_______________________________________
1 mark

b.

_______________________________________
1 mark

c.

_______________________________________
1 mark

d.

_______________________________________
1 mark
O
H H H
e.
H C C C C

H H H
O

_______________________________________
1 mark
Total 5 marks

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Question 3
There are many structural isomers of compounds. The larger the size of the compound, the
greater the number of isomers.

a. i. What is a structural isomer?

___________________________________________________________________________

___________________________________________________________________________

ii. What is a geometric isomer?

__________________________________________________________________________

1 + 1 = 2 marks

b. i. How many structural isomers will C4H9OH have?

_______________________________________________________________________

ii. Draw the structural formula for two of them.

______________________________ ______________________________

iii. Give the systematic name for the two isomers you have drawn above.

1 + 2 + 2 = 5 marks
c. Do carboxylic acids have any structural isomers? Why/why not?

________________________________________________________________________

________________________________________________________________________

________________________________________________________________________

2 marks
Total 9 marks

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Question 4
Draw the structural formulas for each of the following compounds:
a. oct-3-ene

1 mark
b. 2-methyl heptane

1 mark
c. 2,2,3-trimethylbutane

1 mark
d. Methyl ethanoate

1 mark
e. butan-1-ol

1 mark
f. 1,2 –dichloropropane

1 mark
Total 6 marks

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Question 5
a. Hexane and hex-1-ene are both colourless liquids. One of the few simple ways to distinguish
between the two substances is to add a sample of bromine to each.
Explain clearly how bromine can be used to distinguish between the two fuels.

______________________________________________________________________

_______________________________________________________________________
2 marks

b. propan-1-ol and propan-2-ol are both colourless liquids. One method used to distinguish
between the two liquids is to add concentrated acid and dichromate ions, Cr2O72-, to each.
Explain clearly how dichromate ions in acid can be used to distinguish between the two
molecules.

______________________________________________________________________

_______________________________________________________________________
2 marks

c. Hexane and hexan-1-ol are both colourless liquids.

Explain clearly how you could use water to quickly distinguish between the two molecules.

_______________________________________________________________________
2 marks

d. Explain clearly the difference in boiling points of butane and butan-1-ol.

_______________________________________________________________________

_______________________________________________________________________

_______________________________________________________________________
3 marks

e. Write a balanced equation for the complete combustion of propan-1-ol.

_______________________________________________________________________
2 marks
Total 11 marks

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Question 6
a. i. Draw cyclohexene.

ii. Draw a structural isomer of cyclohexene.

1 + 1 = 2 marks
b. i. Draw pentan-3-one.

ii. What is its empirical formula? ____________________________________

1 + 1 = 2 marks
Total 4 marks
END OF KEY TOPIC TEST

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