Student Name: ____________________________________________________________

CHEMISTRY 2017
Unit 4
Key Topic Test 1 – Organic chemistry: structure and nomenclature

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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2017 CHEMISTRY KEY TOPIC TEST

Conditions and restrictions

 Students are permitted to bring into the room for this test: pens, pencils, highlighters,
erasers, sharpeners and rulers. The Chemistry Data Book may be used.
 Students are NOT permitted to bring into the room for this test: blank sheets of paper
and/or white out liquid/tape.
 A scientific calculator is permitted in this test.

Materials supplied
 Question and answer book of 9 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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2017 CHEMISTRY KEY TOPIC TEST

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 one answer is completed for any question, no mark will be given.

Question 1
Select the list that contains alkenes only.
A. CH4, but-2-ene, C4H8, C5H12
B. C2H4, pent-2-ene, CH3CHCHCH3, C5H10
C. C3H6, but-2-ene, C4H8, C5H12
D. C4H8, but-2-ene, CH3CHCHCH3, C5H12

Question 2
The molecule 3–methylpentane has a molecular formula of, and an empirical formula of,
respectively,
A. C5H12, C5H12
B. C6H14, CH2
C. C6H14, C3H7
D. C6H14, C6H14

Question 3
Which of the following will be insoluble in water?
A. pent-1-ene
B. pentan-1-ol
C. pentanoic acid
D. pentanamine

Question 4
For which of the following is there only one possible structure?
A. C4H9Cl
B. C2H4Cl2
C. C2H5Cl
D. C3H7Cl

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2017 CHEMISTRY KEY TOPIC TEST

Use the following molecule to answer Questions 5 and 6

H H H H

H C C C C O H

H H H

H C H

Question 5
The systematic name for this molecule is
A. pentan-1-ol
B. 3-methylpentanol
C. 2-methylbutan-4-ol
D. 3-methylbutan-1-ol

Question 6
An isomer of the above molecule will be
A. 3-methylbutanoic acid
B. pentan-2-ol
C. 2,2-dimethylbutan-1-ol
D. hexan-1-ol

Question 7
The systematic name for this molecule will be
O
H H H

H C C C C

H H H
N H

A. pentan-1-amine
B. butan-4-amide
C. butan-1-amine
D. butan-1-amide

Question 8
Which molecule has the highest molar mass?
A. CH3CHO
B. CH3CH2OH
C. CH3CH2CH3
D. CH3Cl

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 2017 CHEMISTRY KEY TOPIC TEST

Question 9
The functional groups in the molecule below are, from left to right,
O

C O H

H H
H
N
C
H H H

H O C C C C

H H H
O

A. hydroxyl, amide, amide, carboxyl

B. hydroxyl, amine, ketone, carboxyl
C. hydroxyl, amine, amide, carboxyl
D. carboxyl, amine, ketone, hydroxyl

Question 10
O
The molecule shown could be made from the reaction between H

A. propanoic acid and methanol H C O C

B. methanoic acid and propan-1-ol H H

C
H
C. butanoic acid and methanol H
C
D. methanol and propan-1-ol H
H

O C

H
C
H
H

H
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H
2017 CHEMISTRY KEY TOPIC TEST

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
a. Draw the following molecules.
i. pent-2-ene ii. 3-chlorohexan-2-ol

_________________________ _________________________

iii. 2-methylpropanoic acid iv. 2,2,3-trichloropentane

_______________________ __________________________
4 marks

b. Write the semi-structural formula below each of the above molecules.

4 marks
Total 8 marks

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Question 2
a. Name the following molecules.
O
H H

O H C C C
H H H
H
H H
O H C C C H
H C C
H H
H H H
C C N
H H H H
H H
C
H
H

i. _____________ ii. ________________ iii. ________________

3 marks
______________ __________________ ___________________

b. Use the space provided to name the functional group in each of the above molecules.
1 mark
Total 4 marks

Question 3
a. Draw propane and propan-1-ol.

2 marks

b. Explain the difference in boiling points between the two molecules.

_________________________________________________________________________

_________________________________________________________________________

__________________________________________________________________________
3 marks

c. Compare the solubility in water of the two molecules.

_________________________________________________________________________
1 marks

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2017 CHEMISTRY KEY TOPIC TEST

d. Pentane and octane are both alkanes.

i. What is the general formula of an alkane? ________________________________

ii. How will the viscosity of these two molecules compare?

_________________________________________________________________________

__________________________________________________________________________
1+ 2 = 3 marks
Total 9 marks

Question 4
a. Draw and name structural isomers of C3H5Cl

6 marks

b. Sketch the cis and trans isomers of but-2-ene.

2 marks

c. Identify the chiral centre of the molecule shown.

H C H

H H

H C C C H

H H

1 mark
Total 9 marks

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Question 5
a. i. Draw the primary and secondary alcohols with the molecular formula, C4H10O.

_________________________ __________________

ii. Use the lines provided to give the systematic name of each alcohol.
2 + 2 = 4 marks

b. i. Draw the ester propylmethanoate.

ii. Draw propanamide

1 + 1 = 2 marks

c. What is the molecular formula of each of the following?

i. cyclohexane _____________ ii. hexane _________________

iii. benzene ________________ iv. hexene ________________

4 marks
Total 10 marks

END OF KEY TOPIC TEST

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