NESA Chemistry Reactions of Organic Acids and Bases

5 sample questions with marking guides and sample answers · Avg. score: 56.1%

Q10
2023
NESA
1 mark
Q10
1 mark

Which of the following correctly lists the compounds in order of increasing boiling point?

A

Heptane < heptan-2-one < heptan-1-ol < heptanoic acid

B

Heptane < heptan-1-ol < heptan-2-one < heptanoic acid

C

Heptanoic acid < heptan-2-one < heptan-1-ol < heptane

D

Heptanoic acid < heptan-1-ol < heptan-2-one < heptane

Q9
2025
NESA
1 mark
Q9
1 mark

Some Torres Strait Islander Peoples pound the leaves of the vine Derris uliginosa to extract a chemical called saponin. Saponin is a relatively large molecule that contains both a water-soluble carbohydrate chain and a fat-soluble side chain.

Which is the most likely use of saponin?

A

As a cleaning agent

B

As a neutraliser of insect bites

C

As a dye for pigmentation and painting

D

As an additive to food for flavouring and tenderising

Q22
2024
QCAA
Paper 1
3 marks
Q22a
2 marks

Describe the type of reaction that occurs when amino acid monomers are joined to form polypeptides.

Q22b
1 mark

Identify the bond formed when amino acid monomers join to form a dipeptide.

Q37
2025
SCSA
16 marks
Q37

Nonanoic acid, CH3(CH2)7COOHCH_3(CH_2)_7COOH, has a number of industrial uses, including as a herbicide.

It can be synthesised in three steps.

Step 1: Coupling of two buta-1,3-diene molecules to give the unsaturated ester as shown in the equation below.

2H2C=CHCH=CH2()+CO(g)+CH3OH()H2C=CH(CH2)3CH=CHCH2COOCH3()2 H_2C=CHCH=CH_2(\ell) + CO(g) + CH_3OH(\ell) \leftrightharpoons H_2C=CH(CH_2)_3CH=CHCH_2COOCH_3(\ell)

Step 2: Conversion of the unsaturated ester to a saturated ester as shown in the equation below.

H2C=CH(CH2)3CH=CHCH2COOCH3()+2H2(g)CH3(CH2)7COOCH3()H_2C=CH(CH_2)_3CH=CHCH_2COOCH_3(\ell) + 2 H_2(g) \leftrightharpoons CH_3(CH_2)_7COOCH_3(\ell)

Step 3: The ester, methylnonanoate, produced in Step 2 is reacted with water to produce the nonanoic acid as shown in the equation below.

CH3(CH2)7COOCH3()+H2O()CH3(CH2)7COOH()+CH3OH(aq)CH_3(CH_2)_7COOCH_3(\ell) + H_2O(\ell) \leftrightharpoons CH_3(CH_2)_7COOH(\ell) + CH_3OH(aq)

Q37a
7 marks

A commercial brand of herbicide uses nonanoic acid at a concentration of 525 g L1^{-1}. The manufacturer of this herbicide produces 5.0×1035.0 \times 10^3 L per day. If the overall process is 72% efficient, calculate the mass of buta-1,3-diene needed each day. Express your final answer to the appropriate number of significant figures.

The molar mass of nonanoic acid, CH3(CH2)7COOHCH_3(CH_2)_7COOH is 158.234 g mol1^{-1}
The molar mass of buta-1,3-diene, H2C=CHCH=CH2H_2C=CHCH=CH_2 is 54.088 g mol1^{-1}

Q37b
3 marks

The reaction in Step 3 is carried out using an excess of water. Reasons for this include:
i. it increases the rate of production and yield of nonanoic acid
ii. the methanol will readily dissolve in the water while the nonanoic acid will not. This allows these two compounds to be separated from each other.

Explain why using excess water will increase the rate of production of nonanoic acid and the yield of nonanoic acid.

Q37c
6 marks

Explain the difference in solubility of nonanoic acid and methanol in water.

Q5
2020
QCAA
Paper 2
17 marks
Q5

Compound A reacts with water to produce compound B and hydroxide ions.

CH3CH2NH2(aq)+H2O(l)C2H5NH3+(aq)+OH(aq)CH_3CH_2NH_2(aq) + H_2O(l) \rightleftharpoons C_2H_5NH_3^+(aq) + OH^-(aq)
A B

Q5a
1 mark

Apply IUPAC rules to name compound A.

Q5b
2 marks

Identify the Brønsted-Lowry acids in the equation.

Q5c
3 marks

A small amount of hydrochloric acid is added to the equilibrium mixture. Predict the effect of this on the concentration of compound A in the mixture. Explain your reasoning.

Q5d
6 marks

Calculate the pH of a 2.0 M solution of compound A. State any assumptions. Show your working. (Kb=5.6×104K_b = 5.6 \times 10^{-4})
pH = ____ (to one decimal place)

Q5e
5 marks

Describe, using a balanced chemical equation, how Compound A could be made from bromomethane. Include relevant conditions and reagents in your response.

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