Edexcel A-Level Chemistry Paper 2, November 2020: Question 1

7 marks · Medium difficulty · Short Open Response

Answer questions about the bonding, bond length, and hydrogen bonding intermolecular interactions of methanol, CH3OH.

Practise this question

Question

Exam question about methanol, CH3OH, consisting of four parts. Part (a) asks to draw a dot-and-cross diagram showing outer shell electrons for bonding in methanol (2 marks). Part (b) asks to predict which bond has the shortest bond length in a molecule of methanol (1 mark). Part (c)(i) asks to state the strongest type of intermolecular force between molecules of methanol and water (1 mark). Part (c)(ii) asks to draw a labelled diagram showing the hydrogen bonding interaction between one molecule of methanol and one molecule of water, including lone pairs and dipoles (3 marks).
Question text

1 This question is about methanol, CH3OH.

(a) Draw a dot-and-cross diagram to show the bonding in a molecule of methanol.

Show outer shell electrons only.

(2)

(b) Predict which bond has the shortest bond length in a molecule of methanol.

(1)

(c) Methanol is soluble in water.

(i) State the strongest type of intermolecular force that occurs between

molecules of methanol and water.

(1)

(ii) Draw a labelled diagram to show the interaction named in (c)(i) between one

molecule of methanol and one molecule of water.

Include any relevant lone pairs and dipoles in your diagram.

(3)

*P62669A0232*

(Total for Question 1 = 7 marks)

Mark scheme

Show the mark scheme Mark scheme for Question 1 providing acceptable answers and additional guidance for parts (a), (b), (c)(i), and (c)(ii), including example diagrams for dot-and-cross and hydrogen bonding with dipoles and bond angles.

How to answer it

Structure, Bonding & Intermolecular Forces: Methanol

What this question tests

This question assesses core foundational chemistry concepts including covalent bonding representations (dot-and-cross diagrams), bond length relationships, identifying intermolecular forces, and applying precise spatial and electrostatic awareness to hydrogen bonding diagrams between polar molecules.

Part (a) — Dot-and-Cross Diagram

Drawing the Outer Shell Electrons of Methanol (CH₃OH)

✅ Correct Answer

All bonding pairs shown correctly (C-H, C-O, O-H) using dots and crosses, alongside two lone pairs clearly positioned on the oxygen atom.

💡 Key Knowledge

Carbon contributes 4 outer electrons, hydrogen 1, and oxygen 6 (total 14 valence electrons / 7 pairs). Oxygen needs 2 bonding pairs (to C and H) and retains 2 non-bonding lone pairs to satisfy an octet.

🧠 Exam Technique

You can use any combination of symbols (dots/crosses or all dots). Non-bonding electrons on oxygen can be grouped as two separate pairs, four together, or 3 and 1. Inner shell electrons are completely ignored.

❌ Common Errors

Forgetting to draw the lone pairs on the oxygen atom, or drawing incorrect numbers of electrons around carbon (failing to give carbon an octet of 8 shared electrons).

Mark breakdown: 2 marks total (1 mark for all bonding pairs correct; 1 mark for 2 lone pairs on oxygen).
Part (b) — Bond Length Prediction

Identifying the Shortest Bond in Methanol

✅ Correct Answer

O-H (Accept OH ; do not award -O-H with loose dashes).

💡 Key Knowledge

Hydrogen has a much smaller atomic radius (1s shell only) compared to carbon and oxygen. Consequently, bonds involving hydrogen atoms (like O-H and C-H) are generally shorter and stronger than bonds between heavier period 2 elements (like C-O). Furthermore, the O-H single bond is shorter than C-H bonds due to oxygen's higher nuclear charge pulling its bonding pair closer.

🧠 Exam Technique

Keep your answer concise. Simply naming the bond directly answers the command word "Predict".

Mark breakdown: 1 mark for correctly identifying the O-H bond.
Part (c)(i) — Intermolecular Forces

Naming the Strongest Intermolecular Force

✅ Correct Answer

Hydrogen bonding

💡 Key Knowledge

Hydrogen bonding occurs when hydrogen is covalently bonded to a highly electronegative atom with lone pairs (Fluorine, Oxygen, or Nitrogen - F, O, N). Both methanol and water contain O-H bonds, allowing intermolecular hydrogen bonding between them.

❌ Common Errors

Vague answers like "dipole-dipole forces" or "permanent dipole-permanent dipole". While hydrogen bonding is a subset of dipole-dipole interactions, examiners strictly require the specific term hydrogen bonding for the mark.

Mark breakdown: 1 mark for stating hydrogen bonding.
Part (c)(ii) — Hydrogen Bonding Diagram

Visualising Methanol-Water Interactions

✅ Correct Answer

A clearly sketched diagram showing one methanol molecule interacting with one water molecule via a dashed line representing a hydrogen bond, complete with lone pairs, partial charges ( δ+ / δ- ), and a linear 180° bond angle across the hydrogen bond.

💡 Key Knowledge

A hydrogen bond requires a linear alignment involving the hydrogen donor, the hydrogen atom itself, and the lone pair on the electronegative acceptor atom ( O-H···O ). This mandates a 180° angle centered around the bridging hydrogen atom.

🧠 Exam Technique

To secure all 3 marks, check off your diagram against these three criteria:
1. At least one lone pair shown on an oxygen atom involved in the hydrogen bond.
2. A dashed line representing the hydrogen bond connecting H to O, with the O-H···O angle drawn straight at approximately 180° .
3. Correct partial charges ( δ+ on the H involved in the hydrogen bond, and δ- on the oxygen atoms).

❌ Common Errors

Drawing the hydrogen bond with a bent, sharp angle rather than a linear 180° layout, or omitting partial charges ( δ+ / δ- ) entirely.

Mark breakdown: 3 marks total (1 mark for lone pair involved in the bond; 1 mark for hydrogen bond shown between H and O with ~180° angle; 1 mark for at least one correct δ+ on H and δ- on O).

Topics

Physical Chemistry · Organic Chemistry · Topic 2: Bonding and Structure · Topic 6: Organic Chemistry I

Question and mark scheme from the Edexcel A-Level Chemistry examination, Paper 2, November 2020. QuestionVault is an independent revision resource; questions remain the copyright of the awarding body.