TheLucidSTEM‹ Chemistry simulationsChemistry · AS Level 9701 · 15 Halogen compounds
9701 AS Chemistry/ Topic 15 Halogen compounds/ 5 interactive simulations/ drag to rotate 3D scenes

Halogen compounds, made interactive

Five simulations covering Topic 15: primary, secondary and tertiary halogenoalkanes in 3D, the two nucleophilic substitution mechanisms stepped through atom by atom, a silver nitrate race that shows rate follows bond enthalpy and not polarity, the reactions of one halogenoalkane with four different reagents, and the radical chain by which CFCs destroy ozone.

1. Primary, secondary and tertiary halogenoalkanes 3D · 15.1

A halogenoalkane is an alkane with one or more hydrogens replaced by a halogen. It is classified by how many carbon atoms are attached to the carbon carrying the halogen. Rotate each molecule, change the halogen, and watch the bond that will have to break.

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Skeleton

Halogen

NAME
Carbon 2.5, fluorine 4.0, chlorine 3.0, bromine 2.8, iodine 2.5 on the Pauling scale. The C-I bond is barely polar, yet iodoalkanes react fastest: the bond enthalpy decides, not the polarity.

2. Nucleophilic substitution: SN2 and SN1 3D · 15.2

A nucleophile is a species with a lone pair that attacks an electron-deficient carbon. In a primary halogenoalkane it attacks from the far side in one step and the molecule turns inside out. In a tertiary one the halide leaves first and a flat carbocation is attacked from either face. Step through both.

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Mechanism

STEP 1 OF 3

3. Comparing the rate of hydrolysis 2D · 15.1

Equal amounts of 1-chlorobutane, 1-bromobutane and 1-iodobutane are warmed with silver nitrate in ethanol. The halide ion released is caught by silver ions, so the moment a precipitate appears tells you how fast the C-X bond broke. Press Start and time them.

The experiment

50 °C
TIME
0.0 s
Ethanol is used as the solvent because halogenoalkanes are insoluble in water, and silver nitrate is used in aqueous solution so that water is the nucleophile. Fluoroalkanes give no precipitate at all: the C-F bond is far too strong to break under these conditions.

4. The reactions of a halogenoalkane 3D · 15.1

Start from 1-bromobutane every time and change only the reagent and the conditions. The same molecule gives an alcohol, a nitrile, an amine or an alkene, and the solvent alone decides between substitution and elimination. Pick a reagent and press React.

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Reagent

EQUATION

5. CFCs, radicals and the ozone layer 3D · 15.3

Chlorofluoroalkanes were chosen because they are unreactive, and that is exactly why they survive long enough to drift into the stratosphere. There the ultraviolet light that ozone absorbs is strong enough to break a C-Cl bond, and one chlorine radical goes on to destroy ozone molecule after ozone molecule. Step through the story.

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Stage

CHLORINE RADICALS
0
OZONE DESTROYED
0
EQUATION
Bond enthalpies: C-F 467, C-Cl 346, C-Br 290 kJ mol⁻¹. Stratospheric ultraviolet carries enough energy to break C-Cl and C-Br but not C-F, which is why the chlorine and bromine leave first and why HFCs, with no C-Cl bond at all, were chosen as replacements.
TheLucidSTEM · Cambridge International AS Level Chemistry 9701 · Topic 15 Halogen compounds. Every scene runs in the browser; drag to rotate 3D scenes, wheel to zoom. Values are standard textbook data rounded for teaching.

About this lab: Halogen compounds

Primary, secondary and tertiary halogenoalkanes in 3D with the bond enthalpy and polarity that decide how they react, the SN2 and SN1 mechanisms animated step by step including inversion of configuration and the flat carbocation, a silver nitrate race showing that the rate of hydrolysis follows bond enthalpy and not polarity, one halogenoalkane taken through four reagents to an alcohol, a nitrile, an amine and an alkene, and the radical chain by which CFCs destroy ozone.

Five simulations covering Topic 15: primary, secondary and tertiary halogenoalkanes in 3D, the two nucleophilic substitution mechanisms stepped through atom by atom, a silver nitrate race that shows rate follows bond enthalpy and not polarity, the reactions of one halogenoalkane with four different reagents, and the radical chain by which CFCs destroy ozone.

Halogen compounds is a free, browser-based simulation for Cambridge International AS & A Level Chemistry 9701 (topic 15 Halogen compounds). The course is assessed in Paper 1 (Multiple Choice (AS)), Paper 2 (AS Structured), Paper 3 (Advanced Practical), Paper 4 (A Level Structured), Paper 5 (Planning, Analysis, Evaluation). Syllabus for examination in 2025-2027. There are 5 tabs, each a self-contained experiment with its own controls and live readings, and nothing to install: it runs on a laptop, tablet or classroom projector.

Syllabus coverage

Full syllabus map: AS Level Chemistry 9701 topic 15.

How to use this simulation

  1. 1. Primary, secondary and tertiary halogenoalkanes. A halogenoalkane is an alkane with one or more hydrogens replaced by a halogen.
  2. 2. Nucleophilic substitution: SN2 and SN1. A nucleophile is a species with a lone pair that attacks an electron-deficient carbon.
  3. 3. Comparing the rate of hydrolysis. Equal amounts of 1-chlorobutane, 1-bromobutane and 1-iodobutane are warmed with silver nitrate in ethanol.
  4. 4. The reactions of a halogenoalkane. Start from 1-bromobutane every time and change only the reagent and the conditions.
  5. 5. CFCs, radicals and the ozone layer. Chlorofluoroalkanes were chosen because they are unreactive, and that is exactly why they survive long enough to drift...
  6. The buttons at the end of the tab strip give the scene the whole window (Full screen, Hide controls) and, on a dark stage, a projector-friendly palette (Light scene). Many scenes also have drag handles: drag them to change the set-up directly.

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