15. Halogen compounds
A section of Chemistry, 9701
Listing 10 of 284 questions
Phenylethanone is an important chemical with many uses. phenylethanone CH3 C O Phenylethanone can be synthesised using benzene as one of the starting materials. Identify the other reagents used and describe any essential reaction conditions. Phenylethanone is treated separately with three reagents. Complete the table, for each reagent, to give the structural formula of one organic product formed and the name of the mechanism involved. If there is no reaction you should write ‘no reaction’. reagent organic product name of mechanism chlorine gas at 10 °C in the presence of ultra-violet light a mixture of concentrated nitric and sulfuric acids at 50 °C bromine water  Phenylethanone reacts with HCN in the presence of a small amount of NaCN. Name the mechanism of this reaction. Draw the mechanism of this reaction below. Include all relevant charges, dipoles, lone pairs and curly arrows. Your mechanism should show the catalytic role of CN– ions. intermediate product phenylethanone CH3 C O  Phenylethanone can be used as a starting material to make phenylethene in a two‑step synthesis. phenylethene D step 1 step 2 C C H H H phenylethanone CH3 C O Draw the structure of compound D in the box. Identify a suitable reagent for step1. Identify a suitable reagent for step2. State the number of peaks in the C-13 NMR spectrum of phenylethene. Suggest C-13 chemical shift ranges expected for the different types of carbon environment in phenylethanone. 
9701_w19_qp_41
THEORY
2019
Paper 4, Variant 1
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Phenylethanone is an important chemical with many uses. phenylethanone CH3 C O Phenylethanone can be synthesised using benzene as one of the starting materials. Identify the other reagents used and describe any essential reaction conditions. Phenylethanone is treated separately with three reagents. Complete the table, for each reagent, to give the structural formula of one organic product formed and the name of the mechanism involved. If there is no reaction you should write ‘no reaction’. reagent organic product name of mechanism chlorine gas at 10 °C in the presence of ultra-violet light a mixture of concentrated nitric and sulfuric acids at 50 °C bromine water  Phenylethanone reacts with HCN in the presence of a small amount of NaCN. Name the mechanism of this reaction. Draw the mechanism of this reaction below. Include all relevant charges, dipoles, lone pairs and curly arrows. Your mechanism should show the catalytic role of CN– ions. intermediate product phenylethanone CH3 C O  Phenylethanone can be used as a starting material to make phenylethene in a two‑step synthesis. phenylethene D step 1 step 2 C C H H H phenylethanone CH3 C O Draw the structure of compound D in the box. Identify a suitable reagent for step1. Identify a suitable reagent for step2. State the number of peaks in the C-13 NMR spectrum of phenylethene. Suggest C-13 chemical shift ranges expected for the different types of carbon environment in phenylethanone. 
9701_w19_qp_43
THEORY
2019
Paper 4, Variant 3
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