Photo AI
4-nitromethylbenzene can be prepared via an electrophilic substitution reaction as shown - CIE - A-Level Chemistry - Question 6 - 2017 - Paper 1
Question 6
4-nitromethylbenzene can be prepared via an electrophilic substitution reaction as shown. This reaction also forms an isomer of 4-nitromethylbenzene as a by-product... show full transcript
Worked Solution & Example Answer:4-nitromethylbenzene can be prepared via an electrophilic substitution reaction as shown - CIE - A-Level Chemistry - Question 6 - 2017 - Paper 1
Step 1
Step 2
Step 3
Describe how the structure and bonding of the six-membered ring in intermediate T differs from that in methylbenzene.
Answer
In intermediate T, the six-membered ring has:
- Partial delocalization of electrons: The electrons are partially delocalized across the ring rather than being confined to individual bonds.
- Electron donation: The methyl group in methylbenzene donates electron density through hyperconjugation, while the nitro group in intermediate T withdraws electron density.
- Bonding angles: The presence of the nitro group affects the bond angles due to steric and electronic effects, resulting in bond angles that may deviate from the ideal 120° typically observed in benzene.