
a)
Interpretation:
The major product(s) obtainable when chlorobenzene is treated with ethylchloride in the presence of anhydrous AlCl3 is/are to be stated.
Concept introduction:
The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.
To state:
The major product(s) obtainable when chlorobenzene is treated with ethylchloride in the presence of anhydrous AlCl3.
b)
Interpretation:
The major product(s) obtainable when diphenylether is treated with propanoylchloride in the presence of anhydrous AlCl3 is/are to be stated.
Concept introduction:
The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.
To state:
The major product(s) obtainable when diphenylether is treated with propanoylchloride in the presence of anhydrous AlCl3.
c)
Interpretation:
The major product(s) obtainable when benzoic acid is treated with a mixture of HNO3 and H2SO4 is/are to be stated.
Concept introduction:
The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m- position.
To state:
The major product(s) obtainable when benzoic acid is treated with a mixture of HNO3 and H2SO4.
d)
Interpretation:
The major product(s) obtainable when N,N-diethylaminobenzene is treated with SO3 in H2SO4 is/are to be stated.
Concept introduction:
The substituents attached to the ring have a strong influence on the incoming electrophile. Electron releasing substituent groups, except halogens, activate the ring and direct the incoming electrophile to the o- and p- positions. Halogens are o- and p- directors but they deactivate the ring. Electron withdrawing substituent groups deactivate the ring and direct the incoming electrophile to the m-position.
To state:
The major product(s) obtainable when N,N-diethylaminobenzene is treated with SO3 in H2SO4.

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Chapter 16 Solutions
Student Value Bundle: Organic Chemistry, + OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card (NEW!!)
- A mixture of C7H12O2, C9H9OCl, biphenyl and acetone was put together in a gas chromatography tube. Please decide from the GC resutls which correspond to the peak for C7,C9 and biphenyl and explain the reasoning based on GC results. Eliminate unnecessary peaks from Gas Chromatography results.arrow_forwardIs the molecule chiral, meso, or achiral? CI .CH3 H₂C CIarrow_forwardPLEASE HELP ! URGENT!arrow_forward
- Identify priority of the substituents: CH3arrow_forwardHow many chiral carbons are in the molecule? OH F CI Brarrow_forwardA mixture of three compounds Phen-A, Acet-B and Rin-C was analyzed using TLC with 1:9 ethanol: hexane as the mobile phase. The TLC plate showed three spots of R, 0.1 and 0.2 and 0.3. Which of the three compounds (Phen-A; Acet-B or Rin-C) would have the highest (Blank 1), middle (Blank 2) and lowest (Blank 3) spot respectively? 0 CH: 0 CH, 0 H.C OH H.CN OH Acet-B Rin-C phen-A A A <arrow_forward
