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Chapter 18: Q 65. (page 725)

Question: Devise a synthesis of each compound from phenol and any other organic or inorganic reagents.

Short Answer

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Answer

Step by step solution

01

Organic synthesis

The preparation of organic compounds using easily available starting materials and reagents is referred to as organic synthesis.

Most of the complex organic compounds are prepared by treating simple compounds with a series of reagents.

02

Synthesis of a

Compound a can be synthesized as shown below.

Synthesis of a

03

Synthesis of b

Compound b can be synthesized as shown below

Synthesis of b

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Most popular questions from this chapter

Explain why \({{\rm{C}}_{\rm{6}}}{{\rm{H}}_{\rm{5}}}{\rm{C}}{{\rm{H}}_{\rm{2}}}{\rm{C}}{{\rm{H}}_{\rm{2}}}{\rm{Br}}\)is not formed during the radical bromination of \({{\rm{C}}_{\rm{6}}}{{\rm{H}}_{\rm{5}}}{\rm{C}}{{\rm{H}}_{\rm{2}}}{\rm{C}}{{\rm{H}}_{\rm{3}}}\).


Question: Draw a stepwise, detailed mechanism for the following intramolecular reaction.

For each of the following substituted benzenes: (1) \({{\bf{C}}_{\bf{6}}}{{\bf{H}}_{\bf{5}}}{\bf{Br}}\); (2) \({{\bf{C}}_{\bf{6}}}{{\bf{H}}_{\bf{5}}}{\bf{CN}}\) ; (3) \({{\bf{C}}_{\bf{6}}}{{\bf{H}}_{\bf{5}}}{\bf{OCOC}}{{\bf{H}}_{\bf{3}}}\):

  1. Does the substituent donate or withdraw electron density by an inductive effect?
  2. Does the substituent donate or withdraw electron density by a resonance effect?
  3. On balance, does the substituent make a benzene ring more or less electron-rich than benzene itself?
  4. Does the substituent activate or deactivate the benzene ring in electrophilic aromatic substitution?

The 1 H NMR spectrum of phenol (\({C_6}{H_5}OH\)) shows three absorptions in the aromatic region: 6.70 (2 ortho H鈥檚), 7.14 (2 meta H鈥檚), and 6.80 (1 para H) ppm. Explain why the ortho and para absorptions occur at lower chemical shift than the meta absorption.

Question: Draw a stepwise, detailed mechanism for the following reaction.
See all solutions

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