91Ó°ÊÓ

Question: a) Draw all constitutional isomers formed by monochlorination of each alkane with Cl₂and hν. (b) Draw the major monobromination product formed by heating each alkane with Br₂.

Question: Draw all resonance structures of the radical that results from abstraction of a hydrogen atom from the antioxidant BHA (butylated hydroxy anisole).

Question: Draw the products formed when a chlorine atom reacts with each species.

a.

b.

c.

d. O₂

Question: With reference to the indicated C-H bonds in 2-methylbutane.

a. Rank the C-H bonds in order of increasing bond length.

b. Draw the radical resulting from cleavage of each C-H bond and classify it as 1⁰,2⁰, or 3⁰

c.Rank the order of radicals in order of increasing stability.

Rank the C-H bonds in order of increasing ease of H abstractions in a radical halogenation reaction.

Question: Rank the following radicals in order of increasing stability.

Questions: Why is a benzylic C-H bond unusually weak?

Questions: Rank the indicated hydrogen atoms in order of increasing ease of abstraction in a radical halogenation reaction.

Question: Draw all constitutional isomers formed by monochlorination of each alkane with Cl₂ and h$v$.

Question: What is the major monobromination product formed by heating each alkane with Br₂ ?

Question: Five isomeric alkanes (A–E) having the molecular formula C₆H₁₄ are each treated with Cl₂ + hv to give alkyl halides having molecular formula C₆H₁₃Cl . A yields five constitutional isomers. B yields four constitutional isomers. C yields two constitutional isomers. D yields three constitutional isomers, two of which possess stereo-genic centres. E yields three constitutional isomers, only one of which possesses a stereo-genic centre. Identify the structures of A–E.