Chapter 15: Q34. (page 570)
Question: Draw all constitutional isomers formed by monochlorination of each alkane with Cl2 and h.

Short Answer
Answer
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Chapter 15: Q34. (page 570)
Question: Draw all constitutional isomers formed by monochlorination of each alkane with Cl2 and h.

Answer
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Question: The triphenylmethyl radical is an unusual persistent radical present in solution in equilibrium with its dimer. For 70 years the dimer was thought to be hexaphenylethane, but in 1970, NMR data showed it to be A.

a. Why is the triphenylmethyl radical more stable than most other radicals?
b. Use curved arrow notation to show how two triphenylmethyl radicals dimerize to form A.
c. Propose a reason for the formation of A rather than hexaphenylethane.d. How could 1 H and 13C NMR spectroscopy be used to distinguish between hexaphenylethane and A?
Questions: Draw all constitutional isomers formed by monochlorination of each alkane.
a.
b.
c.
Question: Identify the structure of a minor product formed from the radical chlorination of propane, which has molecular formula C3H6Cl2 and exhibits the given 1H NMR spectrum.

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

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.
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