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Chapter 6: Problem 139
On ozonolysis of a hydrocarbon two equivalents of formaldehyde and one equivalent of
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Using only isobutene and any inorganic reagents synthesize \(2,2,4\) -trimethylpentane.
In the presence of a trace of peroxide or under the influence of ultraviolet light, 1-octene reacts: (a) with \(\mathrm{CHCI}_{3}\) to form \(1,1,1\) -trichlorononane; (b) with \(\mathrm{CHBr}_{3}\) to form \(1,1,3\) -tribromononane; (c) with \(\mathrm{CBrCl}_{3}\) to form \(1,1,1\) -trichloro-3-bromononane; (d) with \(\mathrm{H}-\mathrm{S}-\mathrm{CH}_{2} \mathrm{COOH}\) (thioglycolic acid) to yield \(\mathrm{n}-\mathrm{C}_{8} \mathrm{H}_{17}-\mathrm{S}-\mathrm{CH}_{2} \mathrm{COOH}\)
What product is formed when \(\mathrm{X}_{2}(\mathrm{X}=\mathrm{Br}, \mathrm{Cl})\) is added to alkenes in the dark? Explain the mechanism of the reaction.
Write the chemical structures for each compound listed. (a) 1 -Hexene (b) 3 -Methyl-1-butane (c) 2, 4-Hexadiene (d) 1-Iodo-2-methy1-2-pentene (e) 2-Chloro-3-methy1-2-hexane (f) 6,6 -Dibromo-5-methy1-5-ethy1-2,3-heptadiene
In the dark at room temperature, a solution of chlorine in tetrachloroethylene can be kept for long periods with no sign of reaction. When irradiated with ultraviolet light, however, the clorine is rapidly consumed, with the formation of hexachloroethane; many molecules of product are formed for each photon of light absorbed, and the reaction; is slowed down markedly when oxygen is bubbled through the solution. (a) How do you account for the absence of reaction in the dark? (b) Outline all steps in the most likely mechanism for the photochemical reaction. Show how it accounts for the facts, including the effect of oxygen.
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