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Chapter 9: Q9-7P a (page 272)

How would you prepare the following carbonyl compounds starting from an alkyne (reddish brown Br)?

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01

Hydroboration – oxidation reaction

The hydroboration鈥搊xidation to the direct, mercury(II)-catalyzed hydration reaction. Direct hydration with aqueous acid and mercury(II) sulfate leads to a methyl ketone,

02

 Formation of compound a

Terminal alkyne undergoes two additions, giving a doubly hydroborated intermediate.

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Most popular questions from this chapter

Show the terminal alkyne and alkyl halide from which the following products can be obtained. If two routes look feasible, list both.

b.(CH3)2CHC鈮�CCH2CH3

What products would you expect from the following reactions?

c. CH3CH2CH2CH2C鈮�CCH3+HBr

Question: How would you carry out the following conversions? More than one

step may be needed in some instances.

Synthesize the following compounds using 1-butyne as the only source of carbon along with any inorganic reagents you need. More than one step may be needed.(a) 1,1,2,2- Tetrachlorobutane(b) 1,1- Dichloro-2-ethylcyclopropane

Occasionally, a chemist might need to invert the stereochemistry of an alkene鈥攖hat is, to convert a cis alkene to a trans alkene, or vice versa. There is no one-step method for doing an alkene inversion, but the transformation can be carried out by combining several reactions in the proper sequence. How would you carry out the following reactions?

(a)tran-5-decene鈫�?cis-5-decene

(b)cis-5-decene鈫�?trans-5-decene
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