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Chapter 7: Q37P (page 315)

How can the following compounds be synthesized, starting with a hydrocarbon that has the same number of carbons as the desired product?

Short Answer

Expert verified

Pent-1-ynereacts with R2BH and OH-, H2O2 and H2O to form pentanal.

Step by step solution

01

Step 1:

Pent-1-ynereacts with R2BH and OH-, H2O2 and H2O to form pentanal.

02

 

But-1-ene reacts with BH2 and OH-, H2O2and H2O to form butan-1-ol.


03

Step 3:

The highest yield of desired ketone will come from this symmetrical alkyne.

The reaction does not require a mercuric ion catalyst because the reactant is not a terminal alkyne.

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Most popular questions from this chapter

Explain why sodium amide cannot be used to form a carbanion from an alkane in a reaction that favors products.

Any base whose conjugate acid has a pKa greater than ______ can remove a proton from a terminal alkyne to form an acetylide ion (in a reaction that favors products).

Draw the condensed and skeletal structures for each of the following:

a. 1-chloro-3-hexyne

b. cyclooctyne

c. isopropylacetylene

d. sec-butylisobutylacetylene

e. 4,4-dimethyl-1-pentyne

f. dimethylacetylene

Describe the alkyne you would start with and the reagents you would use if you wanted to Synthesize

a. Pentane. b. Cis-2-butene. c. trans-2-pentene. d. 1-hexene.

Identify the electrophile and the nucleophile in each of the following reaction steps. Then draw curved arrows to illustrate the bond-making and bond-breaking processes.
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