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Chapter 7: Q35P (page 314)
Draw the mechanism for the following reaction
Addition of Br2 to the triple bond in the presence of H2O forms an enol that immediately tautomerizes to a ketone.
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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
Which of the following pairs are keto–enol tautomers?
What orbitals are used to form the carbon–carbonσbond between the highlighted carbons?
Explain why sodium amide cannot be used to form a carbanion from an alkane in a reaction that favors products.
Do the equilibria of the following acid–base reactions lie to the right or the left? (The pKa of H2O2 is 11.6.)
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