Chapter 10: Q50 E. (page 308)
Predict the product and provide the entire catalytic cycle for theSuzuki–Miyaura reactions below.

Short Answer
(a)
(b)
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Chapter 10: Q50 E. (page 308)
Predict the product and provide the entire catalytic cycle for theSuzuki–Miyaura reactions below.

(a)
(b)
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Question: Addition of HBr to a double bond with an ethersubstituentoccurs regiospecifically to give a product in which theandare bonded to the same carbon. Draw the two possible carbocation intermediates in this electrophilic addition reaction, and explain usingresonance why the observed product is formed.

Question: The syntheses shown here are unlikely to occur as written. What is
wrong with each?

Reaction 1

Reaction 2

Draw structures corresponding to the following IUPAC names: (e) 4-sec-Butyl-2-chlorononane.
What product would you expect from the reaction of 1-phenyl-2-butene with NBS? Explain.

1-phenyl 2-butene
Carboxylic acids (RCOOH; =5) are approximately 1011 times more
acidic than alcohols (ROH;=16). In other words, a carboxylate ion
is more stable than an alkoxide ion . Explain, using
resonance.
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