Chapter 10: Q47E (page 308)
How might you use a Suzuki–Miyaura reaction to prepare the biarylcompounds below? In each case, show the two potential reactionpartners.

Short Answer
(a)

(b)

(c)

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Chapter 10: Q47E (page 308)
How might you use a Suzuki–Miyaura reaction to prepare the biarylcompounds below? In each case, show the two potential reactionpartners.

(a)

(b)

(c)

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Draw structures corresponding to the following IUPAC names: (c) 3-Bromo-3-ethylpentane.
What products would you expect from reaction of the following alkenes with NBS? If more than one product is formed, show the structures of all.

Question: How strong a base would you expect a Grignard reagent to be? Look at Table 9-1 on page 276, and predict whether the following reactions will occur as written. (The of is 35.)

Alkylbenzenes such as toluene (methylbenzene) react with NBS to give
products in which bromine substitution has occurred next to the aromatic ring (the benzylic position). Explain, based on the bond dissociation energies in Table 6-3 on page 170.

Alkyl halides can be reduced to alkanes by a radical reaction with tributyltinhydride, in the presence of light (hv). Propose aradical chain mechanism by which the reaction might occur. The initiationstep is the light-induced homolytic cleavage of the Sn-H bondto yield a tributyltin radical.
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