Chapter 17: Q26P (page 881)
What organocuprate reagent would you use for the following substitutions?

Short Answer
- The organocuparate reagent used for the first reaction is

b. The organocuparate reagent used for the second reaction is

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Chapter 17: Q26P (page 881)
What organocuprate reagent would you use for the following substitutions?


b. The organocuparate reagent used for the second reaction is

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1,4-Benzoquinone is a good Diels–Alder dienophile. Predict the products of its reaction with
(a) buta-1,3-diene
(b) cyclopenta-1,3-diene
What substituted alkene would you use in the Heck reaction to make the following products?

The highly reactive triple bond of benzyne is a powerful dienophile. Predict the product of the Diels–Alder reaction of benzyne (from chlorobenzene and NaOH, heated) with cyclopentadiene.
Predict the major products of bromination of the following compounds, using Br2 and FeBr3 in the dark.
(a)

(b)

(c)

Triphenylmethanol is insoluble in water, but when it is treated with concentrated sulfuric acid, a bright yellow solution results. As this yellow solution is diluted with water, its color disappears and a precipitate of triphenylmethanol reappears. Suggest a structure for the bright yellow species, and explain this unusual behavior.
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