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Propose an efficient synthesis for each of

Chapter 13, Problem 13.52

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QUESTION:

Propose an efficient synthesis for each of the following transformations: H O O (a) H O (b) H O O (c) H O (d) Cl H O (e) Cl O (f) O (g) OH (h) (i) OH (j) OH (k) H O OH (l) O (m) O (n) O HO (o) O (p) O OH (q) H Br O (r) OH (s)

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QUESTION:

Propose an efficient synthesis for each of the following transformations: H O O (a) H O (b) H O O (c) H O (d) Cl H O (e) Cl O (f) O (g) OH (h) (i) OH (j) OH (k) H O OH (l) O (m) O (n) O HO (o) O (p) O OH (q) H Br O (r) OH (s)

ANSWER:

Step 1 of 20

(a)

                                   

The starting material is benzaldehyde, and the resulting product contains one extra carbon atom than the starting material. There is a formation of a carbon-carbon bond. This reaction can be done using a Grignard reagent. The reaction uses methyl magnesium bromide to get the methyl group. The resulting alcohol then oxidized to give the product.

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