Question

19.55 Draw the products of each reaction, and indicate the stereochemistry at all stereogenic centers. a. [image of chemical structure] [1] NaCN, [2] H2O, H+ -> b. [image of chemical structure] [1] Mg, [2] CO2, [3] H3O+ -> c. [image of chemical structure] [1] LiAlH4, [2] H2O -> d. [image of chemical structure] [1] DIBAL-H, [2] H2O, [3] CH3CH2NH2, mild H+ ->

          19.55 Draw the products of each reaction, and indicate the stereochemistry at all stereogenic centers.
a. [image of chemical structure] [1] NaCN, [2] H2O, H+ ->
b. [image of chemical structure] [1] Mg, [2] CO2, [3] H3O+ ->
c. [image of chemical structure] [1] LiAlH4, [2] H2O ->
d. [image of chemical structure] [1] DIBAL-H, [2] H2O, [3] CH3CH2NH2, mild H+ ->

19.55 Draw the products of each reaction, and indicate the stereochemistry at all stereogenic centers.
a. [image of chemical structure] [1] NaCN, [2] H2O, H+ ->
b. [image of chemical structure] [1] Mg, [2] CO2, [3] H3O+ ->
c. [image of chemical structure] [1] LiAlH4, [2] H2O ->
d. [image of chemical structure] [1] DIBAL-H, [2] H2O, [3] CH3CH2NH2, mild H+ ->

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Organic Chemistry

Janice Gorzynski Smith 4th Edition

Chapter 9

Instant Answer

Solved by Expert Lainey Roebuck

11/12/2024

Step 1

1. **Nucleophilic Substitution**: NaCN will perform an S\(_N\)2 reaction, replacing the bromine (Br) with a cyano group (CN). This inverts the stereochemistry at the stereogenic center. 2. **Hydrolysis**: The cyano group (CN) is hydrolyzed to a carboxylic acid Show more…

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