NH3 H3C CH H3C CH3

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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2e.

**Exercise 2: Complete the Reaction Components**

In this exercise, you are tasked with filling in the missing components for a series of chemical reactions. There may be more than one correct solution, and multiple items may be necessary. Pay special attention to stereochemistry, regioselectivity, and the conditions under which these reactions occur.

**a.** Starting substrate:
- Structure: 1-bromo-2-chlorobutane 
  - Reaction components: 
    1. NaCN, THF
    2. NaSCH3, THF

**b.** Reaction with a phosphine:
- Starting material: A benzene ring attached to a diphenylphosphine group.
- Product: A cyclic compound with iodine, chlorine, and two methyl groups.

**c.** Reaction involving a ketone:
- Product: A cyclohexanone with an additional methylene group. The transformation requires NaOH and H2O.

**d.** Reaction with excess sodium acetylide:
- Starting substrate: A tribrominated cyclopentane structure reacts with NaCCH3 (in excess) in THF.

**e.** Reaction leading to an amine:
- Starting material: A bromoalkane, 1-bromopropane.
- Product: Propylammonium ion, indicating a substitution reaction. 

Focus on determining the intermediate species and rearrangements occurring at each reaction stage, considering solvent and reagent effects.
Transcribed Image Text:**Exercise 2: Complete the Reaction Components** In this exercise, you are tasked with filling in the missing components for a series of chemical reactions. There may be more than one correct solution, and multiple items may be necessary. Pay special attention to stereochemistry, regioselectivity, and the conditions under which these reactions occur. **a.** Starting substrate: - Structure: 1-bromo-2-chlorobutane - Reaction components: 1. NaCN, THF 2. NaSCH3, THF **b.** Reaction with a phosphine: - Starting material: A benzene ring attached to a diphenylphosphine group. - Product: A cyclic compound with iodine, chlorine, and two methyl groups. **c.** Reaction involving a ketone: - Product: A cyclohexanone with an additional methylene group. The transformation requires NaOH and H2O. **d.** Reaction with excess sodium acetylide: - Starting substrate: A tribrominated cyclopentane structure reacts with NaCCH3 (in excess) in THF. **e.** Reaction leading to an amine: - Starting material: A bromoalkane, 1-bromopropane. - Product: Propylammonium ion, indicating a substitution reaction. Focus on determining the intermediate species and rearrangements occurring at each reaction stage, considering solvent and reagent effects.
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