Whether tert-butoxide ion is a base, strong enough to react significantly with water or can a solution of ter-butoxide prepared in water is to be decided. pK a of tert-butyl alcohol is given as approximately 18. Concept introduction: Water can act as an acid or as a base. It can donate H + to substances which are weaker acids (with higher pK a value than that of water) than water. It can accept H + from substances which are stronger acids (with lower pK a value than that of water). To determine: Whether tert-butoxide ion is a base, strong enough to react significantly with water or can a solution of ter-butoxide prepared in water. pK a of tert-butyl alcohol is given as approximately 18.

Question

Two methods convert an alkyl halide into a carboxylic acid having one more carbon atom. (1] R-X + "CN R-CN R,COOH COOH (Section 22.18) + X- new C-C bond [1] CO2 RCOOH (Section 20.14) [2] H3O [2] R-X + Mg R-MgX Depending on the structure of the alkyl halide, one or both of these methods may be employed. For each alkyl halide, write out a stepwise sequence that converts it to a carboxylic acid with one more carbon atom. If both methods work, draw both routes. If one method cannot be used, state why it can't. Br a. CH,CI b. c. (CH3)3CCI d. HOCH,CH,CH,CH,Br

Answer 1

Question

Chapter 2.SE, Problem 47AP

Interpretation Introduction

Interpretation:

Whether tert-butoxide ion is a base, strong enough to react significantly with water or can a solution of ter-butoxide prepared in water is to be decided. pK_a of tert-butyl alcohol is given as approximately 18.

Concept introduction:

Water can act as an acid or as a base. It can donate H⁺ to substances which are weaker acids (with higher pK_a value than that of water) than water. It can accept H⁺ from substances which are stronger acids (with lower pK_a value than that of water).

To determine:

Whether tert-butoxide ion is a base, strong enough to react significantly with water or can a solution of ter-butoxide prepared in water. pK_a of tert-butyl alcohol is given as approximately 18.

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