Sodium bicarbonate, NaHCO 3 , is the sodium salt of carbonic acid (H 2 CO 3 ), pK a = 6.37. Which of the substances shown in Problem 2-44 [Acetone (pK a =19.3), 2, 4-pentanedione (pK a =9.0), phenol (pK a =9.9), Acetic acid (pK a = 4.76)] will react significantly with sodium bicarbonate is to be stated. Concept introduction: An ion which is a weak base can deprotonate only when the substance reacting with it has a pK a value than that of its parent acid. To determine: Which of the substances shown in Problem 2-44 [Acetone (pK a =19.3), 2, 4-pentanedione (pK a =9.0), phenol (pK a =9.9), Acetic acid (pK a = 4.76] will react significantly with sodium bicarbonate. pK a of carbonic acid, = 6.37.

Question

You are trying to decide if there is a single reagent you can add that will make the following synthesis possible without any other major side products: xi 1. ☑ 2. H₂O хе i Draw the missing reagent X you think will make this synthesis work in the drawing area below. If there is no reagent that will make your desired product in good yield or without complications, just check the box under the drawing area and leave it blank. Click and drag to start drawing a structure. There is no reagent that will make this synthesis work without complications. : ☐ S ☐

Answer 1

Question

Chapter 2.SE, Problem 52AP

Interpretation Introduction

Interpretation:

Sodium bicarbonate, NaHCO₃, is the sodium salt of carbonic acid (H₂CO₃), pK_a = 6.37. Which of the substances shown in Problem 2-44 [Acetone (pK_a =19.3), 2, 4-pentanedione (pK_a =9.0), phenol (pK_a =9.9), Acetic acid (pK_a = 4.76)] will react significantly with sodium bicarbonate is to be stated.

Concept introduction:

An ion which is a weak base can deprotonate only when the substance reacting with it has a pK_a value than that of its parent acid.

To determine:

Which of the substances shown in Problem 2-44 [Acetone (pK_a =19.3), 2, 4-pentanedione (pK_a =9.0), phenol (pK_a =9.9), Acetic acid (pK_a = 4.76] will react significantly with sodium bicarbonate. pK_a of carbonic acid, = 6.37.

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