Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 3, Problem 4LGP
Interpretation Introduction

Interpretation:

The presence of two separate layers, when aqueous sodium bicarbonate is added to an organic reaction mixture, is to be explained on the basis of solubility and polarity. The chemical species present in both aqueous and organic layers after reaction with sodium bicarbonate is to be listed. The reason to repeat sodium bicarbonate extraction thrice is to be mentioned.

Concept introduction:

According to acid–base chemistry, in a liquid/liquid extraction containing two immiscible liquids, the more polar compound dissolves in the aqueous layer, whereas the organic compound dissolves in the non-polar phase. The distribution coefficient gives the ratio of the concentration of the solute in a mixture of two immiscible solvents at equilibrium.

An organic compound will dissolve better in the organic layer than in most aqueous solutions, unless it has been converted to an ionic species, which makes it more water-soluble.

Sodium bicarbonate is used for the extraction in order to neutralize or remove acidic compounds.

A separating funnel is used to separate the mixture components between two liquids that are immiscible.

One phase is the aqueous and the other one is organic solvent.

This separation depends on the densities of the liquids.

The separating funnel runs on the concept of “like dissolve like” with different solutes being preferentially soluble in certain solvent.

When separating funnel is shaken, the two solvents mix and share a large surface area, which allows each solute to migrate to the solvent in which it is more soluble.

Le Chateliers principle is used to explain the change in pressure, temperature or concentration of the equilibrium shifts into the direction in which effect change from the system.

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Chapter 3 Solutions

Organic Chemistry

Ch. 3 - Prob. 11PPCh. 3 - Prob. 12PPCh. 3 - Prob. 13PPCh. 3 - Prob. 14PPCh. 3 - PRACTICE PROBLEM 3.15 Nitro groups have a large...Ch. 3 - PRACTICE PROBLEM 3.16 Your laboratory instructor...Ch. 3 - Prob. 17PPCh. 3 - Prob. 18PPCh. 3 - Prob. 19PPCh. 3 - What is the conjugate base of each of the...Ch. 3 - List the bases you gave as answers to Problem 3.20...Ch. 3 - 3.22 What is the conjugate acid of each of the...Ch. 3 - List the acids you gave as answers to Problem 3.22...Ch. 3 - Rank the following in order of increasing acidity.Ch. 3 - Without consulting tables, select the stronger...Ch. 3 - Designate the Lewis acid and Lewis base in each of...Ch. 3 - Prob. 27PCh. 3 - Prob. 28PCh. 3 - Write an equation, using the curved-arrow...Ch. 3 - 3.30 What reaction will take place if ethyl...Ch. 3 - 3.31 (a) The of formic acid. What is the? (b)...Ch. 3 - Acid HA has pKa=20; acid HB has pKa=10. (a) Which...Ch. 3 - Prob. 33PCh. 3 - 3.34 (a) Arrange the following compounds in order...Ch. 3 - 3.35 Arrange the following compounds in order of...Ch. 3 - 3.36 Arrange the following in order of increasing...Ch. 3 - Prob. 37PCh. 3 - 3.38 Supply the curved arrows necessary for the...Ch. 3 - Glycine is an amino acid that can be obtained from...Ch. 3 - 3.40 Malonic acid, , is a diprotic acid. The for...Ch. 3 - 3.41 The free-energy change, , for the ionization...Ch. 3 - 3.42 At the enthalpy change, , for the ionization...Ch. 3 - The compound at right has (for obvious reasons)...Ch. 3 - 3.44. (a) Given the above sequence of...Ch. 3 - Prob. 45PCh. 3 - Prob. 46PCh. 3 - 3.47 As noted in Table 3.1, the of acetone, , is...Ch. 3 - Formamide (HCONH2) has a pKa of approximately 25....Ch. 3 - List all the chemical species likely to be present...Ch. 3 - Prob. 2LGPCh. 3 - Prob. 3LGPCh. 3 - Prob. 4LGP
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