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 1PP
Interpretation Introduction

Interpretation:

The curved arrows are to be added to the given reactions, which indicate the flow of electrons for all the bond-forming and bond-breaking steps.

Concept introduction:

Curved arrows are used to represent the direction of the flow of electrons in a reaction mechanism.

Curved arrows are drawn in such a way that they point from the source of an electron pair toward the atom, which receives the electron pair.

The direction of flow of electrons is always from a high electron density site to a low electron density site.

Curved arrows never represent the movement of atoms.

The movement of electrons shown by the curved arrows should not violate the octet rule for the elements, which are present in the second row of the periodic table.

Electrophiles are positive or partially positive species that attract electrons or negatively charged species toward itself.

Expert Solution & Answer
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Answer to Problem 1PP

Solution:

(a)Organic Chemistry, Chapter 3, Problem 1PP , additional homework tip  1

(b) Organic Chemistry, Chapter 3, Problem 1PP , additional homework tip  2

Explanation of Solution

a)

Organic Chemistry, Chapter 3, Problem 1PP , additional homework tip  3

The hydrogen of benzoic acid is partially positive and is electrophilic in nature. An oxygen atom provides an unshared pair of electrons, which forms bond with the benzoic acid hydrogen that cause the departure of a benzoate anion.

Organic Chemistry, Chapter 3, Problem 1PP , additional homework tip  4

b)

Organic Chemistry, Chapter 3, Problem 1PP , additional homework tip  5

The hydrogen of sulfuric acid is partially positive and is electrophilic in nature. An oxygen atom of ketone provides an unshared pair of electrons, which forms bond with the sulfuric acid hydrogen that cause the departure of a sulphuric acid anion.

The reaction is as follows:

Organic Chemistry, Chapter 3, Problem 1PP , additional homework tip  6

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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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