Package: Loose Leaf for Organic Chemistry with Biological Topics with Connect Access Card
bartleby

Concept explainers

bartleby

Videos

Textbook Question
Book Icon
Chapter 21, Problem 21.1P

Rank the following compounds in order of increasing reactivity towards nucleophilic attack.

Chapter 21, Problem 21.1P, Rank the following compounds in order of increasing reactivity towards nucleophilic attack.

Expert Solution & Answer
Check Mark
Interpretation Introduction

Interpretation: The given compounds are to be arranged in order of increasing reactivity towards nucleophilic attack.

Concept introduction: Both aldehydes and ketones undergo nucleophilic addition reaction. The relative reactivity of carbonyl group is inversely proportional to the number of R groups bonded to it. This means more is the number of R groups around the carbonyl carbon, less is the reactivity of that carbonyl compound.

Answer to Problem 21.1P

The arrangement of given compounds in the increasing reactivity towards nucleophilic attack is,

Package: Loose Leaf for Organic Chemistry with Biological Topics with Connect Access Card, Chapter 21, Problem 21.1P , additional homework tip  1

Explanation of Solution

Both aldehydes and ketones undergo nucleophilic addition reaction. In this reaction, the nucleophilic attack takes place at carbonyl carbon. The relative reactivity of carbonyl group is inversely proportional to the number of R groups bonded to it. This means more is the number of R groups around the carbonyl carbon, less is the reactivity of that carbonyl compound. Thus, the arrangement of given compounds in the increasing reactivity towards nucleophilic attack is,

Package: Loose Leaf for Organic Chemistry with Biological Topics with Connect Access Card, Chapter 21, Problem 21.1P , additional homework tip  2

Figure 1

Conclusion

The arrangement of given compounds in the increasing reactivity towards nucleophilic attack is shown in Figure 1.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!
Students have asked these similar questions
Using reaction free energy to predict equilibrium composition Consider the following equilibrium: 2NH3 (g) = N2 (g) +3H₂ —N2 (g) AGº = 34. kJ Now suppose a reaction vessel is filled with 4.19 atm of ammonia (NH3) and 9.94 atm of nitrogen (N2) at 378. °C. Answer the following questions about this system: rise Under these conditions, will the pressure of NH 3 tend to rise or fall? ☐ x10 fall Х Is it possible to reverse this tendency by adding H₂? In other words, if you said the pressure of NH 3 will tend to rise, can that be changed to a tendency to fall by adding H₂? Similarly, if you said the pressure of NH3 will tend to fall, can that be changed to a tendency to rise by adding H₂? If you said the tendency can be reversed in the second question, calculate the minimum pressure of H₂ needed to reverse it. Round your answer to 2 significant digits. yes no atm 00. 18 Ar 무ㅎ ?
Identifying the major species in weak acid or weak base equilibria The preparations of two aqueous solutions are described in the table below. For each solution, write the chemical formulas of the major species present at equilibrium. You can leave out water itself. Write the chemical formulas of the species that will act as acids in the 'acids' row, the formulas of the species that will act as bases in the 'bases' row, and the formulas of the species that will act as neither acids nor bases in the 'other' row. You will find it useful to keep in mind that HF is a weak acid. 2.2 mol of NaOH is added to 1.0 L of a 1.4M HF solution. acids: П bases: Х other: ☐ ப acids: 0.51 mol of KOH is added to 1.0 L of a solution that is bases: 1.3M in both HF and NaF. other: ☐ 00. 18 Ar
Using reaction free energy to predict equilibrium composition Consider the following equilibrium: N2O4 (g) 2NO2 (g) AG⁰ = 5.4 kJ Now suppose a reaction vessel is filled with 1.68 atm of dinitrogen tetroxide (N204) at 148. °C. Answer the following questions about this system: rise Under these conditions, will the pressure of N2O4 tend to rise or fall? x10 fall Is it possible to reverse this tendency by adding NO2? In other words, if you said the pressure of N2O4 will tend to rise, can that be changed to a tendency to fall by adding NO2? Similarly, if you said the pressure of N2O4 will tend to fall, can that be changed to a tendency to rise by adding NO2? If you said the tendency can be reversed in the second question, calculate the minimum pressure of NO 2 needed to reverse it. Round your answer to 2 significant digits. yes no 0.42 atm ☑ 5 0/5 ? مله Ar

Chapter 21 Solutions

Package: Loose Leaf for Organic Chemistry with Biological Topics with Connect Access Card

Ch. 21 - Prob. 21.11PCh. 21 - Prob. 21.12PCh. 21 - Prob. 21.13PCh. 21 - Prob. 21.14PCh. 21 - Problem 21.15 Draw the product of each...Ch. 21 - Prob. 21.16PCh. 21 - Problem 21.17 Draw the products of the following...Ch. 21 - Problem 21.18 Outline a synthesis of each Wittig...Ch. 21 - Problem 21.19 Draw the products (including...Ch. 21 - Problem 21.20 What starting materials are needed...Ch. 21 - Prob. 21.21PCh. 21 - Problem 21.22 The product formed when reacts with...Ch. 21 - Prob. 21.23PCh. 21 - Prob. 21.24PCh. 21 - Prob. 21.25PCh. 21 - Prob. 21.26PCh. 21 - Prob. 21.27PCh. 21 - Problem 21.28 Draw a stepwise mechanism for the...Ch. 21 - Problem 21.29 Draw the products of each...Ch. 21 - Problem 21.30 Label each compound as an acetal, a...Ch. 21 - Problem 21.31 Draw a stepwise mechanism for the...Ch. 21 - Problem 21.32 Draw the products of each...Ch. 21 - Problem 21.33 Safrole is a naturally occurring...Ch. 21 - Prob. 21.34PCh. 21 - Problem 21.35 How would you use a protecting group...Ch. 21 - Prob. 21.36PCh. 21 - Problem 21.37 Two naturally occurring compounds...Ch. 21 - Problem 21.38 Draw the products of each...Ch. 21 - Prob. 21.39PCh. 21 - Problem 21.40 (a) Give the IUPAC name for A and B....Ch. 21 - 21.41 Rank the following compounds in order of...Ch. 21 - Prob. 21.42PCh. 21 - 21.43 Give the IUPAC name for each compound. a....Ch. 21 - 21.44 Give the structure corresponding to each...Ch. 21 - Prob. 21.45PCh. 21 - 21.46 Draw the products of each reaction. a. e....Ch. 21 - Prob. 21.47PCh. 21 - 21.48 Draw all stereoisomers formed in each...Ch. 21 - Prob. 21.49PCh. 21 - What products are formed when each acetal is...Ch. 21 - Prob. 21.51PCh. 21 - Prob. 21.52PCh. 21 - Which compound forms the higher concentration of...Ch. 21 - Prob. 21.54PCh. 21 - Prob. 21.55PCh. 21 - Prob. 21.56PCh. 21 - Prob. 21.57PCh. 21 - Devise a synthesis of each alkene using a Wittig...Ch. 21 - Devise a synthesis of each compound from...Ch. 21 - Prob. 21.60PCh. 21 - Devise a synthesis of each compound from ethanol...Ch. 21 - Prob. 21.62PCh. 21 - Prob. 21.63PCh. 21 - 21.64 Draw a stepwise mechanism for the following...Ch. 21 - 21.65 Draw a stepwise mechanism f or the following...Ch. 21 - Prob. 21.66PCh. 21 - 21.67 Draw a stepwise mechanism for each...Ch. 21 - 21.68 Draw a stepwise mechanism for the following...Ch. 21 - Prob. 21.69PCh. 21 - Prob. 21.70PCh. 21 - Prob. 21.71PCh. 21 - Prob. 21.72PCh. 21 - 21.73 Although the carbonyl absorption of cyclic...Ch. 21 - 21.74 Use the and data to determine the...Ch. 21 - 21.75 A solution of acetone in ethanol in the...Ch. 21 - Compounds A and B have molecular formula ....Ch. 21 - 21.77 An unknown compound C of molecular formula ...Ch. 21 - 21.78 An unknown compound D exhibits a strong...Ch. 21 - Prob. 21.79PCh. 21 - -D-Glucose, a hemiacetal, can be converted to a...Ch. 21 - 21.81 Draw a stepwise mechanism for the following...Ch. 21 - Prob. 21.82PCh. 21 - 21.83 Draw a stepwise mechanism f or the...Ch. 21 - Prob. 21.84PCh. 21 - Prob. 21.85PCh. 21 - 21.86 Draw stepwise mechanism for the following...

Additional Science Textbook Solutions

Find more solutions based on key concepts
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
  • Text book image
    Organic Chemistry: A Guided Inquiry
    Chemistry
    ISBN:9780618974122
    Author:Andrei Straumanis
    Publisher:Cengage Learning
    Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305080485
    Author:John E. McMurry
    Publisher:Cengage Learning
    Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305580350
    Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
    Publisher:Cengage Learning
Text book image
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Characteristic Reactions of Benzene and Phenols; Author: Linda Hanson;https://www.youtube.com/watch?v=tjEqEjDd87E;License: Standard YouTube License, CC-BY
An Overview of Aldehydes and Ketones: Crash Course Organic Chemistry #27; Author: Crash Course;https://www.youtube.com/watch?v=-fBPX-4kFlw;License: Standard Youtube License