BuyFindarrow_forward

Organic Chemistry

9th Edition
John E. McMurry
Publisher: Cengage Learning
ISBN: 9781305080485

Solutions

Chapter
Section
BuyFindarrow_forward

Organic Chemistry

9th Edition
John E. McMurry
Publisher: Cengage Learning
ISBN: 9781305080485
Chapter 2.11, Problem 17P
Textbook Problem
8 views

Using curved arrows, show how the species in part (a) can act as Lewis bases in their reactions with HGl, and show how the species in part (b) can act as Lewis acids in their reaction with OH-.

(a) CH3CH2OH, HN(CH3)2, P(CH3)3

(b) H3C+, B(CH3)3, MgBr2

Interpretation Introduction

a) CH3CH2OH, HN(CH3)2, P(CH3)3

Interpretation:

Using curved arrows how the species, CH3CH2OH, HN(CH3)2, P(CH3)3 can act as Lewis bases in their reactions with HCl is to be shown.

Concept introduction:

A Lewis base is a substance that donates an electron pair to other substances. Therefore in the species given the atom with lone pair of electrons is to be located. Curved arrows are to be used to show the movement of electron pair from that atom towards the hydrogen atom of the acid.

To show:

Using curved arrows how the species, CH3CH2OH, HN(CH3)2, P(CH3)3 can act as Lewis bases in their reactions with HCl.

Explanation of Solution

CH3CH2OH has an oxygen atom. Oxygen has six valence electrons out of which two are utilized for forming bonds with H and C and it has the remaining four electrons as two lone pairs. It can donate the lone pair of electrons to the hydrogen of HCl. Thus CH3CH2OH can act as a Lewis base.

HN(CH3)2 has one nitrogen atom. Nitrogen has five valence electrons out of which three are utilized to form bonds with H and two carbons and it has the remaining two electrons as lone pair...

Interpretation Introduction

b) CH3+, B(CH3)3, MgBr2

Interpretation:

Using curved arrows how the species, CH3+, B(CH3)3, MgBr2 can act as Lewis acids in their reactions with OH- is to be shown.

Concept introduction:

A Lewis acid is a substance that accepts an electron pair from other substances. Therefore in the species given an electron deficient atom which can accept an electron pair is to be located. Curved arrows are to be used to show the movement of electron pair from the donor towards the electron deficient atom.

To show:

Using curved arrows how the species, CH3+, B(CH3)3, MgBr2 can act as Lewis acids in their reactions with OH- is to be shown.

Still sussing out bartleby?

Check out a sample textbook solution.

See a sample solution

The Solution to Your Study Problems

Bartleby provides explanations to thousands of textbook problems written by our experts, many with advanced degrees!

Get Started

Chapter 2 Solutions

Organic Chemistry
Show all chapter solutions
add
Ch. 2.7 - Nitric acid (HNO3) reacts with ammonia (NH3) to...Ch. 2.8 - The amino acid phenylalanine has pKa = 1.83, and...Ch. 2.8 - Amide ion, H2N-, is a much stronger base than...Ch. 2.9 - Will either of the following reactions take place...Ch. 2.9 - Ammonia, NH3, has pka ≈ 36, and acetone has pka...Ch. 2.9 - What is the Ka of HCN if its pKa = 9.31?Ch. 2.11 - Using curved arrows, show how the species in part...Ch. 2.11 - Imidazole forms part of the structure of the amino...Ch. 2.12 - Of the two vitamins A and C, one is hydrophilic...Ch. 2.SE - Fill in the multiple bonds in the following model...Ch. 2.SE - The following model is a representation of...Ch. 2.SE - cis-l, 2-Dichloroethylene and trans-1,...Ch. 2.SE - The following molecular models are representations...Ch. 2.SE - Predict the product(s) of the acid/base reactions...Ch. 2.SE - Use curved arrows to draw the protonated form of...Ch. 2.SE - Use the curved-arrow formalism to show how the...Ch. 2.SE - Double bonds can also act like Lewis bases,...Ch. 2.SE - Identify the most electronegative element in each...Ch. 2.SE - Use the electronegativity table given in Figure...Ch. 2.SE - Which of the following molecules has a dipole...Ch. 2.SE - Electronegativity and Dipole Moments (a) The Η-Cl...Ch. 2.SE - Phosgene, C12C=O, has a smaller dipole moment than...Ch. 2.SE - Fluoromethane (CH3F, μ = 1.81 D) has a smaller...Ch. 2.SE - Methanethiol, CH3SH, has a substantial dipole...Ch. 2.SE - Calculate the formal charges on the atoms shown in...Ch. 2.SE - Assign formal charges to the atoms in each of the...Ch. 2.SE - Which of the following pairs of structures...Ch. 2.SE - Draw as many resonance structures as you can for...Ch. 2.SE - 1, 3-Cyclobutadiene is a rectangular molecule with...Ch. 2.SE - Alcohols can act either as weak acids or as weak...Ch. 2.SE - The O-H hydrogen in acetic acid is more acidic...Ch. 2.SE - Draw electron-dot structures for the following...Ch. 2.SE - Write the products of the following acid-base...Ch. 2.SE - Rank the following substances in order of...Ch. 2.SE - Which, if any, of the substances in Problem 2-44...Ch. 2.SE - The ammonium ion (NH4+, pKa = 9.25) has a lower...Ch. 2.SE - 47 Is tert-butoxide anion a strong enough base to...Ch. 2.SE - 48 Predict the structure of the product formed in...Ch. 2.SE - Calculate Ka values from the following pka’s:...Ch. 2.SE - Calculate pKa values from the following Ka’s:...Ch. 2.SE - What is the pH of a 0.050 M solution of formic...Ch. 2.SE - Sodium bicarbonate, NaHCO3, is the sodium salt of...Ch. 2.SE - Maleic acid has a dipole moment, but the closely...Ch. 2.SE - Assume that you have two unlabeled bottles, one of...Ch. 2.SE - Identify the acids and bases in the following...Ch. 2.SE - Which of the following pairs represent resonance...Ch. 2.SE - Draw as many resonance structures as you can for...Ch. 2.SE - Carbocations, which contain a trivalent,...Ch. 2.SE - We’ll see in the next chapter that organic...Ch. 2.SE - The azide functional group, which occurs in...Ch. 2.SE - Phenol, C6H5OH, is a stronger acid than methanol,...Ch. 2.SE - Thiamin diphosphate (TPP), a derivative of vitamin...Ch. 2.SE - Determine if each compound or ion below has a...Ch. 2.SE - Use the pKa table in Appendix B to determine in...Ch. 2.SE - Which intermolecular force is predominantly...Ch. 2.SE - Draw the conjugate base for each compound below...Ch. 2.SE - 1, 1, 1-Trichloroethanol is an acid more than 1000...

Additional Science Textbook Solutions

Find more solutions based on key concepts
Show solutions add
What are the moral implications of using ergogenic aids?

Understanding Nutrition (MindTap Course List)

What is the difference between a supernova explosion and a nova explosion?

Horizons: Exploring the Universe (MindTap Course List)

A properly planned diet controls calories by excluding snacks. T F

Nutrition: Concepts and Controversies - Standalone book (MindTap Course List)

Why do all spiral tracers seem to be young?

Foundations of Astronomy (MindTap Course List)

Two objects attract each other with a gravitational d force of magnitude 1.00 10-8 N when separated by 20.0 cm...

Physics for Scientists and Engineers, Technology Update (No access codes included)