Skip to main content

Science Chemistry ORGANIC CHEMISTRY PRINCIPLES & MECHANISM

The products of the S N 2 steps are to be drawn, and arrows along each C-N bond are to be drawn to indicate the electron donation by the alkyl groups. Concept introduction: Alkylation does not stop at the formation of the primary amine because the primary amine that is formed is a stronger nucleophile than NH 3 . The additional alkyl group in the primary amine is electron donating and thus helps to stabilize the positive charge in the S N 2 product [i.e., in (CH 3 CH 2 ) 2 NH 2 + ]. Consequently, the S N 2 reaction in Equation 10-13 is faster than that in Equation 10-11.

The products of the S N 2 steps are to be drawn, and arrows along each C-N bond are to be drawn to indicate the electron donation by the alkyl groups. Concept introduction: Alkylation does not stop at the formation of the primary amine because the primary amine that is formed is a stronger nucleophile than NH 3 . The additional alkyl group in the primary amine is electron donating and thus helps to stabilize the positive charge in the S N 2 product [i.e., in (CH 3 CH 2 ) 2 NH 2 + ]. Consequently, the S N 2 reaction in Equation 10-13 is faster than that in Equation 10-11.

Solution Summary: The author explains that the alkyl group donates an electron to the amine group in the S N 2 reaction.

ORGANIC CHEMISTRY PRINCIPLES & MECHANISM

ORGANIC CHEMISTRY PRINCIPLES & MECHANISM

2nd Edition

ISBN: 9780393681826

Author: KARTY

Publisher: NORTON

See similar textbooks

Question

Chapter 10, Problem 10.4YT

Interpretation Introduction

Interpretation:

The products of the S_N2 steps are to be drawn, and arrows along each C-N bond are to be drawn to indicate the electron donation by the alkyl groups.

Concept introduction:

Alkylation does not stop at the formation of the primary amine because the primary amine that is formed is a stronger nucleophile than NH₃. The additional alkyl group in the primary amine is electron donating and thus helps to stabilize the positive charge in the S_N2 product [i.e., in (CH₃CH₂)₂NH₂⁺]. Consequently, the S_N2 reaction in Equation 10-13 is faster than that in Equation 10-11.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

Blurred answer

Chapter 10, Problem 10.3YT

Chapter 10, Problem 10.5YT

Students have asked these similar questions

Describe the mesomeric or resonance effect and differentiate between types +E or +M and -R or -M.

I need help with the following two problems, understanding them in a simple manner. Can you please draw them out for me with a detailed explanation so that I can better comprehend? I'm a visual person, so I definitely need that. Thank you very much!

Problem 54, could you please explain it in detail? Thank you! Step by step, I'm really confused, so please don't make it overly complex. My question is to visually draw it out and demonstrate it to me; I'm confused about that problem, please (not just in words) but demonstrate it to me in all due essence (visually) with descriptions.

Chapter 10 Solutions

ORGANIC CHEMISTRY PRINCIPLES & MECHANISM

Ch. 10 - Prob. 10.1P Ch. 10 - Prob. 10.2P Ch. 10 - Prob. 10.3P Ch. 10 - Prob. 10.4P Ch. 10 - Prob. 10.5P Ch. 10 - Prob. 10.6P Ch. 10 - Prob. 10.7P Ch. 10 - Prob. 10.8P Ch. 10 - Prob. 10.9P Ch. 10 - Prob. 10.10P

Ch. 10 - Prob. 10.11P Ch. 10 - Prob. 10.12P Ch. 10 - Prob. 10.13P Ch. 10 - Prob. 10.14P Ch. 10 - Prob. 10.15P Ch. 10 - Prob. 10.16P Ch. 10 - Prob. 10.17P Ch. 10 - Prob. 10.18P Ch. 10 - Prob. 10.19P Ch. 10 - Prob. 10.20P Ch. 10 - Prob. 10.21P Ch. 10 - Prob. 10.22P Ch. 10 - Prob. 10.23P Ch. 10 - Prob. 10.24P Ch. 10 - Prob. 10.25P Ch. 10 - Prob. 10.26P Ch. 10 - Prob. 10.27P Ch. 10 - Prob. 10.28P Ch. 10 - Prob. 10.29P Ch. 10 - Prob. 10.30P Ch. 10 - Prob. 10.31P Ch. 10 - Prob. 10.32P Ch. 10 - Prob. 10.33P Ch. 10 - Prob. 10.34P Ch. 10 - Prob. 10.35P Ch. 10 - Prob. 10.36P Ch. 10 - Prob. 10.37P Ch. 10 - Prob. 10.38P Ch. 10 - Prob. 10.39P Ch. 10 - Prob. 10.40P Ch. 10 - Prob. 10.41P Ch. 10 - Prob. 10.42P Ch. 10 - Prob. 10.43P Ch. 10 - Prob. 10.44P Ch. 10 - Prob. 10.45P Ch. 10 - Prob. 10.46P Ch. 10 - Prob. 10.47P Ch. 10 - Prob. 10.48P Ch. 10 - Prob. 10.49P Ch. 10 - Prob. 10.50P Ch. 10 - Prob. 10.51P Ch. 10 - Prob. 10.52P Ch. 10 - Prob. 10.53P Ch. 10 - Prob. 10.54P Ch. 10 - Prob. 10.55P Ch. 10 - Prob. 10.56P Ch. 10 - Prob. 10.57P Ch. 10 - Prob. 10.58P Ch. 10 - Prob. 10.59P Ch. 10 - Prob. 10.60P Ch. 10 - Prob. 10.61P Ch. 10 - Prob. 10.62P Ch. 10 - Prob. 10.63P Ch. 10 - Prob. 10.64P Ch. 10 - Prob. 10.65P Ch. 10 - Prob. 10.66P Ch. 10 - Prob. 10.67P Ch. 10 - Prob. 10.68P Ch. 10 - Prob. 10.69P Ch. 10 - Prob. 10.70P Ch. 10 - Prob. 10.71P Ch. 10 - Prob. 10.72P Ch. 10 - Prob. 10.73P Ch. 10 - Prob. 10.74P Ch. 10 - Prob. 10.1YT Ch. 10 - Prob. 10.2YT Ch. 10 - Prob. 10.3YT Ch. 10 - Prob. 10.4YT Ch. 10 - Prob. 10.5YT Ch. 10 - Prob. 10.6YT Ch. 10 - Prob. 10.7YT Ch. 10 - Prob. 10.8YT Ch. 10 - Prob. 10.9YT Ch. 10 - Prob. 10.10YT Ch. 10 - Prob. 10.11YT Ch. 10 - Prob. 10.12YT Ch. 10 - Prob. 10.13YT Ch. 10 - Prob. 10.14YT Ch. 10 - Prob. 10.15YT Ch. 10 - Prob. 10.16YT Ch. 10 - Prob. 10.17YT Ch. 10 - Prob. 10.18YT Ch. 10 - Prob. 10.19YT

Knowledge Booster

Background pattern image

Similar questions

SEE MORE QUESTIONS

Recommended textbooks for you

Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
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

SEE MORE TEXTBOOKS