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Science Chemistry Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)

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 And Mechanisms: Study Guide/solutions Manual (second)

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)

2nd Edition

ISBN: 9780393655551

Author: KARTY, Joel

Publisher: W. W. Norton & Company

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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.

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I have a question about this problem involving mechanisms and drawing curved arrows for acids and bases. I know we need to identify the nucleophile and electrophile, but are there different types of reactions? For instance, what about Grignard reagents and other types that I might not be familiar with? Can you help me with this? I want to identify the names of the mechanisms for problems 1-14, such as Gilman reagents and others. Are they all the same? Also, could you rewrite it so I can better understand? The handwriting is pretty cluttered. Additionally, I need to label the nucleophile and electrophile, but my main concern is whether those reactions differ, like the "Brønsted-Lowry acid-base mechanism, Lewis acid-base mechanism, acid-catalyzed mechanisms, acid-catalyzed reactions, base-catalyzed reactions, nucleophilic substitution mechanisms (SN1 and SN2), elimination reactions (E1 and E2), organometallic mechanisms, and so forth."

Chapter 10 Solutions

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)

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

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