EBK GET READY FOR ORGANIC CHEMISTRY
EBK GET READY FOR ORGANIC CHEMISTRY
2nd Edition
ISBN: 9780321830555
Author: KARTY
Publisher: VST
Question
Book Icon
Chapter 10, Problem 10.64P
Interpretation Introduction

Interpretation:

The complete mechanism that leads to the three alkenes produced by N-ethylhexan-3-amine under Hofmann elimination conditions is to be drawn, and the major product is to be predicted.

Concept introduction:

Hofmann elimination is an E2 elimination of an amine group along with a β hydrogen to produce an alkene. Unlike most elimination reactions that preferentially form the most substituted alkenes, Hofmann elimination preferentially forms the least substituted alkene.

When two different types of β hydrogens are present, the one from the less substituted carbon is removed preferentially. The leaving group in Hofmann elimination is a bulky tertiary amine group NR3. An E2 reaction is a single-step concerted reaction. It requires that the two groups that are eliminated must be anti to each other. The most stable conformer has the β hydrogen in anti position on the less substituted carbon. This gives a least substituted alkene as the major product.

Blurred answer
Students have asked these similar questions
3. Propose a synthesis for the following transformation. Do not draw an arrow-pushing mechanism below, but make sure to draw the product of each proposed step (3 points). CN + En CN
3) Propagation of uncertainty. Every measurement has uncertainty. In this problem, we'll evaluate the uncertainty in every step of a titration of potassium hydrogen phthalate (a common acid used in titrations, abbreviated KHP, formula CsH5KO4) with NaOH of an unknown concentration. The calculation that ultimately needs to be carried out is: concentration NaOH 1000 x mass KHP × purity KHP molar mass KHP x volume NaOH Measurements: a) You use a balance to weigh 0.3992 g of KHP. The uncertainty is ±0.15 mg (0.00015 g). b) You use a buret to slowly add NaOH to the KHP until it reaches the endpoint. It takes 18.73 mL of NaOH. The uncertainty of the burst is 0.03 mL.. c) The manufacturer states the purity of KHP is 100%±0.05%. d) Even though we don't think much about them, molar masses have uncertainty as well. The uncertainty comes from the distribution of isotopes, rather than random measurement error. The uncertainty in the elements composing KHP are: a. Carbon: b. Hydrogen: ±0.0008…
Don't used hand raiting and don't used Ai solution

Chapter 10 Solutions

EBK GET READY FOR ORGANIC CHEMISTRY

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