EBK ORGANIC CHEMISTRY: PRINCIPLES AND M
EBK ORGANIC CHEMISTRY: PRINCIPLES AND M
2nd Edition
ISBN: 9780393630817
Author: KARTY
Publisher: W.W.NORTON+CO. (CC)
bartleby

Concept explainers

bartleby

Videos

Question
Book Icon
Chapter 13, Problem 13.9P
Interpretation Introduction

(a)

Interpretation:

How the given transform would appear in a synthesis is to be shown.

Concept introduction:

A synthetic trap is a synthesis which prevents the reaction from occurring in the forward direction as planned. This occurs mainly because the reactant molecule contains multiple functional groups which interfere in the desired mechanism. However, even when there is only one functional group, a synthetic trap can still arise if a reaction takes place at two or more sites within that functional group. In such cases, regiochemistry is an issue. Regiochemistry is the specific region in the given molecule at which the reaction takes place selectively. We can choose a synthesis according to the regioselectivities of the functional group transformation reactions.

The alkylation at alpha carbon atoms in ketones is regioselective, and we can control the regioselectivity by using appropriate reagents and the sequence in which the reagents are used. The choice of base dictates which alpha carbon undergoes reaction. A very strong base such as LDA leads to alkylation at the less substituted alpha carbon atom whereas a moderately strong base such as tert-butoxide anion leads to alkylation at the more substituted alpha carbon atom. The alkylation occurs using an alkyl halide as an alkylating group.

Interpretation Introduction

(b)

Interpretation:

How the given transform would appear in a synthesis is to be shown.

Concept introduction:

A synthetic trap is a synthesis which prevents the reaction from occurring in the forward direction as planned. This occurs mainly because the reactant molecule contains multiple functional groups which interfere in the desired mechanism. However, even when there is only one functional group, a synthetic trap can still arise if a reaction takes place at two or more sites within that functional group. In such cases, regiochemistry is an issue. Regiochemistry is the specific region in the given molecule at which the reaction takes place selectively. We can choose a synthesis according to the regioselectivities of the functional group transformation reactions.

The alkylation at the alpha carbon atoms in ketones is regioselective, and we can control the regioselectivity using appropriate reagents, and the sequence in which the reagents are used. The choice of base dictates which alpha carbon undergoes a reaction. A very strong base such as LDA leads to alkylation at the less substituted alpha carbon atom. whereas a moderately strong base such as tert-butoxide anion leads to alkylation at the more substituted alpha carbon atom. The alkylation occurs using an alkyl halide as an alkylating group.

Blurred answer
Students have asked these similar questions
22
PLEASE READ!!! I DONT WANT EXAMPLES, I DONT WANT WORDS OR PARAGRAPHS FOR THE MECHANISM!!! THANKS First image: QUESTION 6. I have to show, with ARROWS and STRUCTURES, the mechanism of the reaction at the bottom. Also I have to show by mecanism why the reaction wouldn't work if the alcohol was primary. I also tried to draw the mechanism, tell me what to change. Please note that its an AMIDE thats formed not an AMINE the nitrogen has ONE hydrogen and one Phenyl-C-Phenyl. I already asked for this mechanism and got as a final product ...-NH2 not whats shown on the picture, thank you Ths second part. QUESTION 3. I just need a way to synthesize the lactone A, I already started please continue from where I left it  Second image: I simply need the products, substrates or reagents, thank you
Indicate how to prepare a 10% sodium hydroxide (NaOH) solution to a slightly alkaline pH.
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
Coenzymes and cofactors; Author: CH15 SWAYAM Prabha IIT Madras;https://www.youtube.com/watch?v=bubY2Nm7hVM;License: Standard YouTube License, CC-BY
Aromaticity and Huckel's Rule; Author: Professor Dave Explains;https://www.youtube.com/watch?v=7-BguH4_WBQ;License: Standard Youtube License