General, Organic, & Biological Chemistry
General, Organic, & Biological Chemistry
3rd Edition
ISBN: 9780073511245
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Designing a Synthesis
Organic synthesis is a branch of chemical synthesis that involves the planned construction of organic compounds/molecules from smaller units that possess functional groups. Friedrich Wöhler was the first scientist who designed the synthesis of an organic…
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Chapter 16, Problem 16.77P
Interpretation Introduction

(a)

Interpretation:

The hemiacetal carbon in the given compound should be determined.

Concept introduction:

Hemiacetal carbon is a carbon that is bonded to alkoxy and alcohol groups. Hemiacetal forms when an aldehyde reacts with alcohol.

Interpretation Introduction

(b)

Interpretation:

The hydroxyl aldehyde that will form the given hemiacetal in a cyclization reaction should be determined.

Concept introduction:

When an aldehyde/ketone group and an alcohol group present in the same molecule, a cyclic hemiacetal is formed via intermolecular reaction.

Interpretation Introduction

(c)

Interpretation:

The product formed should be determined if the given molecule (A) is reacted with H2SO4and CH3OH.

Concept introduction:

The given molecule is a cyclic hemiacetal. Therefore, when it reacts with an alcohol in the presence of acid, an acetal is formed.

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Chapter 16 Solutions

General, Organic, & Biological Chemistry

Ch. 16.1 - Prob. 16.1PCh. 16.1 - Draw the structure of the three constitutional...Ch. 16.2 - Prob. 16.3PCh. 16.2 - Give the structure corresponding to each TUPAC...Ch. 16.2 - Prob. 16.5PCh. 16.2 - Prob. 16.6PCh. 16.2 - Give the structure corresponding to each name. a....Ch. 16.3 - Which compound in each pair has the higher boiling...Ch. 16.3 - Acetone and progesterone are two ketones that...Ch. 16.4 - Prob. 16.10P
Ch. 16.5 - What product is formed when each carbonyl compound...Ch. 16.5 - Prob. 16.12PCh. 16.5 - Prob. 16.13PCh. 16.6 - What alcohol is formed when each compound is...Ch. 16.6 - Prob. 16.15PCh. 16.6 - Prob. 16.16PCh. 16.7 - Prob. 16.17PCh. 16.7 - Prob. 16.18PCh. 16.8 - Prob. 16.19PCh. 16.8 - Prob. 16.20PCh. 16.8 - Prob. 16.21PCh. 16.8 - Label the three acetals in solanine, the toxic...Ch. 16.8 - Prob. 16.23PCh. 16.8 - Prob. 16.24PCh. 16 - Prob. 16.25PCh. 16 - Prob. 16.26PCh. 16 - Prob. 16.27PCh. 16 - Prob. 16.28PCh. 16 - Prob. 16.29PCh. 16 - Prob. 16.30PCh. 16 - Prob. 16.31PCh. 16 - Prob. 16.32PCh. 16 - Prob. 16.33PCh. 16 - Prob. 16.34PCh. 16 - Give an acceptable name for each ketone. a. b. c....Ch. 16 - Prob. 16.36PCh. 16 - Prob. 16.37PCh. 16 - Draw the structure corresponding to each name. a....Ch. 16 - Prob. 16.39PCh. 16 - Prob. 16.40PCh. 16 - Prob. 16.41PCh. 16 - Prob. 16.42PCh. 16 - Draw out the structure of benzaldehyde, including...Ch. 16 - Prob. 16.44PCh. 16 - Which compound in each pair has the higher boiling...Ch. 16 - Prob. 16.46PCh. 16 - Prob. 16.47PCh. 16 - Prob. 16.48PCh. 16 - Prob. 16.49PCh. 16 - Prob. 16.50PCh. 16 - Prob. 16.51PCh. 16 - Prob. 16.52PCh. 16 - Prob. 16.53PCh. 16 - Prob. 16.54PCh. 16 - Prob. 16.55PCh. 16 - Consider the following ball-and-stick model....Ch. 16 - Prob. 16.57PCh. 16 - Prob. 16.58PCh. 16 - Prob. 16.59PCh. 16 - Prob. 16.60PCh. 16 - Prob. 16.61PCh. 16 - Prob. 16.62PCh. 16 - Prob. 16.63PCh. 16 - Prob. 16.64PCh. 16 - Prob. 16.65PCh. 16 - Prob. 16.66PCh. 16 - Prob. 16.67PCh. 16 - Prob. 16.68PCh. 16 - Prob. 16.69PCh. 16 - Label the functional group(s) in each compound as...Ch. 16 - Prob. 16.71PCh. 16 - Prob. 16.72PCh. 16 - What acetal is formed when each aldehyde or ketone...Ch. 16 - What acetal is formed when each aldehyde or ketone...Ch. 16 - Prob. 16.75PCh. 16 - Prob. 16.76PCh. 16 - Prob. 16.77PCh. 16 - Prob. 16.78PCh. 16 - Prob. 16.79PCh. 16 - Prob. 16.80PCh. 16 - Prob. 16.81PCh. 16 - Prob. 16.82PCh. 16 - Prob. 16.83PCh. 16 - Answer each question about phenylacetaldehyde,...Ch. 16 - Prob. 16.85PCh. 16 - Prob. 16.86PCh. 16 - Prob. 16.87PCh. 16 - Prob. 16.88PCh. 16 - Three constitutional isomers of molecular formula...Ch. 16 - Identify A—C in the following reaction sequenceCh. 16 - Androsterone is a male sex hormone that controls...Ch. 16 - Prob. 16.92PCh. 16 - Prob. 16.93PCh. 16 - Prob. 16.94PCh. 16 - Prob. 16.95PCh. 16 - Paraldehyde, a hypnotic and sedative once commonly...Ch. 16 - Prob. 16.97PCh. 16 - Prob. 16.98PCh. 16 - Prob. 16.99CPCh. 16 - Prob. 16.100CP
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How to Design a Total Synthesis; Author: Chemistry Unleashed;https://www.youtube.com/watch?v=9jRfAJJO7mM;License: Standard YouTube License, CC-BY