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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Chapter 16, Problem 16.25P
Interpretation Introduction

(a)

Interpretation:

The structure of the aldehyde having the molecular formula C8H16O which has the six carbon atoms in the longest chain is to be determined.

Concept Introduction:

An aldehyde refers to a chemical compound which contains -CHO functional group that consists of a carbonyl center (carbon -oxygen double bond) provided that the carbon atom is attached to hydrogen and R group of the carbon chain. A molecular formula depicts the chemical symbols for the elements constituting the given molecule such that each symbol contains a numerical subscript that describes the number of atoms of each atom present in the molecule.

Expert Solution
Check Mark

Answer to Problem 16.25P

  General, Organic, & Biological Chemistry, Chapter 16, Problem 16.25P , additional homework tip  1

Explanation of Solution

To draw the structure of an aldehyde having the molecular formula C8H16O which has the six carbon atoms in the longest chain, one needs to draw a carbon chain containing six carbon atoms in the longest chain and the -CHO group is present at the terminal position. After drawing six carbon atoms in the longest chain, 2 remaining carbon atoms can be substituted on the C atom/s in the main chain.

Thus, the structure of the aldehyde can be represented as follows:

  General, Organic, & Biological Chemistry, Chapter 16, Problem 16.25P , additional homework tip  2

Interpretation Introduction

(b)

Interpretation:

The structure of the ketone having molecular formula C6H12O and five carbon atoms in the longest chain is to be determined.

Concept Introduction:

In chemistry a ketone functional group refers to the structure with general molecular formula RC(=O) R’ where R and R' can be same or different alkyl groups. A molecular formula depicts the chemical symbols for the elements constituting the given molecule such that each symbol contains a numerical subscript that describes the number of atoms of each atom present in the molecule.

Expert Solution
Check Mark

Answer to Problem 16.25P

  General, Organic, & Biological Chemistry, Chapter 16, Problem 16.25P , additional homework tip  3

Explanation of Solution

To draw the structure of ketone having molecular formula C6H12O and five carbon atoms in the longest chain, one needs to draw a carbon chain containing five carbon atoms in the longest chain. After drawing five carbon atoms in the longest chain, 1 remaining carbon atom can be substituted on the C atom in the main chain.

The structure so formed is shown below:

  General, Organic, & Biological Chemistry, Chapter 16, Problem 16.25P , additional homework tip  4

Interpretation Introduction

(c)

Interpretation:

The structure of ketone having the molecular formula C5H8O containing a ring is to be determined.

Concept Introduction:

In chemistry a ketone functional group refers to the structure with general molecular formula RC(=O) R’ where R and R' can be same or different alkyl groups. A molecular formula depicts the chemical symbols for the elements constituting the given molecule such that each symbol contains a numerical subscript that describes the number of atoms of each atom present in the molecule.

Expert Solution
Check Mark

Answer to Problem 16.25P

  General, Organic, & Biological Chemistry, Chapter 16, Problem 16.25P , additional homework tip  5

Explanation of Solution

To draw the structure of ketone having the molecular formula C5H8O containing a ring, first draw the structure of a pentane ring and a (C=O) is attached to carbon as shown below:

  General, Organic, & Biological Chemistry, Chapter 16, Problem 16.25P , additional homework tip  6

Interpretation Introduction

(d)

Interpretation:

The structure of an aldehyde with the molecular formula C6H10O and the CHO group attached to a ring is to be determined.

Concept Introduction:

An aldehyde refers to a chemical compound which contains -CHO functional group that consists of a carbonyl center (carbon -oxygen double bond) provided that the carbon atom is attached to hydrogen and R group of the carbon chain. A molecular formula depicts the chemical symbols for the elements constituting the given molecule such that each symbol contains a numerical subscript that describes the number of atoms of each atom present in the molecule.

Expert Solution
Check Mark

Answer to Problem 16.25P

  General, Organic, & Biological Chemistry, Chapter 16, Problem 16.25P , additional homework tip  7

Explanation of Solution

To draw the structure of an aldehyde with the molecular formula C6H10O and the CHO group attached to a ring, one needs to draw a cyclopentane ring and then -CHO group is attached to one of the carbons in the ring. The structure so formed is as follows:

  General, Organic, & Biological Chemistry, Chapter 16, Problem 16.25P , additional homework tip  8

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Draw the structure of a molecule that fi ts each description: a. a 2 ° alcohol of molecular formula C 6H 14O b. an ether with molecular formula C 6H 14O that has a methyl group bonded to oxygen c. a 3 ° alkyl halide with molecular formula C 5H 11Br
Draw the structure of a molecule that fi ts each description: a. a 2 ° alcohol of molecular formula C 6H 12O b. a cyclic ether with molecular formula C 5H 10O c. a 1 ° alkyl halide with molecular formula C 5H 11Cl
Draw the structures of organic compounds A and B. Omit all byproducts.

Chapter 16 Solutions

General, Organic, & Biological Chemistry

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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