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 12O b. a cyclic ether with molecular formula C 5H 10O c. a 1 ° alkyl halide with molecular formula C 5H 11Cl
a) what important physical property of alcohols differentiate them from the other functional groups? b) is the O-H bond strengthened or weakened by this effect? (broad band spectrums)
Draw all six ketone constitutional isomers of the formula C6H12O Follow the instructions and draw the five different possible arrangements of six carbon units. For parts A-C, draw only the six carbon atoms and Do Not draw the ketone. A:draw the structure containing six carbons in the longest parent chain. B: draw the two structures containing five carbons in the longest parent chain. C: Draw the two structures containing four carbons in the longest parent chain. D: Using the five structures from parts A,B,&C as a guide, draw the skeletal structures of the six constitutional isomers of C6H12O that are ketones.

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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