ORGANIC CHEMISTRY-PRINT MULTI TERM
ORGANIC CHEMISTRY-PRINT MULTI TERM
4th Edition
ISBN: 9781119832614
Author: Klein
Publisher: WILEY
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Chapter 22.3, Problem 9CC

(a)

Interpretation Introduction

Interpretation: For the given set of compounds, the form that predominates at physiological pH has to be found

Concept Introduction:

The amine groups are allowed to exist as positively charged ammonium ion at physiological pH.  This ammonium ion predominates at physiological pH.

ORGANIC CHEMISTRY-PRINT MULTI TERM, Chapter 22.3, Problem 9CC , additional homework tip  1

To find: Draw the form that predominates at physiological pH for the compound (a)

Find the nature of nitrogen atoms in sertraline, compound (a)

(b)

Interpretation Introduction

Interpretation: For the given set of compounds, the form that predominates at physiological pH has to be found

Concept Introduction:

The amine groups are allowed to exist as positively charged ammonium ion at physiological pH.  This ammonium ion predominates at physiological pH.

ORGANIC CHEMISTRY-PRINT MULTI TERM, Chapter 22.3, Problem 9CC , additional homework tip  2

To find: Draw the form that predominates at physiological pH for the compound (b)

Find the nature of nitrogen atoms in amantadine, compound (b)

(c)

Interpretation Introduction

Interpretation: For the given set of compounds, the form that predominates at physiological pH has to be found

Concept Introduction:

The amine groups are allowed to exist as positively charged ammonium ion at physiological pH.  This ammonium ion predominates at physiological pH.

ORGANIC CHEMISTRY-PRINT MULTI TERM, Chapter 22.3, Problem 9CC , additional homework tip  3

To find: Draw the form that predominates at physiological pH for the compound (c)

Find the nature of nitrogen atoms in phenylpropanolamine, compound (c)

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3. a. Use the MS to propose at least two possible molecular formulas. For an unknown compound: 101. 27.0 29.0 41.0 50.0 52.0 55.0 57.0 100 57.5 58.0 58.5 62.0 63.0 64.0 65.0 74.0 40 75.0 76.0 20 20 40 60 80 100 120 140 160 180 200 220 m/z 99.5 68564810898409581251883040 115.0 116.0 77404799 17417M 117.0 12.9 118.0 33.5 119.0 36 133 0 1.2 157.0 2.1 159.0 16 169.0 219 170.0 17 171.0 21.6 172.0 17 181.0 1.3 183.0 197.0 100.0 198.0 200. 784 Relative Intensity 2 2 8 ō (ppm) 6 2
Solve the structure and assign each of the following spectra (IR and C-NMR)
1. For an unknown compound with a molecular formula of C8H100: a. What is the DU? (show your work) b. Solve the structure and assign each of the following spectra. 8 6 2 ō (ppm) 4 2 0 200 150 100 50 ō (ppm) LOD D 4000 3000 2000 1500 1000 500 HAVENUMBERI -11

Chapter 22 Solutions

ORGANIC CHEMISTRY-PRINT MULTI TERM

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