chapter 18 amines and amides
DESCRIPTION
Chapter 18 Amines and Amides. 18.2 Properties of Amines. Boiling Points of Amines, Alcohols, and Alkanes. The boiling points of amines are higher than alkanes of similar mass lower than alcohols of similar mass. Hydrogen Bonding in Amines. The polar N — H bond - PowerPoint PPT PresentationTRANSCRIPT
General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. 1
Chapter 18 Amines and Amides
18.2Properties of Amines
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Boiling Points of Amines, Alcohols, and AlkanesThe boiling points of amines are higher than alkanes of similar mass lower than alcohols of similar mass
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Hydrogen Bonding in Amines
The polar N—H bond provides hydrogen bonding in 1° and 2° amines but
not 3° amines is not as polar as the —OH in alcohols
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Solubility in Water
Amines are soluble in water if they have 1 to 5 carbon
atoms because the N atom in
smaller amines forms hydrogen bonds with the polar O—H bond in water
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Learning Check
Consider the following compounds:
1) CH3—CH2—CH2—NH2
2) CH3—CH2—NH—CH3
3) CH3—CH2—CH2—CH3
A. Which compound has the highest boiling point?
B. Which compound(s) is (are) soluble in water?
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Solution
Consider the following compounds:
1) CH3—CH2—CH2—NH2
2) CH3—CH2—NH—CH3
3) CH3—CH2—CH2—CH3
A. Which compound has the highest boiling point?
1) CH3—CH2—CH2—NH2
B. Which compound(s) is(are) soluble in water?
1) CH3—CH2—CH2—NH2
2) CH3—CH2—NH—CH3
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Amines are Brønsted-Lowry bases that attract a H+ from H2O
to the N atom weak bases in water
Amines React as Bases
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An amine salt forms when an amine is neutralized
by an acid is named by replacing the amine
part of the name with ammonium followed by the name of the negative ion
Neutralization Forms Amine Salts
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Properties of Amine Salts
Amine salts are solids at room temperature soluble in water and body fluids the form used for drugs
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Cocaine
Cocaine is sold illegally as an amine salt is reacted with NaOH to produce the free amine form
known as “crack”
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Learning Check
Write the equation for ethylamine when it reacts witheach of the following:
A. H2O
B. HCl
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Solution
Write the equation for ethylamine when it reacts witheach of the following:
A.
B.