Chemistry for Today: General, Organic, and Biochemistry
9th Edition
ISBN: 9781305960060
Author: Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher: Cengage Learning
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Question
Chapter 16, Problem 16.18E
Interpretation Introduction
Interpretation:
The reason as to why the boiling points of tertiary
Concept introduction:
Amines are a class of organic compounds which are derived from ammonia. They are formed by replacing one or more hydrogen in ammonia by organic molecules. Amines usually show hydrogen bonding. Hydrogen bonding forms between a hydrogen atom covalently bonded to a highly electronegative element and another electronegative atom. It is usually shown by the hydrogen covalently bonded to oxygen, nitrogen or fluorine.
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N-Methylpyrrolidine has a boiling point of 81 °C, and piperidine has a boiling point of 106 °C. Tetrahydropyran has a boiling point of 88 °C, and cyclopentanone has a boiling point of 141 °C. These two isomershave a boiling point difference of 53 °C. Explain why the two oxygen-containing isomers have a much larger boilingpoint difference than the two amine isomers
Complete this table for different amine compounds.
Chemical
propylamine
quaternary
ammonium ion
methylphenylamine
Molecular
formula
C3H9N
C₂H7N
C5H13N
C4H10N
Structural formula
(CH3)3N
(CH3)2NH
CH 3
I
(CH₂) 11
|
H3C(CH2) 11 -N-(CH₂)11CH3
NHCH3
(CH₂)11
CH3
CH3CH2CH2-NH-CH3
+
Classification
Tertiary
Quaternary
Tertiary
Secondary
Primary and secondary amines exhibit hydrogen bonding; tertiary amines do not. Explain.
Chapter 16 Solutions
Chemistry for Today: General, Organic, and Biochemistry
Ch. 16 - Prob. 16.1ECh. 16 - Prob. 16.2ECh. 16 - Prob. 16.3ECh. 16 - Prob. 16.4ECh. 16 - Prob. 16.5ECh. 16 - Prob. 16.6ECh. 16 - Prob. 16.7ECh. 16 - Prob. 16.8ECh. 16 - Give each of the following amines an IUPAC name:...Ch. 16 - Give each of the following amines an IUPAC name....
Ch. 16 - Prob. 16.11ECh. 16 - Prob. 16.12ECh. 16 - Prob. 16.13ECh. 16 - Prob. 16.14ECh. 16 - Prob. 16.15ECh. 16 - Prob. 16.16ECh. 16 - Prob. 16.17ECh. 16 - Prob. 16.18ECh. 16 - Prob. 16.19ECh. 16 - Draw diagrams similar to Figure 16.1 to illustrate...Ch. 16 - Prob. 16.21ECh. 16 - Prob. 16.22ECh. 16 - Prob. 16.23ECh. 16 - Prob. 16.24ECh. 16 - Prob. 16.25ECh. 16 - Prob. 16.26ECh. 16 - Prob. 16.27ECh. 16 - Prob. 16.28ECh. 16 - Prob. 16.29ECh. 16 - Prob. 16.30ECh. 16 - Prob. 16.31ECh. 16 - Prob. 16.32ECh. 16 - Prob. 16.33ECh. 16 - Describe the general structure of a neuron.Ch. 16 - Name the two amino acids that are starting...Ch. 16 - Prob. 16.36ECh. 16 - Prob. 16.37ECh. 16 - Prob. 16.38ECh. 16 - Prob. 16.39ECh. 16 - Prob. 16.40ECh. 16 - Prob. 16.41ECh. 16 - Prob. 16.42ECh. 16 - Why are alkaloids weakly basic?Ch. 16 - Prob. 16.44ECh. 16 - Prob. 16.45ECh. 16 - Prob. 16.46ECh. 16 - Prob. 16.47ECh. 16 - Prob. 16.48ECh. 16 - Prob. 16.49ECh. 16 - Prob. 16.50ECh. 16 - Prob. 16.51ECh. 16 - Complete the following reactions: a. b.Ch. 16 - Complete the following reactions: a. b.Ch. 16 - Prob. 16.54ECh. 16 - What are the products of the acid hydrolysis of...Ch. 16 - Prob. 16.56ECh. 16 - Prob. 16.57ECh. 16 - Prob. 16.58ECh. 16 - Prob. 16.59ECh. 16 - Prob. 16.60ECh. 16 - Prob. 16.61ECh. 16 - Prob. 16.62ECh. 16 - Prob. 16.63ECh. 16 - Prob. 16.64ECh. 16 - Prob. 16.65ECh. 16 - Prob. 16.66ECh. 16 - Prob. 16.67ECh. 16 - Prob. 16.68ECh. 16 - Prob. 16.69ECh. 16 - Prob. 16.70ECh. 16 - Prob. 16.71ECh. 16 - The stimulant in coffee is: a. tannic acid b....Ch. 16 - What are the most likely products of a reaction...
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- What time of intermolecular interactions occur when the tertiary amine of Tapentadol binds to its drug target?arrow_forwardWhy is reductive amination a popular choice for the synthesis of amines? What are some other methods for the synthesis of amines?arrow_forwardExplain the effect of acid on the solubility of the water-insoluble amines.arrow_forward
- Which is correct? Tertiary amines are insoluble in water. All amines are very soluble on water. All amines are very soluble in alcohols. nonearrow_forwardBelow is the structure of Clemastine and its functional groups. Which of the following statements regarding Clemastine and its functional groups is NOT true? * Ether Tertiary amines CH CH3 Halogenated aromatic hydrocarbon Aromatic hydrocarbon Aliphatic hydrocarbons Clemastine (Tavist) Aromatic hydrocarbon is lipophilic Halogenated aromatic hydrocarbon is lipophilic. Tertiary amine is hydrophobic. Ether is hydrophilic.arrow_forwardTrue or False Amine salts have increased solubility in water. Amines have a pleasant floral aroma. Carboxylic acids have significantly higher boiling points than alcohols of comparable molecular weight Butanal would have a higher boiling point than butanoic acid. Pentanone would have a lower boiling point than pentane. Carboxylate ions have decreased solubility in water.arrow_forward
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