(a) Interpretation: The complete structure is to be drawn, and the IUPAC name is to be provided for the given trivial name. Concept introduction: Trivial names of amines consist of the trivial names of the alkyl/aryl groups bonded to nitrogen atom, followed by the functional group name ‘amine’. The IUPAC name of an amine consists of three parts. The root is the largest alkyl group or the aryl group to which the amine group is attached. The location of the amine group on the root is established by numbering the chain so that it gets the lowest possible number. Any other alkyl/aryl groups bonded to nitrogen is treated as a substituent on the nitrogen. They are listed as prefixes in alphabetical order.

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Answer 1

Question

Chapter E, Problem E.20P

Interpretation Introduction

(a)

Interpretation:

The complete structure is to be drawn, and the IUPAC name is to be provided for the given trivial name.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups bonded to nitrogen atom, followed by the functional group name ‘amine’.

The IUPAC name of an amine consists of three parts. The root is the largest alkyl group or the aryl group to which the amine group is attached. The location of the amine group on the root is established by numbering the chain so that it gets the lowest possible number. Any other alkyl/aryl groups bonded to nitrogen is treated as a substituent on the nitrogen. They are listed as prefixes in alphabetical order.

Interpretation Introduction

(b)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for the given trivial name.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups bonded to the nitrogen atom, followed by the functional group name ‘amine’.

IUPAC name of an amine consists of three parts. The root is the largest alkyl/aryl group bonded to the nitrogen. The location of the amine group on the root is established by numbering the chain or ring so that it gets the lowest possible number. Any other alkyl/aryl groups bonded to the nitrogen is treated as substituents on the nitrogen atom. They are listed as prefixes in alphabetical order.

Interpretation Introduction

(c)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for tert-butyldimethylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on the nitrogen atom and listed alphabetically as prefixes.

Interpretation Introduction

(d)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for triethylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on nitrogen and listed alphabetically as prefixes.

Interpretation Introduction

(e)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for diphenylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to the nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on nitrogen, and listed alphabetically.

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1) a) Give the dominant Intermolecular Force (IMF) in a sample of each of the following compounds. Please show your work. (8) SF2, CH,OH, C₂H₂ b) Based on your answers given above, list the compounds in order of their Boiling Point from low to high. (8)

19.78 Write the products of the following sequences of reactions. Refer to your reaction road- maps to see how the combined reactions allow you to "navigate" between the different functional groups. Note that you will need your old Chapters 6-11 and Chapters 15-18 roadmaps along with your new Chapter 19 roadmap for these. (a) 1. BHS 2. H₂O₂ 3. H₂CrO4 4. SOCI₂ (b) 1. Cl₂/hv 2. KOLBU 3. H₂O, catalytic H₂SO4 4. H₂CrO4 Reaction Roadmap An alkene 5. EtOH 6.0.5 Equiv. NaOEt/EtOH 7. Mild H₂O An alkane 1.0 2. (CH3)₂S 3. H₂CrO (d) (c) 4. Excess EtOH, catalytic H₂SO OH 4. Mild H₂O* 5.0.5 Equiv. NaOEt/EtOH An alkene 6. Mild H₂O* A carboxylic acid 7. Mild H₂O* 1. SOC₁₂ 2. EtOH 3.0.5 Equiv. NaOEt/E:OH 5.1.0 Equiv. NaOEt 6. NH₂ (e) 1. 0.5 Equiv. NaOEt/EtOH 2. Mild H₂O* Br (f) i H An aldehyde 1. Catalytic NaOE/EtOH 2. H₂O*, heat 3. (CH,CH₂)₂Culi 4. Mild H₂O* 5.1.0 Equiv. LDA Br An ester 4. NaOH, H₂O 5. Mild H₂O* 6. Heat 7. MgBr 8. Mild H₂O* 7. Mild H₂O+

Li+ is a hard acid. With this in mind, which if the following compounds should be most soluble in water? Group of answer choices LiBr LiI LiF LiCl

Answer 2

Question

Chapter E, Problem E.20P

Interpretation Introduction

(a)

Interpretation:

The complete structure is to be drawn, and the IUPAC name is to be provided for the given trivial name.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups bonded to nitrogen atom, followed by the functional group name ‘amine’.

The IUPAC name of an amine consists of three parts. The root is the largest alkyl group or the aryl group to which the amine group is attached. The location of the amine group on the root is established by numbering the chain so that it gets the lowest possible number. Any other alkyl/aryl groups bonded to nitrogen is treated as a substituent on the nitrogen. They are listed as prefixes in alphabetical order.

Interpretation Introduction

(b)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for the given trivial name.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups bonded to the nitrogen atom, followed by the functional group name ‘amine’.

IUPAC name of an amine consists of three parts. The root is the largest alkyl/aryl group bonded to the nitrogen. The location of the amine group on the root is established by numbering the chain or ring so that it gets the lowest possible number. Any other alkyl/aryl groups bonded to the nitrogen is treated as substituents on the nitrogen atom. They are listed as prefixes in alphabetical order.

Interpretation Introduction

(c)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for tert-butyldimethylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on the nitrogen atom and listed alphabetically as prefixes.

Interpretation Introduction

(d)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for triethylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on nitrogen and listed alphabetically as prefixes.

Interpretation Introduction

(e)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for diphenylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to the nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on nitrogen, and listed alphabetically.

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Answer 3

Question

Chapter E, Problem E.20P

Interpretation Introduction

(a)

Interpretation:

The complete structure is to be drawn, and the IUPAC name is to be provided for the given trivial name.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups bonded to nitrogen atom, followed by the functional group name ‘amine’.

The IUPAC name of an amine consists of three parts. The root is the largest alkyl group or the aryl group to which the amine group is attached. The location of the amine group on the root is established by numbering the chain so that it gets the lowest possible number. Any other alkyl/aryl groups bonded to nitrogen is treated as a substituent on the nitrogen. They are listed as prefixes in alphabetical order.

Interpretation Introduction

(b)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for the given trivial name.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups bonded to the nitrogen atom, followed by the functional group name ‘amine’.

IUPAC name of an amine consists of three parts. The root is the largest alkyl/aryl group bonded to the nitrogen. The location of the amine group on the root is established by numbering the chain or ring so that it gets the lowest possible number. Any other alkyl/aryl groups bonded to the nitrogen is treated as substituents on the nitrogen atom. They are listed as prefixes in alphabetical order.

Interpretation Introduction

(c)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for tert-butyldimethylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on the nitrogen atom and listed alphabetically as prefixes.

Interpretation Introduction

(d)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for triethylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on nitrogen and listed alphabetically as prefixes.

Interpretation Introduction

(e)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for diphenylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to the nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on nitrogen, and listed alphabetically.

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Answer 4

Question

Chapter E, Problem E.20P

Interpretation Introduction

(a)

Interpretation:

The complete structure is to be drawn, and the IUPAC name is to be provided for the given trivial name.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups bonded to nitrogen atom, followed by the functional group name ‘amine’.

The IUPAC name of an amine consists of three parts. The root is the largest alkyl group or the aryl group to which the amine group is attached. The location of the amine group on the root is established by numbering the chain so that it gets the lowest possible number. Any other alkyl/aryl groups bonded to nitrogen is treated as a substituent on the nitrogen. They are listed as prefixes in alphabetical order.

Interpretation Introduction

(b)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for the given trivial name.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups bonded to the nitrogen atom, followed by the functional group name ‘amine’.

IUPAC name of an amine consists of three parts. The root is the largest alkyl/aryl group bonded to the nitrogen. The location of the amine group on the root is established by numbering the chain or ring so that it gets the lowest possible number. Any other alkyl/aryl groups bonded to the nitrogen is treated as substituents on the nitrogen atom. They are listed as prefixes in alphabetical order.

Interpretation Introduction

(c)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for tert-butyldimethylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on the nitrogen atom and listed alphabetically as prefixes.

Interpretation Introduction

(d)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for triethylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on nitrogen and listed alphabetically as prefixes.

Interpretation Introduction

(e)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for diphenylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to the nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on nitrogen, and listed alphabetically.

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Answer 5

Chapter E, Problem E.20P

Interpretation Introduction

(a)

Interpretation:

The complete structure is to be drawn, and the IUPAC name is to be provided for the given trivial name.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups bonded to nitrogen atom, followed by the functional group name ‘amine’.

The IUPAC name of an amine consists of three parts. The root is the largest alkyl group or the aryl group to which the amine group is attached. The location of the amine group on the root is established by numbering the chain so that it gets the lowest possible number. Any other alkyl/aryl groups bonded to nitrogen is treated as a substituent on the nitrogen. They are listed as prefixes in alphabetical order.

Interpretation Introduction

(b)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for the given trivial name.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups bonded to the nitrogen atom, followed by the functional group name ‘amine’.

IUPAC name of an amine consists of three parts. The root is the largest alkyl/aryl group bonded to the nitrogen. The location of the amine group on the root is established by numbering the chain or ring so that it gets the lowest possible number. Any other alkyl/aryl groups bonded to the nitrogen is treated as substituents on the nitrogen atom. They are listed as prefixes in alphabetical order.

Interpretation Introduction

(c)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for tert-butyldimethylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on the nitrogen atom and listed alphabetically as prefixes.

Interpretation Introduction

(d)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for triethylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on nitrogen and listed alphabetically as prefixes.

Interpretation Introduction

(e)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for diphenylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to the nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on nitrogen, and listed alphabetically.

Answer 6

Chapter E, Problem E.20P

Interpretation Introduction

(a)

Interpretation:

The complete structure is to be drawn, and the IUPAC name is to be provided for the given trivial name.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups bonded to nitrogen atom, followed by the functional group name ‘amine’.

The IUPAC name of an amine consists of three parts. The root is the largest alkyl group or the aryl group to which the amine group is attached. The location of the amine group on the root is established by numbering the chain so that it gets the lowest possible number. Any other alkyl/aryl groups bonded to nitrogen is treated as a substituent on the nitrogen. They are listed as prefixes in alphabetical order.

Answer 7

Chapter E, Problem E.20P

Interpretation Introduction

(a)

Interpretation:

The complete structure is to be drawn, and the IUPAC name is to be provided for the given trivial name.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups bonded to nitrogen atom, followed by the functional group name ‘amine’.

The IUPAC name of an amine consists of three parts. The root is the largest alkyl group or the aryl group to which the amine group is attached. The location of the amine group on the root is established by numbering the chain so that it gets the lowest possible number. Any other alkyl/aryl groups bonded to nitrogen is treated as a substituent on the nitrogen. They are listed as prefixes in alphabetical order.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for the given trivial name.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups bonded to the nitrogen atom, followed by the functional group name ‘amine’.

IUPAC name of an amine consists of three parts. The root is the largest alkyl/aryl group bonded to the nitrogen. The location of the amine group on the root is established by numbering the chain or ring so that it gets the lowest possible number. Any other alkyl/aryl groups bonded to the nitrogen is treated as substituents on the nitrogen atom. They are listed as prefixes in alphabetical order.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for the given trivial name.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups bonded to the nitrogen atom, followed by the functional group name ‘amine’.

IUPAC name of an amine consists of three parts. The root is the largest alkyl/aryl group bonded to the nitrogen. The location of the amine group on the root is established by numbering the chain or ring so that it gets the lowest possible number. Any other alkyl/aryl groups bonded to the nitrogen is treated as substituents on the nitrogen atom. They are listed as prefixes in alphabetical order.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for tert-butyldimethylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on the nitrogen atom and listed alphabetically as prefixes.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for tert-butyldimethylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on the nitrogen atom and listed alphabetically as prefixes.

Answer 12

Interpretation Introduction

(d)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for triethylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on nitrogen and listed alphabetically as prefixes.

Answer 13

Interpretation Introduction

(d)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for triethylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on nitrogen and listed alphabetically as prefixes.

Answer 14

Interpretation Introduction

(e)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for diphenylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to the nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on nitrogen, and listed alphabetically.

Answer 15

Interpretation Introduction

(e)

Interpretation:

The complete structure is to be drawn and IUPAC name is to be provided for diphenylamine.

Concept introduction:

Trivial names of amines consist of the trivial names of the alkyl/aryl groups attached to the nitrogen, followed by the functional group name ‘amine’.

The IUPAC name consists of three parts. The suffix is amine. The largest alkyl/aryl group attached to the nitrogen determines the root name. Any other alkyl/aryl groups attached to nitrogen is treated as substituent on nitrogen, and listed alphabetically.

Answer 16

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Answer 17

Expert Solution & Answer

Answer 18

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Answer 19

Ch. E - Prob. E.1P Ch. E - Prob. E.2P Ch. E - Prob. E.3P Ch. E - Prob. E.4P Ch. E - Prob. E.5P Ch. E - Prob. E.6P Ch. E - Prob. E.7P Ch. E - Prob. E.8P Ch. E - Prob. E.9P Ch. E - Prob. E.10P

Solution Summary: The structure and IUPAC name of diisopropylamine are shown.

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