a) 2,3-Dichloro-4-methylhexane Interpretation: The structure corresponding to the IUPAC name 2,3-dichloro-4-methylhexane is to be given. Concept introduction: The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference. To give: The structure corresponding to the IUPAC name 2,3-dichloro-4-methylhexane.

Question

2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled** Peak Chemical Shift (d) 5.7 1 Multiplicity multiplate .......... 5.04 double of doublet 2 4.98 double of doublet 3 4.05 doublet of quartet 4 5 LO 3.80 quartet 1.3 doublet 6 Peak Chemical Shift (d) Multiplicity

Answer 1

Question

Chapter 10.SE, Problem 23AP

Interpretation Introduction

a) 2,3-Dichloro-4-methylhexane

Interpretation:

The structure corresponding to the IUPAC name 2,3-dichloro-4-methylhexane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 2,3-dichloro-4-methylhexane.

Interpretation Introduction

b) 4-Bromo-4-ethyl-2-methylhexane

Interpretation:

The structure corresponding to the IUPAC name 4-bromo-4-ethyl-2-ethylhexane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 4-bromo-4-ethyl-2-methylhexane.

Interpretation Introduction

c) 3-Iodo-2,2,4,4-tetramethylpentane

Interpretation:

The structure corresponding to the IUPAC name 3-iodo-2,2,4,4-tetramethylpentane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 3-iodo-2,2,4,4-tetramethylpentane.

Interpretation Introduction

d) cis-1-Bromo-2-ethycyclopentane

Interpretation:

The structure corresponding to the IUPAC name cis-1-bromo-2-ethylcyclopentane is to be given.

Concept introduction:

The number of carbon atoms present in a cycloalkane ring determine the parent name of the cycloalkane. If substituents are present the ring is numbered in such a way that lowest number is given to the substituents. While writing the name the substituents are arranged first in their alphabetical order followed by the parent name.

To give:

The structure corresponding to the IUPAC name cis-1-bromo-2-ethylcyclopentane.

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2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled** Peak Chemical Shift (d) 5.7 1 Multiplicity multiplate .......... 5.04 double of doublet 2 4.98 double of doublet 3 4.05 doublet of quartet 4 5 LO 3.80 quartet 1.3 doublet 6 Peak Chemical Shift (d) Multiplicity

Interpreting NMR spectra is a skill that often requires some amount of practice, which, in turn, necessitates access to a collection of NMR spectra. Beyond Labz Organic Synthesis and Organic Qualitative Analysis have spectral libraries containing over 700 1H NMR spectra. In this assignment, you will take advantage of this by first predicting the NMR spectra for two closely related compounds and then checking your predictions by looking up the actual spectra in the spectra library. After completing this assignment, you may wish to select other compounds for additional practice. 1. Write the IUPAC names for the following two structures: Question 2 Question 3 2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled**

11:14 ... worksheets.beyondlabz.com 3. To check your predictions, click this link for Interpreting NMR Spectra 1. You will see a list of all the - compounds in the spectra library in alphabetical order by IUPAC name. Hovering over a name in the list will show the structure on the chalkboard. The four buttons on the top of the Spectra tab in the tray are used to select the different spectroscopic techniques for the selected compound. Make sure the NMR button has been selected. 4. Scroll through the list of names to find the names for the two compounds you have been given and click on the name to display the NMR spectrum for each. In the NMR tables below, list the chemical shift, the splitting, and the number of hydrogens associated with each peak for each compound. Compare your answers to your predictions. **Not all slots must be filled** Peak Chemical Shift (d) Multiplicity 1 2 3 4 5

Answer 2

Question

Chapter 10.SE, Problem 23AP

Interpretation Introduction

a) 2,3-Dichloro-4-methylhexane

Interpretation:

The structure corresponding to the IUPAC name 2,3-dichloro-4-methylhexane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 2,3-dichloro-4-methylhexane.

Interpretation Introduction

b) 4-Bromo-4-ethyl-2-methylhexane

Interpretation:

The structure corresponding to the IUPAC name 4-bromo-4-ethyl-2-ethylhexane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 4-bromo-4-ethyl-2-methylhexane.

Interpretation Introduction

c) 3-Iodo-2,2,4,4-tetramethylpentane

Interpretation:

The structure corresponding to the IUPAC name 3-iodo-2,2,4,4-tetramethylpentane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 3-iodo-2,2,4,4-tetramethylpentane.

Interpretation Introduction

d) cis-1-Bromo-2-ethycyclopentane

Interpretation:

The structure corresponding to the IUPAC name cis-1-bromo-2-ethylcyclopentane is to be given.

Concept introduction:

The number of carbon atoms present in a cycloalkane ring determine the parent name of the cycloalkane. If substituents are present the ring is numbered in such a way that lowest number is given to the substituents. While writing the name the substituents are arranged first in their alphabetical order followed by the parent name.

To give:

The structure corresponding to the IUPAC name cis-1-bromo-2-ethylcyclopentane.

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Answer 3

Question

Chapter 10.SE, Problem 23AP

Interpretation Introduction

a) 2,3-Dichloro-4-methylhexane

Interpretation:

The structure corresponding to the IUPAC name 2,3-dichloro-4-methylhexane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 2,3-dichloro-4-methylhexane.

Interpretation Introduction

b) 4-Bromo-4-ethyl-2-methylhexane

Interpretation:

The structure corresponding to the IUPAC name 4-bromo-4-ethyl-2-ethylhexane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 4-bromo-4-ethyl-2-methylhexane.

Interpretation Introduction

c) 3-Iodo-2,2,4,4-tetramethylpentane

Interpretation:

The structure corresponding to the IUPAC name 3-iodo-2,2,4,4-tetramethylpentane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 3-iodo-2,2,4,4-tetramethylpentane.

Interpretation Introduction

d) cis-1-Bromo-2-ethycyclopentane

Interpretation:

The structure corresponding to the IUPAC name cis-1-bromo-2-ethylcyclopentane is to be given.

Concept introduction:

The number of carbon atoms present in a cycloalkane ring determine the parent name of the cycloalkane. If substituents are present the ring is numbered in such a way that lowest number is given to the substituents. While writing the name the substituents are arranged first in their alphabetical order followed by the parent name.

To give:

The structure corresponding to the IUPAC name cis-1-bromo-2-ethylcyclopentane.

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Answer 4

Question

Chapter 10.SE, Problem 23AP

Interpretation Introduction

a) 2,3-Dichloro-4-methylhexane

Interpretation:

The structure corresponding to the IUPAC name 2,3-dichloro-4-methylhexane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 2,3-dichloro-4-methylhexane.

Interpretation Introduction

b) 4-Bromo-4-ethyl-2-methylhexane

Interpretation:

The structure corresponding to the IUPAC name 4-bromo-4-ethyl-2-ethylhexane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 4-bromo-4-ethyl-2-methylhexane.

Interpretation Introduction

c) 3-Iodo-2,2,4,4-tetramethylpentane

Interpretation:

The structure corresponding to the IUPAC name 3-iodo-2,2,4,4-tetramethylpentane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 3-iodo-2,2,4,4-tetramethylpentane.

Interpretation Introduction

d) cis-1-Bromo-2-ethycyclopentane

Interpretation:

The structure corresponding to the IUPAC name cis-1-bromo-2-ethylcyclopentane is to be given.

Concept introduction:

The number of carbon atoms present in a cycloalkane ring determine the parent name of the cycloalkane. If substituents are present the ring is numbered in such a way that lowest number is given to the substituents. While writing the name the substituents are arranged first in their alphabetical order followed by the parent name.

To give:

The structure corresponding to the IUPAC name cis-1-bromo-2-ethylcyclopentane.

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Answer 5

Chapter 10.SE, Problem 23AP

Interpretation Introduction

a) 2,3-Dichloro-4-methylhexane

Interpretation:

The structure corresponding to the IUPAC name 2,3-dichloro-4-methylhexane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 2,3-dichloro-4-methylhexane.

Interpretation Introduction

b) 4-Bromo-4-ethyl-2-methylhexane

Interpretation:

The structure corresponding to the IUPAC name 4-bromo-4-ethyl-2-ethylhexane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 4-bromo-4-ethyl-2-methylhexane.

Interpretation Introduction

c) 3-Iodo-2,2,4,4-tetramethylpentane

Interpretation:

The structure corresponding to the IUPAC name 3-iodo-2,2,4,4-tetramethylpentane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 3-iodo-2,2,4,4-tetramethylpentane.

Interpretation Introduction

d) cis-1-Bromo-2-ethycyclopentane

Interpretation:

The structure corresponding to the IUPAC name cis-1-bromo-2-ethylcyclopentane is to be given.

Concept introduction:

The number of carbon atoms present in a cycloalkane ring determine the parent name of the cycloalkane. If substituents are present the ring is numbered in such a way that lowest number is given to the substituents. While writing the name the substituents are arranged first in their alphabetical order followed by the parent name.

To give:

The structure corresponding to the IUPAC name cis-1-bromo-2-ethylcyclopentane.

Answer 6

Chapter 10.SE, Problem 23AP

Interpretation Introduction

a) 2,3-Dichloro-4-methylhexane

Interpretation:

The structure corresponding to the IUPAC name 2,3-dichloro-4-methylhexane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 2,3-dichloro-4-methylhexane.

Answer 7

Chapter 10.SE, Problem 23AP

Interpretation Introduction

a) 2,3-Dichloro-4-methylhexane

Interpretation:

The structure corresponding to the IUPAC name 2,3-dichloro-4-methylhexane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 2,3-dichloro-4-methylhexane.

Answer 8

Interpretation Introduction

b) 4-Bromo-4-ethyl-2-methylhexane

Interpretation:

The structure corresponding to the IUPAC name 4-bromo-4-ethyl-2-ethylhexane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 4-bromo-4-ethyl-2-methylhexane.

Answer 9

Interpretation Introduction

b) 4-Bromo-4-ethyl-2-methylhexane

Interpretation:

The structure corresponding to the IUPAC name 4-bromo-4-ethyl-2-ethylhexane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 4-bromo-4-ethyl-2-methylhexane.

Answer 10

Interpretation Introduction

c) 3-Iodo-2,2,4,4-tetramethylpentane

Interpretation:

The structure corresponding to the IUPAC name 3-iodo-2,2,4,4-tetramethylpentane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 3-iodo-2,2,4,4-tetramethylpentane.

Answer 11

Interpretation Introduction

c) 3-Iodo-2,2,4,4-tetramethylpentane

Interpretation:

The structure corresponding to the IUPAC name 3-iodo-2,2,4,4-tetramethylpentane is to be given.

Concept introduction:

The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.

To give:

The structure corresponding to the IUPAC name 3-iodo-2,2,4,4-tetramethylpentane.

Answer 12

Interpretation Introduction

d) cis-1-Bromo-2-ethycyclopentane

Interpretation:

The structure corresponding to the IUPAC name cis-1-bromo-2-ethylcyclopentane is to be given.

Concept introduction:

The number of carbon atoms present in a cycloalkane ring determine the parent name of the cycloalkane. If substituents are present the ring is numbered in such a way that lowest number is given to the substituents. While writing the name the substituents are arranged first in their alphabetical order followed by the parent name.

To give:

The structure corresponding to the IUPAC name cis-1-bromo-2-ethylcyclopentane.

Answer 13

Interpretation Introduction

d) cis-1-Bromo-2-ethycyclopentane

Interpretation:

The structure corresponding to the IUPAC name cis-1-bromo-2-ethylcyclopentane is to be given.

Concept introduction:

The number of carbon atoms present in a cycloalkane ring determine the parent name of the cycloalkane. If substituents are present the ring is numbered in such a way that lowest number is given to the substituents. While writing the name the substituents are arranged first in their alphabetical order followed by the parent name.

To give:

The structure corresponding to the IUPAC name cis-1-bromo-2-ethylcyclopentane.

Answer 14

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Ch. 10.1 - Prob. 1P Ch. 10.1 - Draw structures corresponding to the following...Ch. 10.2 - Prob. 3P Ch. 10.2 - Taking the relative reactivities of 1Â°, 2Â°, and...Ch. 10.4 - Prob. 5P Ch. 10.4 - The major product of the reaction of...Ch. 10.4 - Prob. 7P Ch. 10.5 - Prob. 8P Ch. 10.6 - Prob. 9P Ch. 10.6 - How might you replace a halogen substituent by a...

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