(a) Interpretation: The acetal and hemiacetal carbons for maltose are to be labeled. Concept introduction: Acetals contain two alkoxy groups on a single carbon atom, whereas Hemiacetals contains one alkoxy group and one hydroxyl group attached to same carbon atom.

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Answer 1

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Chapter 21, Problem 21.84P

Interpretation Introduction

(a)

Interpretation: The acetal and hemiacetal carbons for maltose are to be labeled.

Concept introduction: Acetals contain two alkoxy groups on a single carbon atom, whereas Hemiacetals contains one alkoxy group and one hydroxyl group attached to same carbon atom.

Interpretation Introduction

(b)

Interpretation: The products formed when maltose reacts with [1] H3O+; [2] CH3OH and HCl; [3] excess NaH, excess CH3I is to be

Concept introduction: Glycosidic linkages are hydrolyzed in presence of acid to form cyclic hemiacetal and corresponding alcohol. Acetals in the presence of acid undergo hydrolysis to form cyclic hemiacetals.

Interpretation Introduction

(c)

Interpretation: The products formed when the compound formed in the third reaction of part (b) is treated with aqueous acid are to be drawn.

Concept introduction:

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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 21, Problem 21.84P

Interpretation Introduction

(a)

Interpretation: The acetal and hemiacetal carbons for maltose are to be labeled.

Concept introduction: Acetals contain two alkoxy groups on a single carbon atom, whereas Hemiacetals contains one alkoxy group and one hydroxyl group attached to same carbon atom.

Interpretation Introduction

(b)

Interpretation: The products formed when maltose reacts with [1] H3O+; [2] CH3OH and HCl; [3] excess NaH, excess CH3I is to be

Concept introduction: Glycosidic linkages are hydrolyzed in presence of acid to form cyclic hemiacetal and corresponding alcohol. Acetals in the presence of acid undergo hydrolysis to form cyclic hemiacetals.

Interpretation Introduction

(c)

Interpretation: The products formed when the compound formed in the third reaction of part (b) is treated with aqueous acid are to be drawn.

Concept introduction:

Expert Solution & Answer

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Answer 3

Question

Chapter 21, Problem 21.84P

Interpretation Introduction

(a)

Interpretation: The acetal and hemiacetal carbons for maltose are to be labeled.

Concept introduction: Acetals contain two alkoxy groups on a single carbon atom, whereas Hemiacetals contains one alkoxy group and one hydroxyl group attached to same carbon atom.

Interpretation Introduction

(b)

Interpretation: The products formed when maltose reacts with [1] H3O+; [2] CH3OH and HCl; [3] excess NaH, excess CH3I is to be

Concept introduction: Glycosidic linkages are hydrolyzed in presence of acid to form cyclic hemiacetal and corresponding alcohol. Acetals in the presence of acid undergo hydrolysis to form cyclic hemiacetals.

Interpretation Introduction

(c)

Interpretation: The products formed when the compound formed in the third reaction of part (b) is treated with aqueous acid are to be drawn.

Concept introduction:

Expert Solution & Answer

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Answer 4

Question

Chapter 21, Problem 21.84P

Interpretation Introduction

(a)

Interpretation: The acetal and hemiacetal carbons for maltose are to be labeled.

Concept introduction: Acetals contain two alkoxy groups on a single carbon atom, whereas Hemiacetals contains one alkoxy group and one hydroxyl group attached to same carbon atom.

Interpretation Introduction

(b)

Interpretation: The products formed when maltose reacts with [1] H3O+; [2] CH3OH and HCl; [3] excess NaH, excess CH3I is to be

Concept introduction: Glycosidic linkages are hydrolyzed in presence of acid to form cyclic hemiacetal and corresponding alcohol. Acetals in the presence of acid undergo hydrolysis to form cyclic hemiacetals.

Interpretation Introduction

(c)

Interpretation: The products formed when the compound formed in the third reaction of part (b) is treated with aqueous acid are to be drawn.

Concept introduction:

Expert Solution & Answer

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Check out a sample textbook solution

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Answer 5

Chapter 21, Problem 21.84P

Interpretation Introduction

(a)

Interpretation: The acetal and hemiacetal carbons for maltose are to be labeled.

Concept introduction: Acetals contain two alkoxy groups on a single carbon atom, whereas Hemiacetals contains one alkoxy group and one hydroxyl group attached to same carbon atom.

Interpretation Introduction

(b)

Interpretation: The products formed when maltose reacts with [1] H3O+; [2] CH3OH and HCl; [3] excess NaH, excess CH3I is to be

Concept introduction: Glycosidic linkages are hydrolyzed in presence of acid to form cyclic hemiacetal and corresponding alcohol. Acetals in the presence of acid undergo hydrolysis to form cyclic hemiacetals.

Interpretation Introduction

(c)

Interpretation: The products formed when the compound formed in the third reaction of part (b) is treated with aqueous acid are to be drawn.

Concept introduction:

Answer 6

Chapter 21, Problem 21.84P

Interpretation Introduction

(a)

Interpretation: The acetal and hemiacetal carbons for maltose are to be labeled.

Concept introduction: Acetals contain two alkoxy groups on a single carbon atom, whereas Hemiacetals contains one alkoxy group and one hydroxyl group attached to same carbon atom.

Answer 7

Chapter 21, Problem 21.84P

Interpretation Introduction

(a)

Interpretation: The acetal and hemiacetal carbons for maltose are to be labeled.

Concept introduction: Acetals contain two alkoxy groups on a single carbon atom, whereas Hemiacetals contains one alkoxy group and one hydroxyl group attached to same carbon atom.

Answer 8

Interpretation Introduction

(b)

Interpretation: The products formed when maltose reacts with [1] H3O+; [2] CH3OH and HCl; [3] excess NaH, excess CH3I is to be

Concept introduction: Glycosidic linkages are hydrolyzed in presence of acid to form cyclic hemiacetal and corresponding alcohol. Acetals in the presence of acid undergo hydrolysis to form cyclic hemiacetals.

Answer 9

Interpretation Introduction

(b)

Interpretation: The products formed when maltose reacts with [1] H3O+; [2] CH3OH and HCl; [3] excess NaH, excess CH3I is to be

Concept introduction: Glycosidic linkages are hydrolyzed in presence of acid to form cyclic hemiacetal and corresponding alcohol. Acetals in the presence of acid undergo hydrolysis to form cyclic hemiacetals.

Answer 10

Interpretation Introduction

(c)

Interpretation: The products formed when the compound formed in the third reaction of part (b) is treated with aqueous acid are to be drawn.

Concept introduction:

Answer 11

Interpretation Introduction

(c)

Interpretation: The products formed when the compound formed in the third reaction of part (b) is treated with aqueous acid are to be drawn.

Concept introduction:

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 21 - Rank the following compounds in order of...Ch. 21 - Prob. 21.2P Ch. 21 - Give the IUPAC name for each aldehyde.Ch. 21 - Prob. 21.4P Ch. 21 - Give the IUPAC name for each ketone.Ch. 21 - Prob. 21.6P Ch. 21 - Prob. 21.7P Ch. 21 - The boiling point of is significantly higher than...Ch. 21 - Which carbonyl group in each pair absorbs at a...Ch. 21 - Problem 21.10 Draw the structure of all...

(a) Interpretation: The acetal and hemiacetal carbons for maltose are to be labeled. Concept introduction: Acetals contain two alkoxy groups on a single carbon atom, whereas Hemiacetals contains one alkoxy group and one hydroxyl group attached to same carbon atom.

Solution Summary: The author explains that the acetal and hemiacetal carbons for maltose are to be labeled.

(a)

Interpretation: The acetal and hemiacetal carbons for maltose are to be labeled.

Concept introduction: Acetals contain two alkoxy groups on a single carbon atom, whereas Hemiacetals contains one alkoxy group and one hydroxyl group attached to same carbon atom.

(c)

Interpretation: The products formed when the compound formed in the third reaction of part (b) is treated with aqueous acid are to be drawn.

Concept introduction:

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Chapter 21 Solutions

(a) Interpretation: The acetal and hemiacetal carbons for maltose are to be labeled. Concept introduction: Acetals contain two alkoxy groups on a single carbon atom, whereas Hemiacetals contains one alkoxy group and one hydroxyl group attached to same carbon atom.

Solution Summary: The author explains that the acetal and hemiacetal carbons for maltose are to be labeled.

(a) Interpretation: The acetal and hemiacetal carbons for maltose are to be labeled. Concept introduction: Acetals contain two alkoxy groups on a single carbon atom, whereas Hemiacetals contains one alkoxy group and one hydroxyl group attached to same carbon atom.

(c) Interpretation: The products formed when the compound formed in the third reaction of part (b) is treated with aqueous acid are to be drawn. Concept introduction:

Want to see the full answer?

Chapter 21 Solutions

(a)

Interpretation: The acetal and hemiacetal carbons for maltose are to be labeled.

Concept introduction: Acetals contain two alkoxy groups on a single carbon atom, whereas Hemiacetals contains one alkoxy group and one hydroxyl group attached to same carbon atom.

(c)

Interpretation: The products formed when the compound formed in the third reaction of part (b) is treated with aqueous acid are to be drawn.

Concept introduction: