The normal chemical shift of a proton that is part of a fragment H-C-O in an ether or alcohol and compare to the chemical shift in Entry 3 of Table 16-5 and find the source of that difference in chemical shift. Concept introduction: The signal at δ = 4.2 ppm is consistent with a proton on a carbon that has an attached electronegative atom. According to the molecular formula, the electronegative atom would need to be an oxygen. The relative integration of 1 H tells us that the signal represents two protons, and the fact that the signal is split into a triplet tells us that there are two neighboring protons. As shown at the right in Table 16-5, this signal can be from a CH2 group that is bonded to O on one side and CH2 group on the other.

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Answer 1

Question

Chapter 16, Problem 16.20YT

Interpretation Introduction

Interpretation:

The normal chemical shift of a proton that is part of a fragment H-C-O in an ether or alcohol and compare to the chemical shift in Entry 3 of Table 16-5 and find the source of that difference in chemical shift.

Concept introduction:

The signal at δ = 4.2 ppm is consistent with a proton on a carbon that has an attached electronegative atom. According to the molecular formula, the electronegative atom would need to be an oxygen. The relative integration of 1 H tells us that the signal represents two protons, and the fact that the signal is split into a triplet tells us that there are two neighboring protons. As shown at the right in Table 16-5, this signal can be from a CH2 group that is bonded to O on one side and CH2 group on the other.

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Using a cell of known pathlength b = 1.25115 x 10-3 cm, a water absorption spectrum was measured. The band at 1645 cm-1, assigned to the O-H bending, showed an absorbance, A, of 1.40. a) Assuming that water density is 1.00 g/mL, calculate the water molar concentration c (hint: M= mole/L) b) Calculate the molar absorptivity, a, of the 1645 cm-1 band c) The transmitted light, I, can be written as I= Ioexp(-xb), where x is the absorption coefficient (sometimes designated as alpha), Io is the input light, and b is the cell pathlength. Prove that x= (ln10)*x*c d) Calculate x for the 1645 cm-1 band

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Answer 2

Question

Chapter 16, Problem 16.20YT

Interpretation Introduction

Interpretation:

The normal chemical shift of a proton that is part of a fragment H-C-O in an ether or alcohol and compare to the chemical shift in Entry 3 of Table 16-5 and find the source of that difference in chemical shift.

Concept introduction:

The signal at δ = 4.2 ppm is consistent with a proton on a carbon that has an attached electronegative atom. According to the molecular formula, the electronegative atom would need to be an oxygen. The relative integration of 1 H tells us that the signal represents two protons, and the fact that the signal is split into a triplet tells us that there are two neighboring protons. As shown at the right in Table 16-5, this signal can be from a CH2 group that is bonded to O on one side and CH2 group on the other.

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Answer 3

Question

Chapter 16, Problem 16.20YT

Interpretation Introduction

Interpretation:

The normal chemical shift of a proton that is part of a fragment H-C-O in an ether or alcohol and compare to the chemical shift in Entry 3 of Table 16-5 and find the source of that difference in chemical shift.

Concept introduction:

The signal at δ = 4.2 ppm is consistent with a proton on a carbon that has an attached electronegative atom. According to the molecular formula, the electronegative atom would need to be an oxygen. The relative integration of 1 H tells us that the signal represents two protons, and the fact that the signal is split into a triplet tells us that there are two neighboring protons. As shown at the right in Table 16-5, this signal can be from a CH2 group that is bonded to O on one side and CH2 group on the other.

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Answer 4

Question

Chapter 16, Problem 16.20YT

Interpretation Introduction

Interpretation:

The normal chemical shift of a proton that is part of a fragment H-C-O in an ether or alcohol and compare to the chemical shift in Entry 3 of Table 16-5 and find the source of that difference in chemical shift.

Concept introduction:

The signal at δ = 4.2 ppm is consistent with a proton on a carbon that has an attached electronegative atom. According to the molecular formula, the electronegative atom would need to be an oxygen. The relative integration of 1 H tells us that the signal represents two protons, and the fact that the signal is split into a triplet tells us that there are two neighboring protons. As shown at the right in Table 16-5, this signal can be from a CH2 group that is bonded to O on one side and CH2 group on the other.

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Answer 5

Chapter 16, Problem 16.20YT

Interpretation Introduction

Interpretation:

The normal chemical shift of a proton that is part of a fragment H-C-O in an ether or alcohol and compare to the chemical shift in Entry 3 of Table 16-5 and find the source of that difference in chemical shift.

Concept introduction:

The signal at δ = 4.2 ppm is consistent with a proton on a carbon that has an attached electronegative atom. According to the molecular formula, the electronegative atom would need to be an oxygen. The relative integration of 1 H tells us that the signal represents two protons, and the fact that the signal is split into a triplet tells us that there are two neighboring protons. As shown at the right in Table 16-5, this signal can be from a CH2 group that is bonded to O on one side and CH2 group on the other.

Answer 6

Chapter 16, Problem 16.20YT

Interpretation Introduction

Interpretation:

The normal chemical shift of a proton that is part of a fragment H-C-O in an ether or alcohol and compare to the chemical shift in Entry 3 of Table 16-5 and find the source of that difference in chemical shift.

Concept introduction:

The signal at δ = 4.2 ppm is consistent with a proton on a carbon that has an attached electronegative atom. According to the molecular formula, the electronegative atom would need to be an oxygen. The relative integration of 1 H tells us that the signal represents two protons, and the fact that the signal is split into a triplet tells us that there are two neighboring protons. As shown at the right in Table 16-5, this signal can be from a CH2 group that is bonded to O on one side and CH2 group on the other.

Answer 7

Chapter 16, Problem 16.20YT

Interpretation Introduction

Interpretation:

The normal chemical shift of a proton that is part of a fragment H-C-O in an ether or alcohol and compare to the chemical shift in Entry 3 of Table 16-5 and find the source of that difference in chemical shift.

Concept introduction:

The signal at δ = 4.2 ppm is consistent with a proton on a carbon that has an attached electronegative atom. According to the molecular formula, the electronegative atom would need to be an oxygen. The relative integration of 1 H tells us that the signal represents two protons, and the fact that the signal is split into a triplet tells us that there are two neighboring protons. As shown at the right in Table 16-5, this signal can be from a CH2 group that is bonded to O on one side and CH2 group on the other.

Answer 8

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Answer 9

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Answer 10

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Answer 11

Ch. 16 - Prob. 16.1P Ch. 16 - Prob. 16.2P Ch. 16 - Prob. 16.3P Ch. 16 - Prob. 16.4P Ch. 16 - Prob. 16.5P Ch. 16 - Prob. 16.6P Ch. 16 - Prob. 16.7P Ch. 16 - Prob. 16.8P Ch. 16 - Prob. 16.9P Ch. 16 - Prob. 16.10P

Solution Summary: The author compares the chemical shift of a proton in an ether or alcohol with that of the fragment H-C-O.

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