(a) Interpretation: The structure from the given IUPAC name is to be drawn. Concept introduction: The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group . The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Question

יווי 10 20 30 40 50 60 70 3.5 3 2.5 2 1.5 1 [ppm] 3.5 3 2.5 2 1.5 1 6 [ppm] 1 1.5 -2.5 3.5

Answer 1

Question

Chapter E, Problem E.36P

Interpretation Introduction

(a)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(b)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(c)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(d)

Interpretation:

The structure from the given IUPAC name with appropriate stereochemistry is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

The stereochemical designation and the locators are enclosed in paranthesis at the very beginning of the name. The stereochemistry at the chiral center is determined by assigning the priorities to the groups attached to chiral center on the basis of atomic number of directly bonded atom. If the sequence of priority order 1→2→3 is clockwise the absolute configuration is R and if it is counterclockwise the absolute configuration is S.

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יווי 10 20 30 40 50 60 70 3.5 3 2.5 2 1.5 1 [ppm] 3.5 3 2.5 2 1.5 1 6 [ppm] 1 1.5 -2.5 3.5

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Part VII. Below are the 'HNMR, 13 C-NMR, COSY 2D- NMR, and HSQC 2D-NMR (similar with HETCOR but axes are reversed) spectra of an organic compound with molecular formula C6H1003 - Assign chemical shift values to the H and c atoms of the compound. Find the structure. Show complete solutions. Predicted 1H NMR Spectrum 4.7 4.6 4.5 4.4 4.3 4.2 4.1 4.0 3.9 3.8 3.7 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5 2.4 2.3 2.2 2.1 2.0 1.9 1.8 1.7 1.6 1.5 1.4 1.3 1.2 1.1 f1 (ppm) Predicted 13C NMR Spectrum 100 f1 (ppm) 30 220 210 200 190 180 170 160 150 140 130 120 110 90 80 70 -26 60 50 40 46 30 20 115 10 1.0 0.9 0.8 0 -10

Answer 2

Question

Chapter E, Problem E.36P

Interpretation Introduction

(a)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(b)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(c)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(d)

Interpretation:

The structure from the given IUPAC name with appropriate stereochemistry is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

The stereochemical designation and the locators are enclosed in paranthesis at the very beginning of the name. The stereochemistry at the chiral center is determined by assigning the priorities to the groups attached to chiral center on the basis of atomic number of directly bonded atom. If the sequence of priority order 1→2→3 is clockwise the absolute configuration is R and if it is counterclockwise the absolute configuration is S.

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Answer 3

Question

Chapter E, Problem E.36P

Interpretation Introduction

(a)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(b)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(c)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(d)

Interpretation:

The structure from the given IUPAC name with appropriate stereochemistry is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

The stereochemical designation and the locators are enclosed in paranthesis at the very beginning of the name. The stereochemistry at the chiral center is determined by assigning the priorities to the groups attached to chiral center on the basis of atomic number of directly bonded atom. If the sequence of priority order 1→2→3 is clockwise the absolute configuration is R and if it is counterclockwise the absolute configuration is S.

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Answer 4

Question

Chapter E, Problem E.36P

Interpretation Introduction

(a)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(b)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(c)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(d)

Interpretation:

The structure from the given IUPAC name with appropriate stereochemistry is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

The stereochemical designation and the locators are enclosed in paranthesis at the very beginning of the name. The stereochemistry at the chiral center is determined by assigning the priorities to the groups attached to chiral center on the basis of atomic number of directly bonded atom. If the sequence of priority order 1→2→3 is clockwise the absolute configuration is R and if it is counterclockwise the absolute configuration is S.

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Answer 5

Chapter E, Problem E.36P

Interpretation Introduction

(a)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(b)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(c)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(d)

Interpretation:

The structure from the given IUPAC name with appropriate stereochemistry is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

The stereochemical designation and the locators are enclosed in paranthesis at the very beginning of the name. The stereochemistry at the chiral center is determined by assigning the priorities to the groups attached to chiral center on the basis of atomic number of directly bonded atom. If the sequence of priority order 1→2→3 is clockwise the absolute configuration is R and if it is counterclockwise the absolute configuration is S.

Answer 6

Chapter E, Problem E.36P

Interpretation Introduction

(a)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Answer 7

Chapter E, Problem E.36P

Interpretation Introduction

(a)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Answer 12

Interpretation Introduction

(d)

Interpretation:

The structure from the given IUPAC name with appropriate stereochemistry is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

The stereochemical designation and the locators are enclosed in paranthesis at the very beginning of the name. The stereochemistry at the chiral center is determined by assigning the priorities to the groups attached to chiral center on the basis of atomic number of directly bonded atom. If the sequence of priority order 1→2→3 is clockwise the absolute configuration is R and if it is counterclockwise the absolute configuration is S.

Answer 13

Interpretation Introduction

(d)

Interpretation:

The structure from the given IUPAC name with appropriate stereochemistry is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

The stereochemical designation and the locators are enclosed in paranthesis at the very beginning of the name. The stereochemistry at the chiral center is determined by assigning the priorities to the groups attached to chiral center on the basis of atomic number of directly bonded atom. If the sequence of priority order 1→2→3 is clockwise the absolute configuration is R and if it is counterclockwise the absolute configuration is S.

Answer 14

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Answer 25

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 for the given IUPAC name is drawn by identifying the highest priority functional group from the suffix, main ring from root name and the number of substituents from locators.

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Chapter E Solutions