Organic Chemistry: Principles And Mechanisms
Organic Chemistry: Principles And Mechanisms
2nd Edition
ISBN: 9780393663549
Author: KARTY, Joel
Publisher: W. W. Norton and Company
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Chapter C, Problem C.25P
Interpretation Introduction

(a)

Interpretation:

The E or Z configuration for the given double bond is to be determined.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has a higher priority. In the case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. If the substituents are attached by the same atom, then the set of atoms one bond away from the point of attachment is compared. In each set, the highest priority atoms are compared. If the sets of atoms one bond away from the point of attachment are identical, then the sets of atoms one additional bond away from the point of attachment are compared. If the higher priority groups attached to the double bonded carbon atoms are on the same side of the double bond, the alkene is assigned Z configuration. If the higher priority groups attached to the double bonded carbon atoms are on the opposite side of the double bond, the alkene is assigned E configuration. When more than one double bond is present, each is assigned E or Z configuration, and the location of each double bond appears immediately before the E or Z designation.

Interpretation Introduction

(b)

Interpretation:

The E or Z configuration for the given double bond is to be determined.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has a higher priority. In the case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. If the substituents are attached by the same atom, then the set of atoms one bond away from the point of attachment is compared. In each set, the highest priority atoms are compared. If the sets of atoms one bond away from the point of attachment are identical, then the sets of atoms one additional bond away from the point of attachment are compared. If the higher priority groups attached to the double bonded carbon atoms are on the same side of the double bond, the alkene is assigned Z configuration. If the higher priority groups attached to the double bonded carbon atoms are on the opposite side of the double bond, the alkene is assigned E configuration. When more than one double bond is present, each is assigned E or Z configuration, and the location of each double bond appears immediately before the E or Z designation.

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Predicting As the lead product manager at OrganometALEKS Industries, you are trying to decide if the following reaction will make a molecule with a new C - C bond as its major product: H₂N O H 1. ? 2. H3O+ If this reaction will work, draw the major organic product or products you would expect in the drawing area below. If there's more than one major product, you can draw them in any arrangement you like. Be sure you use wedge and dash bonds if necessary, for example to distinguish between major products with different stereochemistry. 0 If the major products of this reaction won't have a new CC bond, just check the box under the drawing area and leave it blank. فا Explanation Check Click and drag to start drawing a structure.
Highlight the chirality (or stereogenic) center(s) in the given compound. A compound may have one or more stereogenic centers. OH OH OH OH OH OH
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