The formal charge of P and C atoms in Ethylidene triphenyl phosphorane (an ylide) is to be calculated. Concept Introduction: Some organic functional groups (even neutral functional groups) have formal charges on individual atoms. To calculate the formal charge on an atom in any given structure it is necessary to distinguish between the electrons that make up an atom’s octet and the electrons that formally “belong” to an atom. In any given Lewis structure all electrons associated with an atom either as an unshared pair or shared pair are part of that atom’s octet.

Question

For each reaction below, decide if the first stable organic product that forms in solution will create a new CC bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. ? NH2 MgBr Will the first product that forms in this reaction create a new CC bond? ○ Yes ○ No MgBr ? Will the first product that forms in this reaction create a new CC bond? O Yes O No Click and drag to start drawing a structure. :☐ G x c olo Ar HE

Answer 1

Question

Chapter 1, Problem 43EQ

Interpretation Introduction

Interpretation:

The formal charge of P and C atoms in Ethylidene triphenyl phosphorane (an ylide) is to be calculated.

Concept Introduction:

Some organic functional groups (even neutral functional groups) have formal charges on individual atoms.

To calculate the formal charge on an atom in any given structure it is necessary to distinguish between the electrons that make up an atom’s octet and the electrons that formally “belong” to an atom. In any given Lewis structure all electrons associated with an atom either as an unshared pair or shared pair are part of that atom’s octet.

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For each reaction below, decide if the first stable organic product that forms in solution will create a new CC bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. ? NH2 MgBr Will the first product that forms in this reaction create a new CC bond? ○ Yes ○ No MgBr ? Will the first product that forms in this reaction create a new CC bond? O Yes O No Click and drag to start drawing a structure. :☐ G x c olo Ar HE

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