ORGANIC CHEMISTRY-PRINT (LL)-W/WILEY
ORGANIC CHEMISTRY-PRINT (LL)-W/WILEY
4th Edition
ISBN: 9781119761105
Author: Klein
Publisher: WILEY
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Chapter 11, Problem 34IP
Interpretation Introduction

Interpretation: The synthetic route for the given transformation should be determined.

Concept Introduction:

Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.

Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both of the substituents in the reaction) mechanism.

Anti-Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the less substitution position of carbon-carbon double bond.

Markovnikov’s Addition Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the more substitution position of carbon-carbon double bond.

Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.

Ozonolysis Reaction: It is an oxidative reaction which is used to oxidize the carbon-carbon double and triple bond.

Oxidation Reaction: It involves loss of electrons, addition of oxygen atoms or removal of hydrogen atoms.

Hydroboration reaction: The reaction involves addition of BH3 over alkene which makes BH2 to bond with less substituted position of carbon-carbon double bonds and H to more substituted position of carbon-carbon double bonds which finally carbon containing BH2 gets oxidized in order to achieve the product with less substitution.

To explain: The given transformation does not undergo any change in the carbon skeleton.

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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
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