Organic Chemistry (6th Edition)
Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 14, Problem 47P
Interpretation Introduction

(a)

Interpretation: The given products is to be labeled as 1,2product and 1,4product.

Concept introduction: Diene is a hydrocarbon that contains two C=C double bonds in a compound. Conjugated diene consists of two double bonds that are separated by a single bond, whereas isolated diene also consists of two double bond but they are separated by two more carbon atoms.

Interpretation Introduction

(b)

Interpretation: The given products are to be labeled as kinetic and thermodynamic product.

Concept introduction: Diene is a hydrocarbon that contains two C=C double bonds in a compound. Conjugated diene consists of two double bonds that are separated by a single bond.

Interpretation Introduction

(c)

Interpretation: The reason as to why addition of HCl occurs at the indicated C=C (called an exocyclic double bond), rather than the other C=C (called an endocyclic double bond) is to be explained.

Concept introduction: The reaction of hydrogen halide with alkene results in the formation of alkyl halide. This type of reaction is an electrophilic addition of hydrogen halide.

Electrophilic addition reactions are those in which breaking of pi bond take place to form new sigma bond.

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1. RCOOOH 2. CgHgMgBr 3. Mild H30* 4. H2CRO4 5. CgHgMgBr 6. H3O*, heat Work through the synthesis on a separate sheet of paper, and then draw the structure of the final organic product. • You do not have to consider stereochemistry. • Do not draw organic or inorganic by-products. opy aste C. CH3 -CH3 ČH3 49%
The Diels–Alder reaction, a powerful reaction discussed in Chapter 14, occurs when a 1,3-diene such as A reacts with an alkene such as B to form the six-membered ring in C. a.Draw curved arrows to show how A and B react to form C. b.What bonds are broken and formed in this reaction? c.Would you expect this reaction to be endothermic or exothermic? d.Does entropy favor the reactants or products? e. Is the Diels–Alder reaction a substitution, elimination, or addition?
Br2 ? How many moles of Br are required to completely halogenate the alkene? A. Three moles B. Four moles C. Two moles D. One mole What is the expected arrangement of the bromine atoms relative to each other among the carbon involved in pi bonding? A. trans-configuration B. anti-conformation C. cis-configuration D. syn-conformation What happens to bromine when it is adjacent to an alkene during a chemical reaction? A. Bromine becomes polarized. B. Bromine becomes acidic. C. Bromine becomes hybridized. D. Bromine becomes stable. The relative arrangement of bromine atoms in the product is primarily due to: A. Hydrogen bonding B. Electronegativity C. Atomic weight D. Repulsion What is your observation after the reaction? A. Bromine water decolorizes. B. A brown precipitate forms. C. The alkene becomes denser. D. A yellow flame is produced.
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