carbon-carbon double bonds are attacked by electrophiles but not by nucleophiles. An exception to this generalization is the reactivity of a,B-unsaturated aldehydes and ketones toward nucleophiles. Even though an isolated carbon-carbon double bond does not react with 2° amines such as dimethylamine, 3-buten-2-one reacts readily by regioselective addition. Et,NH + CH,=CH-CH,-CH, no reaction Et,NH + CH,=CH-C-CH, - Et,N-CH,-CH,-Č-CH, Diethylamine 3-Buten-2-one (Methyl vinyl ketone) Account for the addition of nucleophiles to the carbon-carbon double bond of an a, B-unsaturated aldehyde or ketone and the regioselectivity of the addition.

carbon-carbon double bonds are attacked by electrophiles but not by nucleophiles. An exception to this generalization is the reactivity of a,B-unsaturated aldehydes and ketones toward nucleophiles. Even though an isolated carbon-carbon double bond does not react with 2° amines such as dimethylamine, 3-buten-2-one reacts readily by regioselective addition. Et,NH + CH,=CH-CH,-CH, no reaction Et,NH + CH,=CH-C-CH, - Et,N-CH,-CH,-Č-CH, Diethylamine 3-Buten-2-one (Methyl vinyl ketone) Account for the addition of nucleophiles to the carbon-carbon double bond of an a, B-unsaturated aldehyde or ketone and the regioselectivity of the addition.

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Isoerythrogenic acid, C18H26O2, is an acetylic fatty acid that turns a vivid blue on exposure to UV light. On Catalytic hydrogenation over a palladium catalyst, five molar equivalents of hydrogen are absorbed, and stearic acid, CH3(CH2)16CO2H, is produced. Ozonolysis of isoerythrogenic acid yields the following products: formaldehyde, CH2O, malonic acid, HO2CCH2CO2H, adipic acid, HO2C(CH2)4CO2H, and the aldehyde carboxylic acid, OHC(CH2)6CO2H. Provide a structure for isoerythrogenic acid.