Heats of hydrogenation of three alkenes are as follows: 2-methyl-1-butene (-119 k) mol") 3-methyl-1-butene (-127 k) mol) 2-methyl-2-butene (-113 k) mol") (a) Write the structure of each alkene and classify it as to whether its doubly bonded atoms are monosubstituted, disubstituted, trisubstituted, or tetrasubstituted. (b) Write the structure of the product formed when each alkene is hydrogenated. (e) Can he of hydrogenation be used to relate the relative stabilities of these three alkenes? (d) lf what is the predicted order of stability? If not, why not? (e) What other alkene isomen are possible for these alkenes? Write their structures. () What are the relative stabilinic among just these isomers?

Heats of hydrogenation of three alkenes are as follows: 2-methyl-1-butene (-119 k) mol") 3-methyl-1-butene (-127 k) mol) 2-methyl-2-butene (-113 k) mol") (a) Write the structure of each alkene and classify it as to whether its doubly bonded atoms are monosubstituted, disubstituted, trisubstituted, or tetrasubstituted. (b) Write the structure of the product formed when each alkene is hydrogenated. (e) Can he of hydrogenation be used to relate the relative stabilities of these three alkenes? (d) lf what is the predicted order of stability? If not, why not? (e) What other alkene isomen are possible for these alkenes? Write their structures. () What are the relative stabilinic among just these isomers?

Introduction to General, Organic and Biochemistry

11th Edition

ISBN:9781285869759

Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Chapter12: Alkenes And Alkynes

Section: Chapter Questions

Problem 12.75P

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5. Consider the synthesis of 2-butanone from butyne: Hg2+ CH3CH,-C=C–H CH3CH, Ĉ -CH3 H3o* (i) Draw the structure of the compound D. (ii) Compound D isomerizes to form 2-butanone. What is this isomeric process called? (iii) Use the mechanism to show the conversion of compound D to 2-butanone.