practice-6-key

practice-6-key - Practice Exam 6 (10/6/10) I. Predict the...

Info iconThis preview shows pages 1–3. Sign up to view the full content.

View Full Document Right Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: Practice Exam 6 (10/6/10) I. Predict the major product(s) for the following reactions and show the stereochemistry if any. Br CH 3 COO room temperature MeOH 25 C Me Cl NaN 3 25 C ( R )-2-chlorobutane N 3 II. In elimination reactions, t-butyl chloride reacts faster than isobutyl chloride. The difference in reactivities is accounted for by the stabilities of the incipient carbocations. Between the carbocation formed from t-butyl chloride is and the one from isobutyl chloride, which one more stable? Explain why. Cl Cl tertiary: more stable primary; less stable A tertiary carbocation is more stable than the primary one because a tertiary carbocation has more hyperconjugation than the primary. The alkyl substituents offer the delocalization of electrons from C-H bonds to the empty p-orbital in the carbocation center. C C H orbital overlap KO t Bu KO t Bu OCOCH 3 Me OMe MeO Me III. Draw the major product with appropriate stereochemistry. In addition, circle the correct stereochemistry, R or S, of each substrate and product.stereochemistry, R or S, of each substrate and product....
View Full Document

Page1 / 3

practice-6-key - Practice Exam 6 (10/6/10) I. Predict the...

This preview shows document pages 1 - 3. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online