Orgo 2 Practice Exam 2 answers

Orgo 2 Practice Exam 2 answers - Practice Exam 2 Chemistry...

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1 Practice Exam 2 Chemistry 206 1. Complete the following reactions: Ph Li CH 3 H + H O D= 2 H (an isotope of hydrogen) A. B. C. D. E. 1. LiAlD 4 2. H 3 O + O CrO 3 (excess) pyridine OH CH 3 OH H 3 O + + PhLi O CN 1. DIBAH, toluene 2. H 3 O + H CH 3 OH O OH OH D H O HC H 3 OH S R+S 2. In reaction 1E above, what is the stereochemical relationship of the two products? [ diastereomers, see above ] Are they racemic? ( no! ) 3. Consider the hydrolysis of the following acetal. If the reaction is done in 18 OH 2 ( 18 O is a heavy isotope of oxygen), where would the 18 O label end up in the products? The carbonyl oxygen H OCH 3 CH 3 O H + 18 OH 2 H O + CH 3 OH
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2 4. Which of the following Grignard reagents would not be stable? [circle the correct answer(s)] The first two are fine; the third would protonate the reagent and the 4 th would react with itself. MgBr MgBr OCH 3 MgBr OH MgBr H O 5. Benzoic acid has pK a = 4.19. The pK a of the p -substituted benzoic acids (YC 6 H 4 COOH) are listed below by the structure of the substituent. Which of the following substituents will be the most activating in the
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This note was uploaded on 10/12/2008 for the course CHEMISTRY EN.030.206 taught by Professor Falzone during the Spring '07 term at Johns Hopkins.

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Orgo 2 Practice Exam 2 answers - Practice Exam 2 Chemistry...

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