POD-Exam3 - Starting with (E)-2-pentene, selectively...

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Problem of the Day 23 Predict the products, show mechanisms: CH 3 CH 2 I + NaSCN A + B Both A and B are C 3 H 5 NS. NaI is a byproduct of in each case. Which forms faster, A or B?
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Problem of the Day 24 Draw the structures of all the possible substitution and elimination products that would result from combining (1S, 2S)-1-chloro-1,2-dimethylcyclopentane with water. Include stereochemistry.
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Problem of the Day 25 Explain the following statement to a friend using words and pictures. The fundamental difference between S N 1 and S N 2 mechanisms is the timing of the bonding changes.
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Problem of the Day 26 Explain the following statement to a friend using words and pictures. E1 and S N 1 mechanistic pathways are always in competition.
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Problem of the Day 27 C CH 2 Cl CH 3 Cl Cl 2 A B H 2 Pd metal catalyst What are the structures of A and B?
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Problem of the Day 28 Pick five chapter 8 text problems that are in the format: A + B ----> ??? and rewrite them as: A + ??? ----> C problems share with a friend.
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Problem of the Day 29
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Unformatted text preview: Starting with (E)-2-pentene, selectively convert this compound to: (2R, 3S)-2,3-pentanediol and its enantiomer and (2R, 3R)-2,3-pentanediol and its enantiomer Problem of the Day 30 OH * Br * HBr Br * Br * 1 2 2 ratio Explain the observed distribution of 13 C (asterisk) in the following reaction: Problem of the Day 31 A C H 2 Pd metal catalyst Nerolidol C 10 H 18 O B C 10 H 22 O + D H 3 PO 4 t-Bu heat/dehydration O 3 CH 3 CCH 3 O HCH O C 6 H 10 O 3 + C D O 3 O 3 C 6 H 12 O C 8 H 16 O + + CH 3 CH 2 CCH 3 O CH 3 CH O Structures of A, B, C and D = ? Problem of the Day 32 C C H H 3 C C C H 3 C C C H H 3 C ? ? Na Propose several different reagents for the first part. D is the symbol for deuterium, an isotope of hydrogen. Problem of the Day 33 Synthesize (E)- and (Z)-3-hexene using acetylene as your only source of carbon. Problem of the Day 34 H 3 C O Cl A H 2 SO 4 OCH 3 B HNO 3 C HNO 3 O D H 2 SO 4 HN CH 3 O CH 3 E Br 2 FeBr 3 O O F Br 2 FeBr 3 G HNO 3...
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This note was uploaded on 02/14/2012 for the course CHEM 210 taught by Professor Capolla during the Fall '07 term at University of Michigan.

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POD-Exam3 - Starting with (E)-2-pentene, selectively...

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