Fall 2006 Test 3 - T3 Organic Chemistry Fall 2006 Dr Wells...

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T3 - Organic Chemistry Fall 2006 Dr. Wells Name: KEY . Score = opscan * 90/24 + essay + bonus = 24 * 90/24 + 10 + 5 = 105 . Dude has the Chi plus 5 !!! Question 25 is a bonus question worth 5 points. Essay 10 pts . Devise a scheme to convert cyclopentylmethanol to adipaldehyde. All of the carbons in adipaldehyde must come from cyclopentylmethanol. Multiple steps may be required. Show the product after each step that leads to the final product. OH O O H H ??????? cyclopentylmethanol adipaldehyde my way: 1) H 2 SO 4 2) O 3 3) Zn / H 2 O OH O O H H H = H 2 O 1) O 3 2) Zn / H 2 O (from H 2 SO 4 ) primary carbocation secondary carbocation alkanide migration
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1 . The correct IUPAC name for the following compound is: 2,3-dimethyl-2-pentene B. cis-2,3-dimethyl-2-pentene C. (E)-2,3-dimethyl-2-pentene D. (R)-2,3-dimethyl-2-pentene E. (S)-2,3-dimethyl-2-pentene 2 . Neopentyl alcohol, (CH 3 ) 3 CCH 2 OH, cannot be dehydrated to an alkene without rearrangement. What is the chief product of dehydration? A. CH 3 CH 2 C C CH 3 CH 3 C C CH 3 CH 3 H C C C CH 3 CH 3 H H C C CH 2 H CH 3 CH 3 A B E D H H H H H C 3 . Making propene by reacting H 3 PO 4 with which alcohol would give the best results. (higher yields, quicker reaction)? A. CH 3 CHOHCH 3 B. CH 3 CH 2 CH 2 OH C. (CH 3 ) 3 CCH 2 OH D. There would be no difference in the reactions of A, B, and C 4 .
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This note was uploaded on 06/19/2008 for the course CHEM 227 taught by Professor Wells during the Fall '07 term at Campbell University .

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Fall 2006 Test 3 - T3 Organic Chemistry Fall 2006 Dr Wells...

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