Exam 1 - 2 )H 3 O + ,H 2 O,heat C (C 6 H 12 O 2 ) CH 3 OH...

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ORGANIC CHEMISTRY CH 313-02 EXAM 1 March 26, 2002 Directions: Write your name on your exam paper. Read each question carefully and answer all questions on your exam paper. Remember: “I am the resurrection and the life. He who believes in me will live, even though he dies; and whoever lives and believes in me will never die. Do you believe this?” John 11:25-26 1. (12) Name the following compounds. a. CH 3 CH 2 CHCH 2 CH CH O CH 3 Br b. CH 3 CH 2 CCH 2 CH O O c. O CH 3 CH 3 d. CH 2 CHCCH CH 2 O 2. (12) Give the structure of the following compounds. a. benzophenone b. 2,4-dimethyl-3-pentanone c. salicyaldehyde 1
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d. trans-cinnamaldehyde 3. (20) Give structures A-E. Cyclohexanol H 2 CrO 2 acetone A (C 6 H 10 O) 1 )CH 3 MgI 2 )H 3 O + B (C 7 H 14 O) H 2 SO 4 heat C (C 7 H 12 ) C 1 ) O 3 2 ) Zn, H 2 O D (C 7 H 12 O 2 ) 1 ) PCC 2 ) H 3 O + E (C 7 H 12 O 3 ) 4. (16) Give the structures of A-D. 4-bromobutanal HOCH 2 CH 2 OH, H + A (C 6 H 11 O 2 Br) Mg, et 2 O B( C 6 H 11 MgO 2 Br) B 1 )CH 3 CHO
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Unformatted text preview: 2 )H 3 O + ,H 2 O,heat C (C 6 H 12 O 2 ) CH 3 OH HCl D (C 7 H 14 O 2 ) 2 5. (25) Synthesize the following compounds from the given starting chemicals and any other chemicals you may need. a. O b. N N CH 2 CC 6 H 5 O CH 2 CC 6 H 5 O N N C C 6 H 5 C 6 H 5 O 3 c. CH 3 CH 2 CH 2 CH 2 CH O CH 3 (CH 2 ) 3 CH C(CH 2 ) 2 CH 3 CH 2 OH d. CH O CH 2 Br e. CH O CHCH 2 CHCH 3 OH CH 3 4 6. (12) Propose a mechanism for each of the following reactions. a. CH 2 OH C O H HO OH H CH 2 OH OH H O OH CH 2 OH H H OH H HOH 2 C HO OH-b. O H 2 C CH C CH 2 CH 3 O OH-CH 3 O 5 7. (5) Bonus question. What organic reaction did Sasha Badilio speak about in his seminar on Friday afternoon? Hint, it changes the surface of MgO to MgCl 2 . 6...
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This test prep was uploaded on 04/09/2008 for the course CHEM 313 taught by Professor Narske during the Spring '08 term at Augustana.

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Exam 1 - 2 )H 3 O + ,H 2 O,heat C (C 6 H 12 O 2 ) CH 3 OH...

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