Exam 0105-672239FF-99DF-11D2-A076-0090271E0FF5-572E3-M

Exam 0105-672239FF-99DF-11D2-A076-0090271E0FF5-572E3-M -...

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ORGANIC CHEMISTRY CH 313-02 Exam 1 March 31, 2005 Name: _______________________________________________________________ Directions: Write your name on your exam paper. Read each questions carefully and answer all questions on your exam paper. Remember: "For the Grace of God that brings salvation has appeared to all men(people). Titus 2:11 1. (10) Name the following compounds according to IUPAC naming rules. a. CH 3 CH CH CH CH CH O b. O CH O c. H O O CH 2 CH 2 CHO d. CHO OH e. 2. (10) Draw the structure for the following compounds. a. Acetophenone b. Phenylethanal 1
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c. propanone d. Benzophenone e. formaldehyde 3. (18) Complete the following reactions. a. OCH 3 CH 3 O CH 3 O Br CH O HOCH 2 CH 2 CH 2 OH H + /benzene heat b. C 6 H 5 CH O NaCN H 2 O c. CH 3 CH 2 CH O C 6 H 5 NHNH 2 d. CCH 3 O (C 6 H 5 ) 3 P + CH 2 e. CH 3 CH O CH 3 CH O OH - 2
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f. CH 3 CH O 1 ) CH 3 CH 2 MgBr 2 ) H 3 O + g. CH 3 CH O 1 ) BrCH 2 CH, Zn O 2 ) H 3 O + 4. (30) Show how each of the following transformations could be accomplished.
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Unformatted text preview: You may use any other required reagents. a. CH 3 COC(CH 3 ) 3 C 6 H 5 CH CHCOC(CH 3 ) 3 b. C 6 H 5 CHO C 6 H 5 CH O 3 c. CH 3 C(CH 2 ) 4 CCH 3 O O CHCH 3 OH CH 3 d. 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 e. O 4 5. (30) Propose a mechanism for each of the following reactions. a. O CH 2 CH 2 CH 2 CH 2 Br KOC(CH 3 ) 3 benzene O b. C 6 H 5 CH 2 CCH 2 CH 3 O H 2 C CCC 6 H 5 O C 6 H 5 NaOCH 3 CH 3 OH O CH 3 C 6 H 5 C 6 H 5 C 6 H 5 5 c. CH 2 CH O C 6 H 5 NHNH 2 H 3 O + CH 2 CH N NHC 6 H 5 d. CH 2 OH C C C C CH 2 OH O H OH OH HO H H H + O OH CH 2 OH OH H H OH HOCH 2 H 6 e. CCH 3 O (EtO) 2 PCH 2 C 6 H 5 /NaH O C CH 3 CH 7...
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This note 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 0105-672239FF-99DF-11D2-A076-0090271E0FF5-572E3-M -...

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