118cMidterm 2 key

118cMidterm 2 key - Chern 118 C Summer Session I I 2002...

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Unformatted text preview: Chern 118 C Summer Session I I 2002 Second Midterm July 22, 2002 Instructor:Narnbiar Name: Initial I. D. # TA: 1 I. (40 pts). Draw the structure of the expected organic product (s) formed in the following reactions. Unless mentioned otherwise, you can assume that all reagents are present in excess. If no reaction occurs, write "No Reaction". 1. NaCN; 2. LiAlli4 1) R-CH2Br 3. H2O 4. CH3CO-CI Q CH3 1. CH3I 2) 2. Ag20/H20/A I $ CH3 tL ~ Cf.l:: tJ M ~ ~ ~j '-d-.- NaNH2/ NH3 3)-t 1. NaOCH3 / CH30H 4) CH3CH2COOCH3 2. H+/H20 ~6h 1. NaNO2 / HCI / ooC 5) 2. CuBr 1. Br2/ hv 6. C6HS-CH2CH2CH3 2.LiOH OH $ NHCOCH3 (CH3CO)20 (1 eq) 7) S-CH3 / RCH'S-CH3 1. n-Butyl Lithium 8) 2. R'-CH2-Br HgO/HgCl2lH20 Product from #8 above 9) H2O I DoC 10) R-CQ-NH2 Afl-p.e~ 2 ll.(20 pts) Show detailed reaction mechanisms for the following reactions, showing the structure of the products formed. H+ 1. CH20 ~~,\\ + 'tN~::>- , \ ~ t+ c3--- ~ + HNR2 .....
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118cMidterm 2 key - Chern 118 C Summer Session I I 2002...

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