Sample Test 2 key

Sample Test 2 key - Chem 118C / F / 09 / Sample Test-2 /...

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Unformatted text preview: Chem 118C / F / 09 / Sample Test-2 / Nambiar @/ roduct (5) formed in the following 1 Draw the structure of the expected organic p that all reagents are present in reactions. Unless mentioned otherwise. you can assume excess. If no reaction occurs, wnte “No Reaction". l.Br2/hv H'-_GH::@H . - - I . 5 l CGHS CH2 CH3 2. NaOl-I. 6 . K 2) R-CHZB’: 1. NaCN; 2. L1A1H4' R v. ' 3. H20 ‘ . CH I #654 + N 3) CHa—CHz-CHz-NH-CHg __l_ 3 0H3 "@H a @4523 2. AggO/HzO/A <3 (CH3CO)20 (1 eq)/H20 IA 0 4) ________ J ‘65 ' ' . ’ f + if -B lILithi 5) RCHzNHz n my um (A e6 Hea— N . . E; - 3 R- CHQBI ‘ ' . ‘ __e H . 6) r 2.LiAlH4/3.‘ #30 - a 3 5L ‘ V H 010°C 7) ' R—CO-NH2 - 2 .’ N0 II.‘ ‘ _.Show detailed reaction lnechanisms for the following reactions, showing the stnicture of the expected major product. OH I LNaOH - 1' (05 6L mam . 79H 3. A ‘0’ «’7 g A,- Baa éfifi "7 a H C’ H; A“; i /8 Pt '} 2 @H a? 1 , Cl“ 2~ 111. Show How you R CHzOH __ R-CHz—CHz-NH-CO-CaHs 1 W m GAE a 3 ‘/ A‘ H - J}; ' "C K ~66! 3% k _. - )7 ~47 'GW— (\/ a a R G B} B A a a) $30 2. OH OH @. _— ' @CHZCH=CH2 1 Who“ air? ‘— A W. _ Provide a systematic name or draw the structure as appropriate for the followmg compounds Evie V. Ran}: the following riompounds in decreasing order of basicity. NH2 NH; NHCOCH3 OH OH é <2 a» o N02 - COOH A B C D E F 32A>ozc > E>F~W High Basicity Scale Low VI. An unknown compound A tjCloI-IleNBr) gave the proton NMR spectrum shown '1. Upon heating with 6M below. IR Spectrum showedstrong bands at 1650 and 1700 cm B (C1H3NB1') and one aqueous HCI a mole of compound A gave one mole of compound mole of compound C (C3H502). Deduce the structures of compounds A. B & C. 1 V\ “fig: \% , b ...
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This note was uploaded on 01/16/2011 for the course CHE 118C OCHEM taught by Professor Nambiar during the Summer '10 term at UC Davis.

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Sample Test 2 key - Chem 118C / F / 09 / Sample Test-2 /...

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