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Sample Test 2 - Chem 118C F 09 Sample Test-2 Nambiar anic...

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Unformatted text preview: Chem 118C / F / 09 / Sample Test-2 / Nambiar anic product (5) formed in the following I Draw the structure of the eXpected org me that all reagents are present in reactions. Unless mentioned otherwise, you can assu excess. If no reaction occurs, write "No Reaction". 1. Br;/ hv 2. NaOH l. C6H5-CH2-CH3 1. NaCN; 2. LiAlH4 2) R-CHzBr .__ __ _ _..._. 3. H20 1. CH3I 3) CH3-CH2-CH2-NH—CH3 2. A320 [H20 / A OH -‘ (CH3;C0)20(1 eq) / H20 I A 4) V .__ NH: n-LBu lLithium 5) RCHzNHz __ ty 1. N2N3 R- CHzBr ' - "_—._“_———"' . 6) 2. L'LA1H4 i ‘3'. H120 _ H20 / 0°C 7) R-CO-NH; - IL f , ' .. Show detailed reaction mechanisms for the following reactions, showing the structure of the expected major product. OH 1. Na0H 1. © 2. CH2=CH-CH213r . 3. A following transformations showing the III. . Show now you would carry out the reagents you would use in each step and the structure of the intermediate products formed. a) 1. R‘CHZOH _..______. R-CHz-CHz-NH-CO-C6H5 2 OH 0H (6 ‘ ‘ CH2CH=CH2 IV. V _ Provide a systematic name or draw the structure as appropriate for the followmg compounds. 1- O—NH-CHs 2. N-Methyl ethanamide 3. CaHs-CHz-CHz-N(CH3)2 4. m-Nitmphenyl ethanoate .Rank the following compounds in decreasing order of basicity. V. NHz NH2 NHCOCH3 OH OH - -' CH3NH2 é) o? [5 (>5 N02 COOH A B C D E F ______________________ . High Basicily Scale Low ave the proton NMR Spectrum shown VI. An unknown compound A (CloHnONBr) g g bands at 1650 and 1700 cm4. Upon heating with 6M A gave one mole of cempound B (C7H3NBr) and one f compounds A. B & C. below. IR spectrum showed stron aqueous HCl a mole of compound mole of compound C (C3H502). Deduce the structures 0 ...
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