fall-07-zimmerman-q5-key - 7 I‘m mew“ Man Quiz 51 He...

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Unformatted text preview: 7 I‘m mew“ Man Quiz 51) He Organic Chemistry 345 Name (Please Print Clearly) Fall 2007 Give the products of synthesis as isolated after workup. e y7/tobE/[ 1) Diethyl Adipate —-——>- Em NaOEt 1 KNH L' \, fl , ”CH Pin 2) CH3—g-CH2-g-CH3 )2 2’ 'q NH3 cog LE ”CHL C}, C “2. 3' O O 2) Benzyl Bromide o O 90-h 3) Ethyl Propionate -—-——> Cfi’ll CHI/”(1‘7 :t 00061 NaOEt C COOMe 1 N OM , EtB 4) Ph-CH ) a e r ”“th 4200” \ 2) Oil NaOH A / COOMe 3)A11OOC ET 1) NaOEt , IT A 5) CH3ucli-CH2-C00Et W (BL-‘3 ([1,. “4:54 A’OOE’fD t_ . o 0 ~ iii 6) N OE ' ' Ethyl Benzoate + Ethyl Butyrate —a-t—- yl‘uQu”§ll‘C°° Bf (5’ fit, h , ET Me CH-COOMe %4 9+ w ”‘3 C” . 7) 2 Ph3C:'Na+ Me} i ‘37 j.“ 8) Th Ml _ CH -C-CH-COOEt ——-———- . florént 3 II on. NaOH Q H3 Ir 2’ O 0 PL) 9) t 2NaNH ._ Ph—g—CHzm—lclz—Ph + Bromobenzene ——*". NH2 Pia-'fiqjfi’g yiL‘ O O LIq 3 O O 10 ) Number the following in order of Increasing basicity (1 Least basic, 4 Most basic) CH3CH2CH2:' i, LDA 3 , Ethoxidc f’ ,Ethyl Acetate Enolate _'-'t.’_. ...
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