Assign - organometallic chem 1

Assign - organometallic chem 1 - (CH 3 ) 2 Cd e MgBr :...

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Assignment Organometallic Chemistry 1. Indicate the organic compound(s) formed in each reaction below. (In reactions involving an organometallic reagent, before giving the product(s), do the following: (1) Write the organometallic reactant in its “ionic form” (C : - metal + ) [Note: in reactions “g” and “j”, the organometallic reactant is already shown in its ionic form.] (2) For each organometallic reactant, indicate whether the carbanion component will function as a base or nucleophile in the reaction. CH 3 -CH 2 -Cl (CH 3 ) 3 C-Br (CH 3 ) 2 CHLi a. + Li b + Mg c. + CuI d. CdCl 2 + CH 3 MgCl 2 2 O [(CH 3 ) 2 CH] 2 CuLi CH 3 CH 2 CH 2 -Br O CH 3 MgBr MgBr + H 2 O + CH 3 CH 2 MgBr + + e. f. g. h. (CH 3 CH 2 CH 2 ) 2 CuLi + CH 2 -Br MgBr + HOCH 3 .. .. i j
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1 (con’t) CH 3 -C C : Na + CH 3 -CH 2 -Cl 2 CuLi CH 3 -CH 2 -I + (CH 3 ) 2 CuLi + CH 2 C CH 3 Cl CH 3 -C CH 3 CH 3 : Li + H 2 O k l m n .. : GO TO NEXT PAGE FOR ANSWERS
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ANSWERS CH 3 -CH 2 Li (CH 3 ) 3 CMgBr (CH 3 ) 2 CH 2 CuLi a. b (CH 3 ) 2 CH Li : CH 3 : Li ( + LiCl) c. ionic form = organic product = d. ionic form = organic product =
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Unformatted text preview: (CH 3 ) 2 Cd e MgBr : ionic form = organic product = CH 3 CH 2 f MgBr : CH 2 OH CH 2-CH 2-CH 3 ionic form = organic product = g [(CH 3 ) 2 CH]CuLi (CH 3 ) 2 CH : (CH 3 ) 2 CH-CH 2 CH 2 CH 3 (CH 3 ) 2 CHCu + ionic form = organic product = h. CH 3 MgBr MgBr : HO ionic form = organic product = i. (CH 3 CH 2 CH 2 )CuLi CH 3 CH 2 CH 2 : ionic form = organic products = CH 2 CH 2 CH 2 CH 3 + CH 3 CH 2 CH 2 Cu ionic form = organic products = j. MgBr : (answers, cont) CH 3-C C : Na k. ionic form = organic product = CH 3-C C CH 2 CH 3 ionic form = organic products = l. CuLi : CH 2-CH 3 Cu + m ionic form = organic product = (CH 3 )CuLi CH 3-C CH 3 CH 3 : Li CH 3 : CH 3 Cu CH 2 C CH 3 CH 3 + ionic form = organic product = n CH 3-C CH 3 CH 3 H...
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This note was uploaded on 04/07/2009 for the course CHE 312 taught by Professor Drake during the Spring '08 term at American International.

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Assign - organometallic chem 1 - (CH 3 ) 2 Cd e MgBr :...

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