final%20exam%2007May3

final%20exam%2007May3 - Spring 2007, 4:122 Final Exam Name_...

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Name_____________________________________ 1 Spring 2007, 4:122 Final Exam (Print) ID _______________________________ ____________ 1) Select the starting reagent(s) [substituted benzenes, Ph-G] that will successfully yield alkylation with CH 3 Br and AlBr 3 . Choose all that apply by entering the letters on the line next to the question number. [4 pts] G = A -CH 3 B -NHC(=O)CH 3 C -OH D -NO 2 E -C N G -NHCH 3 ____________ 2) Select the reactions that represent ways to make aldehydes OR ketones. Choose all that apply by entering the letters on the line next to the question number. [4 pts] starting material reagent(s) A CH 3 CH 2 CO 2 H 1) LiAlH 4 2) H 3 O + B CH 3 CH 2 CO 2 CH 2 CH 3 1) DIBAL-H 2) H 3 O + C (CH 3 CH 2 ) 2 C=NH H 3 O + D propanamide 1) LiAlH 4 2) H 3 O + E butanenitrile 1) CH 3 MgBr 2) H 3 O + G CH 3 CH 2 COCl 1) CH 3 MgBr 2) H 3 O + ____________ 3) Select the reactions that represent ways to make alkoxides or alcohols. Choose all that apply by entering the letters on the line next to the question number. [4 pts] starting material reagent(s) A CH 3 CH 2 CO 2 H 1) CH 3 Li 2) H 3 O + B CH 3 CH 2 CO 2 H 1) LiAlH 4 2) H 3 O + C CH 3 CH 2 CO 2 CH 2 CH 3 HO - ---- D CH 3 CH 2 CO 2 CH 2 CH 3 1) PhCH 2 MgBr 2) H 3 O + E butanenitrile 1) CH 3 MgBr 2) H 3 O + G (CH 3 CH 2 ) 2 C=NH H 3 O + ---- ____________ 4) Select the molecules whose structures are consistent with these spectrocopy data: strong stretch between 1750-1700 cm -1 ; broad peak at 3400 cm -1 ; not any peaks at or near 2250 cm -1 . [4 pts] A H 2 NCH 2 CO 2 CH 3 B HOCH 2 CH=CHCH 2 C N C propanoic acid D 3-hydroxy-2-pentanone E HOCH 2 C CCH 2 CHO G butanamide
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Name_____________________________________ 2 ____________ 5) Which functional groups have carbon in the same oxidation state as the carbonyl carbon in an aldehyde? Choose all that apply by entering the letters on the line next to the question number. [4 pts] A hydrate in chloral hydrate B lactone C lactam D cyclic hemi-acetal formed from open chain form of glucose E nitrile G enamine ____________ 6) Which compound types will NOT be significantly deprotonated (< 5%) to an enolate using tert - butoxide? tert -Butanol has a pK a = 18. Choose all that apply by entering the letters on the line next to the question number. [4 pts] Compound type pK a A 1,3-dinitrile 11 B aldedyde 17 C 1,3-diester 13 D ketone 19 E ester 25 G β -ketoester 13 ____________ 7) Select statements that are TRUE concerning amines in nature. Choose all that apply by entering the letters on the line next to the question number. [4 pts] A Phenethylamines include neurotransmitter and illicit analogues like LSD.
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This note was uploaded on 02/16/2010 for the course CHEM 122 taught by Professor Pienta during the Spring '08 term at University of Iowa.

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final%20exam%2007May3 - Spring 2007, 4:122 Final Exam Name_...

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