Test_1a_soln - Test la Name 0 Chem 2536 Pledge: I have...

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Unformatted text preview: Test la Name 0 Chem 2536 Pledge: I have neither given nor received information on this test Sping 2006 Table of Some Reagents i) KNIan 2) not 1) Zurtvlg), H61 2) “on NBS, A, ROOR M1102 NaN03, HCI, 09C 1) Provide the eiectrophiiic aromatic substitution mechanism for the reaction below, Include the 12 _ mechanism for the formation of the electropliile.‘ Use arrows to Show electron movement. Pl; Provide resonance structures and the resonance hybrid for the intermediate Label the titteleopliile, electrophile, and rate determining step” NLJ‘: 0 H r H. __ «\"\6\ 'i” N O em \ -- z < HN03 K1,; 0 M W7 K/ D" . + azso4 +N (Cris). 1'" “ac—NWCHE. 3 CH MN “CNS (Ezra /I\ 3 l 3 0 V c, u? S Wail-:6}— rA ‘ KD / Mpg/0r l <3 2 A, r 0;:l’50 +N (( “593 r; t /\ 4/ 1A \4‘9’ +N (($93 CAquAi l C. m Trim-EbtA-re. 2) Circle the aromatic compounds [0 $15 e @ . n D r . 3) Pmpose a mechanism to Show the formatlon 0f the followmg product from the gwen reagents OP'lS Wm + HF mmme% I i > CH \ 3 \/ Y::EE::::§5‘CHB 506- 4) Rank the following aromatic compounds from most nucleophilic (I) to least nucleophilic (3) in the blanks below. (7 P475 ll 0 CH3 H l COCHS O—C~CH3 CH2 [\J QPTS 5) Show the partial charges on the carbons of each ring. 6) Fill in the blank (2 pts ea)‘ Use the following choices to fill in the seCOnd blank in each statement: A — has heavier atoms B w is more polar C - is more like a single bond D — is more like a double bond Z‘pis‘ em The CWN bond has a (stronger 01' weaker) 3 i m A5; a!" absorption than CflC bond because the C=N E2 The CEO stietch of an amide, l-lCONRg, vibrates at a (higher or lower) L“ W 511. frequency than the CEO stretch ol’ a ketone, Cl‘lgCOCH}, because the amide C/ 7) Show the structure for each named compound below. Ll pl’s Link a. 1,2,4 - ti‘imethylbenzene b. :nela-ethylstyrene CW3 / “""--.. Lu infrared S ectrosco Bond C%N Cw?C CEO CmN Q (alcohol) OWH Absor tions Wavenumber éaiensit 22602220 2260-2108 1680-1600 mecéium medium to weak medium 1550—1550 medium 4600 and ~1500-14300 Sérong to weak WED—1650 strong nae-1050 straw $2304 020 medium 36506200 strong, broad 3300—2500 strong. very broad (carboxylic acid) NWH C~H (aliphatic) C-H (aidehyde) 3500—3800 medium. broad 3100-2800 strong 2900—2700 medium gplrs 8)a.. From the given structures, circle the compound that corresponds to the infrared SpE‘Cil‘lim.. a For the infrared spectrum, label the absorptions indicated in the blanks provided. Z "9+3 6% 9 CCH3 E CHacwCHs CH3 A "1 r. / .H_ ‘L‘ I. \ . r f I! l' "1 .l 5 l I' r i i . ! 'k j i 5‘ ' 3 ’ t 2 l. g 1 ,r E . MN § ' I " Ir a. ‘ I i i! Hr ‘. g ' . ; 4 . a r! ¥ ! I: v 3450 3000 2000 i 700 [000 800 \‘s’nvenumhcrs (c 1-1) OHM 044 C50 9) Give the major organic product(s) ofthe foilowing reactions g—Pjrg gig“ an O to II n \A C 012/ AiCl3 Q / \ GwN \ , T. c: 1* :— N Dem” , r— Mo RE I r" C I [LE/ACT! V E; RAN (7 Ln Cl J” N/ 0 H \ H36" / 1 .—.—_—.~.———>p \ ‘D‘ |\.)t"“\ adj/ALT 0 CH3 / CH1 CM; {gr—OJ NBS, ROOR, heaf: { / \szmcgk \ 1 M ¥9WMDNATMLM ‘ "‘“N 0:: may HG 91’“ [email protected] d. O / O / ’\ __ H30 cr “‘3 f? __ M? O 0 C,— N Mwa‘wr ‘3 , QIAZ 0/? gugcuz“ O’LY H (Eu 6‘. 6* Quiz—C g 3 \L K H2304 O \1 n \ fi + h 0 0 N *E a” \V O D M 2+— N Z. IO)P1‘ovide the methods and reagents necessary to prepare the following ptodncts from the given starting material Show the products of your intermediate reactions. 3" 9>ts each 5? CCH3 UCH CH 31 mo: 3 W02/ sosn EHZCH; mam; \/ \ {41904 / iv” v \ l *5ng b. an CHCH3 3 cu- Almg , . / H 3 ME fist—(CHE OH LU L (A \ \ 3 CH(H§ \‘ty \ \ “LN EN / m CH / 5‘ \XNO cit—‘3 1 3 ' Niki“; Hl§0\{ ;\ CH-HCHE MCI 00(— \j W“; (baffling 9 u “ M ‘7 /' (E) “oLx \ Extt‘aCz‘ediHSptg N01 NMZ What can be found in American currency that helps prevent counterfeiting? «sq—KW /rp,¢\~;- AESofigg we're: mote—r [LADIA'Tg’OA/ ...
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This note was uploaded on 05/07/2008 for the course CHEM 2536 taught by Professor Berg during the Spring '08 term at Virginia Tech.

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Test_1a_soln - Test la Name 0 Chem 2536 Pledge: I have...

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