2004 test1B - CHEMISTRY 65.2203/7 ('04) ; TEsT #18. _ Name:...

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Unformatted text preview: CHEMISTRY 65.2203/7 ('04) ; TEsT #18. _ Name: (MARKS) . - r 1. FOR EACH, OFJ'HE MOLECULES BELOW, ASSIGN THE HYBRIDIZATION AND ' ‘ _ chMETRY OF EAGH’CARBON Ag. ALSO PROVIDE THE SYSTEMATIC NAME. ' @3 (5') 0 4 , I - _ @kgsp _ M 7’ ‘: /-<p) L (6) SF” cpzw _ V @519 S I v , ’frf‘jand Maul I??? . -&W ' L ‘ 5! ® $3.44 “Wendy- 3\ ggwama L‘I‘AW I 7, 3 1 g [‘46 2a. PHYSICAL PROPE IES: Which substance is less dense: hexane or water? 4 W0) ' 1 , p , _ I . ( ) . ' jun 0M4, (D b. Why does molecular symmetry of alkenes affect melting :points more than boiling \v I M U; ,1? ‘ 7:3 wmw 90¢; “La/4.42022. ~—.——-——-—’ ‘ @mmefiy a/Mmu ,, god/1'13 ff .- 147L415! egg WWI/Ian vaints? I x W M (I) V H '8)‘ SHOW THE REAGENTS NECESSARY FOR EACH REACTION: " “"Z ‘ CH2 = CH2 gr” BrCH2 - 011213: I 1. base 2. CH3I , H7,/ :96 CH3- c= CH2 -——> v /I( "‘90 OH N v 2 A0 b. (8) SHOW THE STARTING MATERIAL WHICH WOULD LEAD TO THE PRODUCTS SHOWN: @ M 0“ 1-BH3 2. H00- , I ' Li, NH3 _ * - I _, =... ——----> . ¥ r" r- ! hv I . HOG/3 or 012612 or CH6!) {5% CHH .———-> ~ CCl4‘ cm z 202/?- (ov) Tm lg 3c.(8) SHOW THE EXPECTED PRODUCT OF THE FOLLOWING REACTIONS: ‘ r‘ H -- Br2.H20 _ _——> H01 HBr ' H2, Lindlar cat ll 4:. MECHANISM: Draw a mechanism for the following reaction, showing all intermediates, We our ' am w; 40 show Merlin» non/em”: i1; ‘ ‘7 HQ T1: ' M ' -’ ~ 7* -- H9 212: ,5 . , * ' ‘ l ' ‘ f ( ' ' N , H _ _ ‘ ~ K "\O/l’l I are {if @ H 6 H @ 7 H ‘@ 2% MW -:----' ‘ “(Um ink/womb l ‘ [Me/mm 2. ‘ 'b. MECHANISM: Draw a reaction energy diagram for the addition of HI to l-butene, shoWingghowthe two products are formed via the appropriate carbocationic intermediates. (1 ~A¢¢vm .1: .v) (6) 5. . DEDUCTION: Compound A with formula C3H12 reacts With 2 equiv of Hz over a Pd catalyst to give a cyclic hydrocarbon. Calculate the degree of unsaturation of A. When oxidized with an excess of hot KMnO4 solution, A gives two identical fragments: H02CCH2CH2C02H. What is the structure of A? Show your ' reasoning and write out each chemical reaction. w » ‘ ' 917a .2 mm :9. :3 a, 2 44 7° ‘1 0V6 ‘f/wfia ' I Hz/pd' 7 - ./ I ’ ll: 0 -9 . l WWW I ' Z (6) ...
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This note was uploaded on 07/28/2009 for the course CHEMISTRY CHEM 2203 taught by Professor Levin during the Spring '08 term at Indian Institute of Technology, Chennai.

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2004 test1B - CHEMISTRY 65.2203/7 ('04) ; TEsT #18. _ Name:...

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