OChem 2212 - 5. (12 points -problems 13.24 f 13.28) Give...

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CHEMISTRY 2212 EXAM I January 31, 2007 Be sure to read each question carefully. Partial credit will be assigned where appropriate. To receive full credit you must answer the question completely. Relax and good luck!! SCORE 1. (10 points- problem 12.47) Propose structures for compounds that fit the following I HNMR data: 10 0 (a) CSHIOO (b) C3HsBr 2. 0.95 b (6H, doublet, J= 7Hz) 2.10 b (3H, singlet) 2.43 b (lH, septet) I~ 3. 2.32 () (3H, singlet) 5.35 () (lH, broad singlet) 5.54 () (lH,broad singlet) q 4. 5. I A 6. 1~ ;2. . 7. to 8. I()O TOTAL I:l.:I ~ z 2. (10 points -problem 12.31) How many absorptions would you expect to observe in the 13C NMR spectra of the following compounds? 5 3 (b) CH3CH2OCH3 (a) 1,1-Dimethylcyclohexane Co (d) 3-Methylpent-l-yne (c) tert-Butylcyclohexane ~ 00 4- (e)
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4 4. (9 points -problem.12.34) I Identify the indicated sets of protons as homotopic, enantiotopic, diastereotopic or none of t~e above. " .H~~I XX H H HH /~ 0 """""U'X/ H H H OH """""XX"" /H H, ! \ ENFtNTlbT6'-,c. .; -r;,/ Pr~7eR. .EOTO 'PIC- D I ft~T ~EOTO~ 1<-
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Unformatted text preview: 5. (12 points -problems 13.24 f 13.28) Give IUPAC names for the following compounds: OH I CH3CHyHCH2CH3 ~ -ETH&quot;I L..1-tEXA-N- ,2. .-0L CH2CH2CH3 ~- 2- fV\ETH-'/LC-. .'-fC-LO He~T- +-E:~-I-O La AcOH ~ -C.- '-I L L.D ~ U ~N E -I )&quot;&quot;!:. -D , C L HO~ H3C I H3CCH 5&quot; -I ~OP1l.OP'fL.- 2- MET1t&quot;&quot;L.rl&quot;f~OL 6. (a) 2-Phenylbutan-2-o1 (show all three possibilities) (16 points -problem 13.8) Use a Grignard reaction to prepare the following alcohols: ?H C-CI-I_-Q-i , I 'L 3 I CH3 (b) Benzyl alcohol C H20H 6 (21 points -problem 13.26) Draw the seven isomeric alcohols of molecular formula CSH120 that react with crO3 in aqueous acid and show the products you would expect from each reaction. crO3 / H+ L (-t~ C-l4 2. . cJ-I CD~ H r i c. . H ). .. 01-1 L c.. 7 8. (10 points -problem 13.59) Identify the reagents a-e in the following scheme: OH b CH3 ~ e c a) c..H&quot;!fV\~~r \ e t&quot;&quot;e. .r' 14~SO ) H_o (~poct~ &quot;) ~'{r b) c) d)-t-H'3.0 e)...
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This note was uploaded on 10/04/2011 for the course CHEM 2212 taught by Professor Habbard during the Spring '08 term at University of Georgia Athens.

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OChem 2212 - 5. (12 points -problems 13.24 f 13.28) Give...

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