PS1key - ke-Y Chemistry152 Fall,2007 Recitation ProblemSet...

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Unformatted text preview: ke-Y Chemistry152 Fall,2007 Recitation ProblemSet 1 3,2007 September (JohnStanko Recitation Instructor) product each thefollowingreactions, indicating for of of l.Write thestructures themajororganic of is of it where is anissue.(Thisquestion a reviewsome thereactions alkenes stereochemistry fromCHM 151.) g$3 1. al(/ cHe cryc+zcl2 {', cHs 2. cJe Br2tH2o 1--^.-\.i*oU *Br \u e a-( (Y \-/ CHo 1. Hg(OAc)2/CH3OH " 2. NaBDa ---$!.u 4. CHo " 1.BH3.THF 2. H2O2|NaOH/H2O q$i.:b\ D 5(/- AacHt DzlEtoH; Pd/c e$:." H,...D {t+ 7. cr= cr= 9Hs 9Hs 9Hs HI FS: Q ,t tt l-la\ HBr/peroxides ^v\-Brl-^-'r IV| 8. /=n \-J cHsco3H /\\\ k=e-X Set 1 CHM 152;Problem indicating of 2. Write the structures the major organicproductfor eachof the following reactions, whereit is an issue. stereochemistry H HgSO+ HzO,HzSO+, , o-{.,*= q{ \+ H 2 +=_s O>--H Pd D2;Lindlar EtOH '1.NaNH2/EI2O 2. CH3CH2| 3. Na/NH3 4" \V . D.l /f\ lJ I Itt I vrv 4. EtOH s. Ot--H 1. BH3/THF NaOH,H2O 2. H2O2, H tr"A tr o t+ starting below usingthe indicated indicated 3. Showhow you would carry out the transformation materialand any otherreagentcontainingl@carbons or less. If more than one stepis involved, for compounds.Indicateall reagents eachreaction. It is NOT of show the structures intermediate mechanisms. to necessary showreaction to\ Ex.e*-u\ict\,t,. C>\1-C=C- H 6 \tu. \y il,-1j c.-143 ,w c.blZ \-_.. -u, Br v \!ry O rBr cAg-cEc-r ,)4'{- -)r z. g-B. e;*, t'to^/tttr _\y\2 c{gcr*+ b ...
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PS1key - ke-Y Chemistry152 Fall,2007 Recitation ProblemSet...

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