ORGANIC CHEMISTRY I
ORGANIC CHEMISTRY I CHEM 333
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This 4 page Study Guide was uploaded by Willow Hessel on Monday October 26, 2015. The Study Guide belongs to CHEM 333 at University of South Carolina - Columbia taught by Ta Bryson in Fall. Since its upload, it has received 72 views. For similar materials see /class/229607/chem-333-university-of-south-carolina-columbia in Chemistry and Biochemistry at University of South Carolina - Columbia.
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Date Created: 10/26/15
Chapter 7 study sheet Write the i products of each reaction ii provide a mechanism including electronic arrows iii name IUPAC the products and iv propose how to prepare or synthesize the target as indicated for each problem CH3 H CH3 c H gt i3 2methylhex3 yne H30 39139 36 31043 Hacv cscC CH3 H H 1 i ii iii H2 C H H20 2 Lil HSCCEC6HuC HacCECH CH 1 CH3 CH3 3 ii iii H3C3939 H H30e H HscxpentZvne H2Oquot l HSCC BI gt IN Hzc CQ gt C 2 IN H H30 C CH H3O c CH c CH xs Br 0 3 C 2 C 3 BL H39 CH H2 H0 H2 H2 3 H30 HacibCHS I H3C CH 4iii W m iii 0 30 0 3 LBC gt H2 W enolunstable C H BIC H HZO2 HH CH 39 H H B o CH H B LII i H u 3 twoketones 539 H EH3 H C IC CtH H b C CCH enols unstable CmCH CH3 CH3 NaO CH3 CH3 3 H30 CLH H202 H30 CLH chchc CH3 H30CC CH3 39 u H O H HC CH Hc 01 39c 3 IS IC 9 H Hsc C H CH3 H H 01 H9 H H Hg g CH 39 L H9 CH3 iiiQcCIH3 H3CCC CCHH HscTCcEH cCltH C CH3 gt 59 i7 397 0 CH3 H3C0H 39H H 0H H3C t kt aquotdquotiquotquot H quotquotquotquotquotquotquot quotC39li quotquotquotquotquot quot CPL W0 eones 43 C enolsunstable F3910 83 HgC C CH3 Hg C LCH3 0 CCH e Cgc CigH H C CC CHS H C b H3Clc C 1 413 H D H H O H H Hg H C e Hcf Br H30 0 C C 2 C H H H30 C 00 CH3 don39t have to Show mechanismsarrows H dd 2 carbons yne to cis ene 3 8iv VHuZgt gt H Hz j H l 2fLindIar ig QT H H Brz l e 1 BH3 2 AcOHA HZN H3C CH3 CCC X H H H H H H CI CI H Hi H3C Cc H C gt C 3 CC CH3 3 CH3 HC A 1001 3 c CEc CH3 1 equiv HquotH H H HquotH e H gf andQQ H H3C ICi C CCH3 CCl CH3 H H H H H M add 2 carbons Etrgns DiBr ene Br H 39gt C gt VJ gt SJ H2Ne Brz Br 2009 Chapter 7 study sheet Write the i products of each reaction ii provide a mechanism including electronic arrows iii name IUPAC the products and iv propose how to prepare or synthesize the target as indicated for each problem H 32H H H 1 i ii iii 5 CH3 H H 9920 c cco 39 H H C1 I H e 2 39v 390 Br csc CH3 gt 3 in iii H3Cve Br N H0 Brgtltj gt 3 leq leq BH i 4 2 Lil 0H HCEClt gt NaO H202 5 i n i ii i BH3 CECJ Nao H202 H 601quot H3C CEC C Hgso4 H20 70v HHH H H H H30 lC CC H quot1quot c C CH3 H H3C CrQ HH H 7 H 8iv lt gt quotquot gt H 9 iv H H3 Hsc CCH3 mtquot H3C CH l gt q Cx H H H H 10iii 3 CCECCH3 HCI HquotH 1equiv 2008 Name TA Study Sheet 10 and 11 Provide two different reagents i and ii for conversion of the alcohol to a bromide and show the bromide Which of these reagents would convert the given ether to the same bromide iii 1 reagent bromide product 3 L same bromide to products products 22 ll INEt3 39 Cl S R gt acetone I O 1 R CH3 Ph or CF3 2 ME H V o o 4 o I II Ilo o V o Qg Q prep by prep by 51 N AOW 5N2 lt0TMS N3 8 Provide the IUPAC name including stereochemistry if appropriate 0quot El w 9 I O D In 9 Draw the structure including stereochemistry for 4S5R 45epoxy1hexano
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