0 equivalent equivalents b equivalents 1 2 c racemic

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present in an amount of 1.0 equivalent. equivalents B) * equivalents 1) 2) C) (racemic) * F) (racemic) equivalents 1) 2) D) (racemic) * equivalents 1) 2) equivalents 3) (racemic) O O O O O O O * (racemic) mild H 3 O + CH 3 O - Na + equivalents 1) 2) O O CH 3 E) HO - Na + mild H 3 O + OH O HO CH 3 equivalents 1) 2) O O O CH 3 O - Na + O O O * H equivalents 1) 2) G) equivalents 3) (racemic) O O O CH 3 O - Na + O O O * O mild H 3 O + (no heat) H O
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Signature_________________________ Pg 7 _____________(22) 12. (18 pts) Complete the mechanisms below that shows how HBr adds to a conjugated diene to give both 1,2 addition and 1,4 addition. Use arrows to show the movement of all electrons, and be sure to draw all lone pairs of electrons and all formal charges. If a racemic product is formed, just put an asterisk (*) next to the chiral center and write "racemic" under it. Products H H H H H H H Br major contributing structure minor contributing structure Br Br 1,2 Addition 1,4 Addition Products (4 pts) Draw a circle around the product you drew that will predominate when the reaction is run under conditions of thermodynamic control. Notice this
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Signature_________________________ Pg 8 _____________(26) 13. (3 or 5 pts each) For the following reactions, draw the predominant product or products. When a new chiral center is created, mark it with an asterisk (*) and if a racemic mixture is produced, you must write "racemic" under your structure. If an E,Z mixture is produced as the result of a dehydration step, write "E,Z mixture", but you only have to draw one isomer, not both. These directions are different than you may have seen before, and are intended to make it easier for you. You should read them again so you know what we want. O O 1.0 eq. NaOH (No acid or heat) 1) 0.5 eq. LDA 2) H 3 O (mild acid no heat) O N H / H 1) 2) H 3 O 1) Cl 2) H 3 O O 1) 0.5 eq. NaOEt 2) H 3 O (mild acid no heat) H 3 C CH 3 CH 3 Br
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Signature_________________________ Pg 9 _____________(19) 13. (3 or 5 pts each) For the following reactions, draw the predominant product or products. When a new chiral center is created, mark it with an asterisk (*) and if a racemic mixture is produced, you must write "racemic" under your structure. If an E,Z mixture is produced as the result of a dehydration step, write "E,Z mixture", but you only have to draw one isomer, not both. These directions are different than you may have seen before, and are intended to make it easier for you. You should read them again so you know what we want. H O cat. NaOH (No acid or heat) 2) H 3 O with heating 1) 1.0 eq. LDA 1) cat. NaOH H H O O 2) H 3 O with heating 1) cat. NaOH 2) H H O 1.0 eq.
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  • Spring '08
  • BLOCKNACK
  • Chemistry, Trigraph, H H H C H C N H O H C H H H C C H H C C H H C C H H C C H H C C H O C C H H H H H C H H H C C H C C C O C N H H, Signatur e_________________________, starti ng mat, start ing ma, mol ecul

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