ADDITION flowchart

ADDITION flowchart - ADDITION Ring Alkene H2O, H2SO4 Br2...

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ADDITION Ring Alkene H 2 O, H 2 SO 4 HO CH 3 H H Markovnikov [M] Equil., can go both ways H from H 2 SO 4 , HO from H 2 O Excess H 2 O deprotonates Br 2 H Br Br H Trans-addition (on dif. side) NOT enantiospecific (either R R or S, S) Same for Cl-Cl bond Produces racemic mixture Use CH 3 Cl for this H 2 O OH Br H H Instead of binding to another Br, it attaches to H 2 O Excess H 2 O deprotonates and leaves OH Produces racemic mixture Hg(OAc) 2 H 2 O, & ether H Hg OAc OH CH HgOAc (proton) binds to LESS sub. [M] H 2 O binds to carbocation NaBH 4 OH CH H H Cleaves HgOAc and leaves H Achiral Alkyne (R-C=C-H) R-C=C H-Br H H Br - C=C Br H-Br + R H H C=C R H H Br H-Br C=C H H Br Br R H PtCl 2 , H 2 O C=C Markovnikov [M] Happens twice because of the double bond. Similarly, can react with Br 2 - react slower with alkyne than with alkene H 2 O R H PtCl 2 s H 2 O C=C PtCl 2 s HO H R H 3
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This note was uploaded on 04/09/2008 for the course CHEM 0360 taught by Professor Zimmt during the Spring '07 term at Brown.

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ADDITION flowchart - ADDITION Ring Alkene H2O, H2SO4 Br2...

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