reaction_table_last

reaction_table_last - SM Reagents HX in ether Product(s)...

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SM Reagents Product(s) Mechanism Regiochem Stereochem HX in ether X E-addition (alkyl C + ) Markovnikov syn/anti HX in ether kinetic TD X + X E-addition (allyl C + ) Markovnikov syn/anti E (major) Z form when appropriate HX in ether 1 eq. XX HX X E-addition (vinyl C + ) or termolecular mechanism Markovnikov syn/anti Trans alkyl products when appropriate H 2 O/H + OH E-addition (alkyl C + ) Markovnikov (reversible) syn/anti HgOAc 2 /H 2 O; NaBH 4 OH E-addition (mercurinium ion) Markovnikov anti CC H HgSO 4 /H 2 O H 2 SO 4 HO O E-addition (vinyl C + ) Markovnikov mostly anti but lost in tautomerization BH 3 -THF; H 2 O 2 /HO - OH E-addition cyclic TS (concerted) anti- Markovnikov syn H BH 3 -THF; H 2 O 2 /HO - H O E-addition cyclic TS (concerted) anti- Markovnikov syn but lost in the tautomerization BH 3 -THF; H 2 O 2 /HO - O E-addition cyclic TS (concerted) anti- Markovnikov syn but lost in the tautomerization X 2 in CCl 4 X X E-addition (bromonium ion) (Markovnikov) anti X 2 in CCl 4 X X X X kinetic TD E-addition (allyl C + ) (Markovnikov) anti/syn H X 2 in CCl 4 X X X X 1 eq. 2 eq. X X E-addition (vinyl C + ) (Markovnikov) mostly anti E product preferred
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SM Reagent s Product(s) Mechanism Regiochem Stereochem X 2 /H 2 O or NBS/H 2 O in DMSO X OH E-addition (bromonium ion) Markovnikov anti X 2 (uv light) X X + radical chain reaction major product decided by radical
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This note was uploaded on 03/01/2011 for the course CHEM 030.205 taught by Professor Klein during the Fall '09 term at Johns Hopkins.

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reaction_table_last - SM Reagents HX in ether Product(s)...

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