234-E4-SP08_rxn_pka

234-E4-SP08_rxn_pka - A line off of a carbon with no...

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pK a chart: Values are approximate. –R = represents a generic alkyl group. A line off of a carbon with no indicated substituent may be considered an alkyl group. Species pK a HI –10 H 2 SO 4 –9 HBr –9 HCl –7 ROH 2 + –2 ~ –4 H 3 O + –1.74 H 3 PO 4 2 4 ~ 5 NH 4 + 9.2 9.9 H 2 O 15.7 CH 3 CH 2 OH 16 (CH 3 ) 3 COH 18 R–C C–H 25 NH 3 38 ~ 44 > 50 Various Reactions: Reaction conditions are not given for all reactions. Reaction conditions and/or substrates may be general and can vary. Some processes are reversible with varying conditions. Stereochemistry of reactions is NOT given except where indicated. –R = represents a generic alkyl group A, B, X, Y = represent various groups
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Unformatted text preview: A line off of a carbon with no indicated substituent may be considered an alkyl group. HC CR H 2 , Pd/CaCO 3 quinoline syn addition HC CR Li, CH 3 CH 2 NH 2 , -78C anti addition NH 4 Cl R 2 C CR 2 KMnO 4 (cold) OH-, H 2 O pyridine NaHSO 3 H 2 O OsO 4 R 2 C CR 2 1) KMnO 4 , OH -, heat 2) H 3 O + 1) O 3 , CH 2 Cl 2 , -78 C 2) Zn / HOAc Alkene Cleavages: conditions only Hot potassium permanganate Ozonolysis Oxymercuration - demercuration Hydroboration - oxidation 1) Hg(OAc) 2 / THF-H 2 O 2) NaBH 4 , OH-1) BH 3 :THF 2) H 2 O 2 , OH-Selected Hydrations: conditions only Selected Alkene Oxidations: conditions only Selected Hydrogenations: conditions only...
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