CHEM 212 Lecture : CHEM212 Formulas.pdf
Document Summary
Overview of most reactions emphasized in 30a / 30b: deprotonation/protonation: B or b: any base stronger than r . A-h (or a-d; a-t) any acid stronger than r h where h+, D: alkane formation: corey-posner reaction. (this is not covered in f&b!, li, cui. R x any alkyl or cycloalkyl halide with x = cl, br, i. R" x only primary alkyl, secondary cyclic, or phenyl halide. Ch2br: li, cui n-bu2culi, nucleophilic substitution: sn2. Nu or nu: any good nucleophile; best in polar, aprotic solvent. Cn: alkyl sulfonate formation: formation of a good leaving group from r-oh. R" = ch3 (=>ms; mesylate), cf3 (=>tf; triflate), (=>ts; tosylate) R" racemization at asymetric carbon; planar carbocation as common intermediate. Nu: any weak nucleophile that is too weak for sn2 reaction; best in polar, protic solvent. H antiperiplanar arrangement of h and br in t. s. is required. X = good leaving group such as h2o, br .
