Evaluating Possible Reactions

## Reactant

## Reagents

CH3NH2 heat | Jones' Reagent (CrO3 in aq. acid) | KMnO4 (aqueous) heat to reflux | CH3MgBr excess in ether H2O workup
(CH3CO)2O in pyridine (acetic anhydride) | 10% H2SO4 heat to reflux | (i) Mg filings in ether (ii) acetone, followed by water. | NaBH4 (in ethanol)
(i) LiAlH4 in ether (ii) H2O | NaCN (in acetone) | (i) DIBAH, 1eq. -78° C (diisobutylaluminum hydride); (ii) H2O ; | C6H5Li excess in ether H2O workup
PCC in CH2Cl2 (pyridinium chlorochromate) | Br2 FeBr3 & heat | 10% KOH heat to reflux | C2H5OH acid catalyst & heat

Mark those reagents you believe will react with the selected compound (shown in the colored box).

This script written by William Reusch, Dept. of Chemistry, Michigan State University. Please send comments and corrections to whreusch@pilot.msu.edu.