oxidation reduction

NaBH4

Reduces aldehydes and ketones to alcohols. Does not reduce esters or carboxylic acids.

LiAlH4

Strong reducing agent that reduces aldehydes, ketones, esters, carboxylic acids, amides, and nitriles.

PCC

Oxidizes primary alcohols to aldehydes and secondary alcohols to ketones.

Dess-Martin periodinane

Mild oxidizing agent that converts primary alcohols to aldehydes and secondary alcohols to ketones.

CrO3

Strong oxidizing agent. Converts primary alcohols to carboxylic acids and secondary alcohols to ketones.

KMnO4

Strong oxidizing agent. Oxidizes benzylic carbons with benzylic hydrogens into carboxylic acids.

H2/Pd

Catalytic hydrogenation reagent that reduces alkenes to alkanes and nitro groups to amines.

H2NNH2 KOH

Wolff-Kishner reduction. Converts aldehydes and ketones into alkanes by removing the carbonyl oxygen.

DIBAL

Partially reduces esters into aldehydes.

O3 Zn H3O

Ozonolysis with reductive workup. Cleaves alkenes into aldehydes and ketones.

O3 H2O

Ozonolysis with oxidative workup. Cleaves alkenes and oxidizes aldehydes into carboxylic acids.

Na metal NH3 dissolving metal reduction

Reduces alkynes into trans alkenes.

H2 Lindlar catalyst

Reduces alkynes into cis alkenes.