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Sulfonic acid

pKa:

carboxylic acid

pKa: 2.5-5

Imide

R3 must be H+ to be acidic. pKa: 4.5-8.5 (acidic)

Sulfonamide

At least one of the R's on nitrogen must be H+ in order for it to be acidic. pKa:5-10 (acidic)

Thiol

pka: 8- 10.5 (acidic)

Phenol

pKa: 9-10 (acidic)

Aliphatic or alicyclic

are NEUTRAL

Guanadine

Strongest base. pKa: 12-13

Amidine

Basic (pKa: 10-11)

Aliphatic amines are...

either surrounded by a hydrogen or a saturated carbon. The number of saturated carbons attached to the nitrogen determines the classification. (2>1>3) basic

alicyclic amine

classification:(2>1>3) basic (pka: 9-11)

Imine

basic (pKa: 3-4)

aromatic amine

Basic (pKa: 5-6)

Pyridine

basic