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14 Terms

1
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Sulfonic acid
pKa:
pKa: <0
2
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carboxylic acid
pKa: 2.5-5
pKa: 2.5-5
3
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Imide
R3 must be H+ to be acidic. pKa: 4.5-8.5 (acidic)
R3 must be H+ to be acidic. pKa: 4.5-8.5 (acidic)
4
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Sulfonamide
At least one of the R's on nitrogen must be H+ in order for it to be acidic. pKa:5-10 (acidic)
At least one of the R's on nitrogen must be H+ in order for it to be acidic. pKa:5-10 (acidic)
5
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Thiol
pka: 8- 10.5 (acidic)
pka: 8- 10.5 (acidic)
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Phenol
pKa: 9-10 (acidic)
pKa: 9-10 (acidic)
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Aliphatic or alicyclic
are NEUTRAL
are NEUTRAL
8
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Guanadine
Strongest base. pKa: 12-13
Strongest base. pKa: 12-13
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Amidine
Basic (pKa: 10-11)
Basic (pKa: 10-11)
10
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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
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
11
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alicyclic amine
classification:(2>1>3) basic (pka: 9-11)
classification:(2>1>3) basic (pka: 9-11)
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Imine
basic (pKa: 3-4)
basic (pKa: 3-4)
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aromatic amine
Basic (pKa: 5-6)
Basic (pKa: 5-6)
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Pyridine
basic
basic