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Pka Chart

This document provides an approximate pKa chart of common functional groups, listing their pKa values. Key pKa values include carbonyl groups at -7, alcohols or ethers from -2 to -3, carboxylic acids at 4-5, ammonium ions at 9-10, phenols at 10, thiols at 10, alcohols at 16-18, water at 15.7, amides at 18, alpha protons of ketones/aldehydes at 20, alpha protons of esters at 25, terminal alkynes and amines at 25 and 38-40 respectively. Aromatic and benzylic groups have higher pKa values of 43 and 41,

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Himansu Bisoi
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373 views1 page

Pka Chart

This document provides an approximate pKa chart of common functional groups, listing their pKa values. Key pKa values include carbonyl groups at -7, alcohols or ethers from -2 to -3, carboxylic acids at 4-5, ammonium ions at 9-10, phenols at 10, thiols at 10, alcohols at 16-18, water at 15.7, amides at 18, alpha protons of ketones/aldehydes at 20, alpha protons of esters at 25, terminal alkynes and amines at 25 and 38-40 respectively. Aromatic and benzylic groups have higher pKa values of 43 and 41,

Uploaded by

Himansu Bisoi
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© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
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Approximate 

pKa chart of the functional groups:  values to know 
 
1.  Protonated carbonyl  pKa = ‐7                                                   Other important pKa’s 
2. Protonated alcohol or ether   pKa = ‐2 to ‐3        H2 = 35  
3. Carboxylic acid   pKa = 4‐5 
4. Ammonium ion   pKa = 9‐10 
5. Phenol  pKa = 10 
6. Thiol  pKa = 10 
7. Alcohol   pKa = 16‐18 
8. Water  pKa = 15.7 
9. Amide   pKa = 18 
10. Alpha proton of ketone/aldehyde  pKa = 20 
11.   Alpha proton of ester   pKa = 25 
12. Terminal alkyne    pKa = 25 
13. Amine   pKa = 38‐40 
14.  Aromatic:  Aryl 43, benzylic 41 
15. Alkene:  vinyl 45‐50; allylic 43 
16. Alkane  pKa = above 50 
 
Examples: 
-7
-2 to -3 -2 to -3
OH O
H
O OH2 4-5

OH

H2
OH SH 10
N
10
9-10
16-18
OH
O O

18 20
NH2 CH3

H
O 25 38-40
H H N
25
O
43
41 45-50 above 50
H
H (vinyl)
H (aryl) H
(allylic)
(benzylic)
H
43  
 

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