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pKa values
pKa values of certain substances
28
Chemistry
Undergraduate 1
01/01/2011

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Cards

Term

[image][image]

Definition
20
Term
HI
Definition
-10
Term
HCl
Definition
-7
Term
H2SO4
Definition
ca. -3
Term
HSO4-
Definition
2.0
Term
[image]
Definition
4.8
Term
H2S
Definition
7.0
Term
NH4+
Definition
9.2
Term
[image]
Definition
10.0
Term
phenol
Definition
10
Term
acetone
Definition
20.0
Term
methanol
Definition

15.5

 

Term
CH3OH
Definition
15.5
Term
[image]
Definition
25
Term
alkyne
Definition
25
Term
NH3
Definition
33
Term
ammonia
Definition
33
Term
C6H6
Definition
ca. 43
Term
benzene
Definition
43
Term
CH4
Definition
ca. 48
Term
 methane
Definition
ca. 48
Term
ethyne
Definition
25
Term
will ammonia deprotonate ethylene?
Definition

yup. ammonia pKa 33, ethylene pKa 25

it's the amide ions that will deprotonate the ethylene, not ammonia itself

Term

pKas of:

ethane,

ethene,

ethylene

Definition

50,

44,

26

Term

 

[image] ,  [image], [image]

 

Definition

15.9, 4.8, -1.9

The trend is due to the fact that the respective conjugate bases get more stable for compounds left to right bc of nr of O atoms. pretty cool

Term
why does ethane has higher pKa than ethene?
Definition
Upon the removal of H from ethane, the e will stay in an sp3 orbital, which is less stable than an sp2 orbital resulting from deprotonation of ethene.
Term
Are e in sp or sp2 orbitals lower in energy?
Definition
sp, because an sp orbital has more s character than an sp2 orbital. An s orbital is more stable bc s orbitals are closer to the nucleus and very low in energy
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