Pka Values Answers – Flashcards

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question

[image][image]

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

15.5

 

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

yup. ammonia pKa 33, ethylene pKa 25

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

question

pKas of:

ethane,

ethene,

ethylene

answer

50,

44,

26

question

;

[image] ,; [image],;[image]

;

answer

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

question
why does ethane has higher pKa than ethene?
answer
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.
question
Are e in sp or sp2 orbitals lower in energy?
answer
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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