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18 Cards in this Set

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ΔG°=?
-RTlnK(eq)
a <-> b
Keq = ?
[b]/[a]
At 25°C, ΔG° = ?
-1.4 logKeq (kcal/mol)
HA + H2O <-> A- + H3O+
Which is the acid?
HA, A- is CB
H2O is the base, H3O+ is CA
HA + H2O <-> A- + H3O+
Ka = ?
[A-][H3O+]/[HA]
pKa = ?
-logKa
A smaller pKa indicates what about the compound?
Stronger acid, better ability to protonate something
A larger pKa indicates what about the compound?
Weaker acid, stronger conjugate base
What kind of relationship do conjugate base and acid have?
Inverse relationship
Conjugate base of CH4?
-CH3
Conjugate base of HF
F-
Order the acids by strength:
CH4, NH3, H2O, HF

Explain the trend
HF 3.18 > H2O 15.74 > NH3 38 > CH4 48
The increase in electronegative across a row means the CB will be able to stabilize itself (weaker), so the acid will be strong
Order the acids by strength:
H2O, H2S

Explain the trend
H2S 7.00 > H2O 15.74
The larger the molecule, the more stable the CB (weaker base), stronger acid
Order the acids by strength:
HF, HCl

Explain the trend
HCl -7 > HF 15.74

The larger the molecule, the more stable the CB (weaker base), stronger acid
Order the acids by strength:
H3C-CH3, H2C=CH2, HCCH

Explain the trend
HCCH 25, H2C=CH2 44, H3C-CH3 50

sp > sp2 > sp3
Less p character, more s character = electrons closer to nucleus = more stable CB
H2O + HA (pKa = x) <-> H3O+ (pKa = -1.74) + A-
logKeq = ?
ΔG° = ?
-1.74 - x
pKa acid on right - pKa acid on left

ΔG° = -1.4 * (-1.74-x)
A- + H2O (pKa = 15.74) <-> HA (pKa = y) + OH-
logKeq=?
ΔG° = ?
y - 15.74
ΔG° = -1.4 * (y-15.74)
R-CC-H pKa = 25
Which base will you use to deprotonate it?
A base where the CA has a pKa > 25
pKa of CA - 25 > 0
ΔG° = -1.4* (+ve) = -ve = favourable, proceed towards the right