PK Value Chart - Final - Send
PK Value Chart - Final - Send
4.2 HCCH 25
NH2
O 27
||
CH 3COH 4.8
(C6H5)3CH 31.5
H2CO3 6.4
NH3 36
O O
|| ||
8.9 41
CH 3CCH 2 CCH 3
HCN 9.1 CH2=CH2 44
46
10.0
CH4 50
CH3 – NO2 10.2 _______________________________________________
Amino-acid
NH3 (8.95)
15
NH
Lysine (Basic) H3N COOH
CH3OH 15.5 (10.79) (2.18)
CHCl3 15.5
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Acidic strength order from NCERT (pKa data based)
CF3COOH > CCl3COOH > CHCl2COOH > NO2CH2COOH > NC-CH2COOH > FCH2COOH > ClCH2COOH >
BrCH2COOH > HCOOH > ClCH2CH2COOH > C6H5COOH > C6H5CH2COOH > CH3COOH > CH3CH2COOH
Direct attachment of groups such as phenyl or viny to the carboxylic acid, increases the acidity of
correspoinding carboxylic acid, contrary to the decrease expected due to resonance effect shown below :
O –
O
H2C = CH — C H2C — CH = C
OH
OH
This is because of greater electronegativity of sp2 hybridised carbon to which carboxyl carbon is attached.
The presence of electron withdrawing group on the phenyl of aromatic carboxylic acid increases their acidity while
electron donating groups decrease their acidity.
_______________________________________________________________________________________________
1. Benzene 36
2. Naphthalene 61
3. Anthracene 83
4. Phenanthrene 91
5. Pyridine 28
N
6. Furan 16
O
7. Thiophene 29
S
8. Pyrrole 22
NH
9. Cyclopentadiene 3
10. Butadiene 4
11. Ethene CH2=CH2 0
N
12. Imidazole 22
NH
Vibrant Academy (I) Pvt. Ltd. "B-41(A)" Road No.2, IPIA, Kota (Raj.) Ph. 0744-3507788 (www.vibrantacademy.com) [2]