Carbon-Centered Radicals - Free-Radical-Induced DNA Damage and Its Repair - page 96

Table 6.1. p K a values of some radicals in comparison with those of their parent com-
pounds, wherefrom these radicals may be formed by H-abstraction. For comparison, the
p K a values of some radicals are also given which can only produced by electron addition
and subsequent protonation (indicated with an asterisk)

Radical pK a Parent com-

pound

Reference

∆ pK a

• CH 2 OH

10.71
10.7

MeOH −4.38 Laroff and Fessenden (1973)

Asmus et al. (1966)

• CH(CH 3 )OH

11. 51
11. 6

EtOH −4.42 Laroff and Fessenden (1973)

Asmus et al. (1966)

• C(CH 3 ) 2 OH

12 . 03
12 . 2

2-PrOH −5.07 Laroff and Fessenden (1973)

Asmus et al. (1966)

• C(CF 3 ) 2 OH

1.70 Hexaf luoro -2-

PrOH

−8.1 Laroff and Fessenden (1973)

• CH(OH) 2

9.5 Formaldehyde

hydrate

−3.8 Stockhausen and Henglein

(1971)

• CO 2 H

2.3 Formic acid −1.45 Flyunt et al. (2001)

• CH 2 C(O)OH

4.8
4.2

Acetic acid 0

−0.6

Neta et al. (1969)
Schuchmann et al. (1989)

• CH(NH 3 + )CONH 2

4.3 Glycinamide −3.6 Rao and Hayon (1975)

9.8 Glycine anhy-

dride

−12.2 Mieden and von Sonntag

(1989)
Muñoz et al. (2000)

10.6 Alanine anhy-

dride

− Mieden and von Sonntag

(1989)

• CH 2 -CH=C(OR)OH

Acrylate * 5.5 − Takács et al. (2000)

6.9 Thy* − Hayon (1969)