Table 5.
Spin-trapping of aniline-derived free radicals formed by HRP/H2O2 using MNP.
| Coupling constants (aryl nitroxides) from references (G)* | Coupling constants using HRP/H2O2 (G) | |
|---|---|---|
| aniline | aN=11.86, aHo=2.16, aHm=0.92, aHp=2.21 (Nelsen et al., 1972) | aN=15, aHo,p = 1.6, aHm = 0.92 |
| p-toluidine | aN = 13.6, aHo= aH(CH3) = 1.86, aHm = 0.93, (Lemaire et al., 1965) | aN=15, aHm=0.99, aHo,p-CH3=1.7 |
| m-toluidine | aN=13.45, aHo,p=1.8, aHm=aH(CH3)=0.6 (Barbarella and Rassat, 1969) | aN=15.5, unresolved H-splittings |
| o-toluidine | aN=13.5, aHo=0.8, aHm=0.6, 0.7, aHp=0.39, aH(CH3)=0.24, aH(tbu)=0.23# (Calder and Forrester, 1967; Calder et al., 1970; Forrester and Hepburn, 1970; Torssell, 1970; Pedersen and Torssell, 1971) | aN=15.6, unresolved H-splittings |
| p-anisidine | aN=13.9, aHo=1.86, aHm=0.93 (Lemaire et al., 1965; Pedersen and Torssell, 1971; Razuvaev et al., 1973) | Not detected |
| m-anisidine | aN=12.8, aHo=1.8, aHp=1.8, aHm=0.8 (Barbarella and Rassat, 1969) | aN=15.6, unresolved H-splittings |
| o-anisidine | aN=14.5, aHo=0.99, aH(3)=0.61, aH(4)=0.41, aH(5)=0.87, aH(OCH3)=0.063, aH(tbu)=0.26# (Pedersen and Torssell, 1971) | aN=15.6, unresolved H-splittings |
| 3,4-dimethylaniline | aN=15.6, unresolved H-splittings | |
| 2,4-dimethylaniline | aN=13.5, aH(2, CH3)=0.24, aH3=0.685, aH(4,CH3)=0.41, aH5=0.685, aH6=0.8# (Calder et al., 1970; Forrester and Hepburn, 1970) | aN=15.6, unresolved H-splittings |
| 2,6-dimethylaniline | aN=13.4, aH(2, CH3)=(6,CH3)=0.17, aH(3,5)=0.68, aH4=0.15, aH(tbu)=0.34# (Lemaire and Rassat, 1964; Calder and Forrester, 1967; Calder et al., 1970; Forrester and Hepburn, 1970; Pedersen and Torssell, 1971) | aN=15.6, unresolved H-splittings |
| 3,4-dimethoxyaniline | aN=14.5 (Frangopol et al., 1975) | Not detected |
| 2,4-dimethoxyaniline | Not detected | |
| 4-chloroaniline | aN=13.0, aHo=2.01, aHm=0.98 (Lemaire et al., 1965) | aN=14.6, aHo=1.8, aHm=0.94 |
| 3-chloroaniline | aN=12.45, aHo=1.9, aHp=1.9, aHm=0.8 (Barbarella and Rassat, 1969) | aN=15.6, unresolved H-splittings |
| 2-chloroaniline | aN=13.9, aHo=0.74, aHm=0.47,0.82, aHp=0.29, aH(tbu)=0.25# (Pedersen and Torssell, 1971; Calder et al., 1973) | aN=15.3, aHo=0.83, aHm=0.50,0.87, aHp=0.37, aHtbu=0.23 |
| 4-fluoroaniline | aN=13.7, aHo=1.72, aHm=0.86, aF=3.5 (Lemaire et al., 1965) | aN=15.1, aHo=1.68, aHm=0.89, aF=3.1 |
| 2,4-dichloroaniline | aN=13.8# (Torssell, 1970; Pedersen and Torssell, 1971) | aN=15.2, unresolved H-splittings |
| 3,4-dichloroaniline | Not detected | |
| 2,6-dichloroaniline | aN=13.1, aHm=0.69, aHp=0.1, aH(tbu)=0.35 (Pedersen and Torssell, 1971) | aN=14.8, unresolved H-splittings |
| 4-nitroaniline | Not detected | |
| 3-nitroaniline | Not detected | |
| 2-nitroaniline | Not detected | |
| 4-ethylaniline | aN=13, aHo=1.9, aHm=0.9# (Calder and Forrester, 1967; Calder et al., 1969; Torssell et al., 1973; Forrester et al., 1974) | aN=15.0, aHo=1.87, aHm=1.1 |
| 4-aminosalicylic acid | aN=15.2, unresolved H-splittings | |
| 4-chloro-2-methylaniline | aN=15.4, unresolved H-splittings | |
| 4-aminobenzonitrile | aN=10.06, aHo=2.46, aHm=0.94, aN(CN)=0.41 (Nelsen et al., 1972) | aN = 13.3, aHo = 2.1, aHm = 0.97, aN(CN)=0.27 |
*
The aN is typically lower in organic solvents which was used in these references.
#
Value for 2-chloro-4-bromoaniline.