4-(4-Methylphenylazo)-1-naphthol Singlet oxygen

Bortolus, P.; Monti, S.; Albini, A.; Fasani, E.; Pietra, S.
J. Org. Chem. 54, 534-540 (1989)

Reaction: 4-(4-Methylphenylazo)-1-naphthol + ¹O₂^* ® products
Reference Reaction: 9,10-Dimethylanthracene + ¹O₂^* ®
Solvent: CH₂Cl₂

k_react = 8.1 × 10⁴(L mol^-1 s^-1), k_reference = 2 × 10⁷(L mol^-1 s^-1)

Experimental method: Photolysis
Analytical method: gas chromatography
Data type: Derived from steady state measurements
Excitation wavelength: 589 nm

Photosensitizer = Methylene Blue. [Sensitizer] = 3.8 × 10^-4 (mol L^-1).

Bortolus, P.; Monti, S.; Albini, A.; Fasani, E.; Pietra, S.
J. Org. Chem. 54, 534-540 (1989)

Reaction: 4-(4-Methylphenylazo)-1-naphthol + ¹O₂^* ® products and/or physical quenching
Solvent: CH₂Cl₂

k = 1.3 × 10⁷(L mol^-1 s^-1)

Experimental method: Flash photolysis
Analytical method: infrared luminescence
Data type: Absolute value measured directly
Excitation wavelength: 532 nm

Photosensitizer = 5,10,15,20-Tetraphenylporphine; charge-transfer; k = 2.6 × 10⁷ L mol^-1 s^-1 normalized to 100% hydrazone form.

Albini, A.; Fasani, E.; Pietra, S.; Sulpizio, A.
J. Chem. Soc., Perkin Trans. 2, 1689-1692 (1984)

Reaction: 4-(4-Methylphenylazo)-1-naphthol + ¹O₂^* ® products
Reference Reaction: 4-(Diethylamino)azobenzene + ¹O₂^* ®
Solvent: CD₃OD

k/k_reference = 250

Experimental method: Photolysis
Analytical method: vis-UV absorption
Data type: Relative value measured by steady state method

Photosensitizer = Methylene Blue; meas. k/k_ref = 250; ref. reaction in MeOH.

Albini, A.; Fasani, E.; Pietra, S.; Sulpizio, A.
J. Chem. Soc., Perkin Trans. 2, 1689-1692 (1984)

Reaction: 4-(4-Methylphenylazo)-1-naphthol + ¹O₂^* ® products
Reference Reaction: 4-(Diethylamino)azobenzene + ¹O₂^* ®
Solvent: CD₃OD, 80%, D₂O, 20%

k/k_reference = 530

Experimental method: Photolysis
Analytical method: vis-UV absorption
Data type: Relative value measured by steady state method

Photosensitizer = Methylene Blue; meas. k/k_ref = 530; ref. reaction in MeOH.

Albini, A.; Fasani, E.; Pietra, S.; Sulpizio, A.
J. Chem. Soc., Perkin Trans. 2, 1689-1692 (1984)

Reaction: 4-(4-Methylphenylazo)-1-naphthol + ¹O₂^* ® products
Reference Reaction: 4-(Diethylamino)azobenzene + ¹O₂^* ®
Solvent: CH₃OH, 80%, H₂O, 20%

k/k_reference = 50

Experimental method: Photolysis
Analytical method: vis-UV absorption
Data type: Relative value measured by steady state method

Photosensitizer = Methylene Blue; meas. k/k_ref = 50; ref. reaction in MeOH.

Albini, A.; Fasani, E.; Pietra, S.; Sulpizio, A.
J. Chem. Soc., Perkin Trans. 2, 1689-1692 (1984)

Reaction: 4-(4-Methylphenylazo)-1-naphthol + ¹O₂^* ® products
Reference Reaction: 4-(Diethylamino)azobenzene + ¹O₂^* ®
Solvent: CH₃OH, 50%, H₂O, 50%

k/k_reference = 160

Experimental method: Photolysis
Analytical method: vis-UV absorption
Data type: Relative value measured by steady state method

Photosensitizer = Methylene Blue; meas. k/k_ref = 160; ref. reaction in MeOH.

Albini, A.; Fasani, E.; Pietra, S.; Sulpizio, A.
J. Chem. Soc., Perkin Trans. 2, 1689-1692 (1984)

Reaction: 4-(4-Methylphenylazo)-1-naphthol + ¹O₂^* ® products
Reference Reaction: 4-(Diethylamino)azobenzene + ¹O₂^* ®
Solvent: CH₃OH

k/k_reference = 26

Experimental method: Photolysis
Analytical method: vis-UV absorption
Data type: Relative value measured by steady state method

Photosensitizer = Methylene Blue. meas. k/k_ref = 26.

Becker, H.G.O.; Franze, J.
J. Prakt. Chem. 323, 957-964 (1981)

Reaction: 4-(4-Methylphenylazo)-1-naphthol + ¹O₂^* ® products
Reference Reaction: 4-Phenylazo-1-naphthol + ¹O₂^* ®
Solvent: MeOH

k/k_reference = 1.8
T = 293K

Experimental method: Photolysis
Analytical method: vis-UV absorption
Data type: Relative value measured by steady state method

Photosensitizer = Methylene Blue. meas. k/k_ref = 1.8.