2-Methylfuran Singlet oxygen

Shereshovets, V.V.; Kabalnova, N.N.; Komissarov, V.D.; Mavrodiev, V.K.; Lerman, B.M.; Belogaeva, T.A.; Tolstikov, G.A.
React. Kinet. Catal. Lett. 41, 251-256 (1990)

Reaction: 2-Methylfuran + ¹O₂^* ® products and/or physical quenching
Solvent: C₆H₅Cl, 90%, 2-PrOH, 10%

k = 1.3 × 10⁸(L mol^-1 s^-1), T = 273K

Experimental method: Chemical reaction
Analytical method: infrared luminescence
Data type: Derived from steady state measurements

used solvent k_d = 4.1 × 10⁴ s^-1; ¹O₂* from hydrotrioxide, e.g. (CH₃)₂C(OH)OOOH.

Cottier, L.; Descotes, G.; Nigay, H.; Parron, J.-C.; Gregoire, V.
Bull. Soc. Chim. Fr., 844-850 (1986)

Reaction: 2-Methylfuran + ¹O₂^* ® products
Reference Reaction: Furfuryl alcohol + ¹O₂^* ®
Solvent: CH₃CH₂OH

k/k_reference = 1.2
T = 293K

Experimental method: Photolysis
Analytical method: oxygen consumption
Data type: Relative value measured by steady state method

Photosensitizer = Rose Bengal dianion. Meas. k/k_ref = 1.2.

Gollnick, K.; Griesbeck, A.
Tetrahedron 41, 2057-2068 (1985)

Reaction: 2-Methylfuran + ¹O₂^* ® products
Solvent: MeOH

k_react = 9.9 × 10⁷(L mol^-1 s^-1), b = 1.4 × 10^-3(mol L^-1), T = 286K

Experimental method: Photolysis
Analytical method: oxygen consumption
Data type: Derived from steady state measurements

Photosensitizer = Rose Bengal of Tetraphenylporphine; used solvent k_d = 1.4 × 10⁵ s^-1. [Sensitizer] = 2× 10^-4-10 (mol L^-1).

Clennan, E.L.; Mehrsheikh-Mohammadi, M.E.
J. Am. Chem. Soc. 106, 7112-7118 (1984)

Reaction: 2-Methylfuran + ¹O₂^* ® products and/or physical quenching
Solvent: CH₂Cl₂

k = 6.2 × 10⁷(L mol^-1 s^-1)

Experimental method: Photolysis
Analytical method: vis-UV absorption
Data type: Derived from steady state measurements using indicator

Photosensitizer = Indicator = Rubrene; used solvent k_d = 1 × 10⁴ s^-1; k for indicator = 3.3 × 10⁷ L/(mol·s).

Clennan, E.L.; Mehrsheikh-Mohammadi, M.E.
J. Am. Chem. Soc. 106, 7112-7118 (1984)

Reaction: 2-Methylfuran + ¹O₂^* ® products and/or physical quenching
Solvent: CH₂Cl₂

k = 8.4 × 10⁷(L mol^-1 s^-1)

Experimental method: Photolysis
Analytical method: vis-UV absorption
Data type: Derived from steady state measurements using indicator

Photosensitizer = Mesoporphyrin IX, dimethyl ester; used solvent k_d = 1 × 10⁴ s^-1; Indicator = 1,3-Diphenylisobenzofuran.

Barboy, N.; Kraljic, I.
J. Photochem. 9, 336-337 (1978)

Reaction: 2-Methylfuran + ¹O₂^* ® products and/or physical quenching
Solvent: H₂O

k = 6.0 × 10⁷(L mol^-1 s^-1), pH = 7.0

Experimental method: Photolysis
Analytical method: oxygen consumption
Data type: Relative value measured by steady state method

Photosensitizer = Hematoporphyrin IX; Quencher = Azide ion, k_q = 2 × 10⁸ L mol^-1 s^-1. Use Azide ion as quencher.

Barboy, N.; Kraljic, I.
J. Photochem. 9, 336-337 (1978)

Reaction: 2-Methylfuran + ¹O₂^* ® products and/or physical quenching
Solvent: H₂O (mic)

k = 1.0 × 10⁸(L mol^-1 s^-1), pH = 7.0

Experimental method: Photolysis
Analytical method: oxygen consumption
Data type: Relative value measured by steady state method

Photosensitizer = Chlorophyll a; Quencher = Azide ion, k_q = 2 × 10⁸ L mol^-1 s^-1. micellar soln. contg. 1, 2, or 5% Triton X-100. Use Azide ion as quencher.

Barboy, N.; Kraljic, I.
J. Photochem. 9, 336-337 (1978)

Reaction: 2-Methylfuran + ¹O₂^* ® products and/or physical quenching
Solvent: H₂O (mic)

k = 7.0 × 10⁷(L mol^-1 s^-1), pH = 7.0

Experimental method: Photolysis
Analytical method: oxygen consumption
Data type: Relative value measured by steady state method

Photosensitizer = Hematoporphyrin IX; Quencher = Azide ion, k_q = 2 × 10⁸ L mol^-1 s^-1. micellar soln. contg. 1% Triton X-100. Use Azide ion as quencher.

Young, R.H.; Wehrly, K.; Martin, R.L.
J. Am. Chem. Soc. 93, 5774-5779 (1971)

Reaction: 2-Methylfuran + ¹O₂^* ® products and/or physical quenching
Solvent: 1-BuOH

b = 1.2 × 10^-3(mol L^-1), T = 296K

Experimental method: Photolysis
Analytical method: vis-UV emission
Data type: Derived from steady state measurements using indicator

Photosensitizer = Methylene Blue; Indicator = 1,3-Diphenylisobenzofuran. meas. k_d/k = 1.2 × 10^-3 mol/L.

Young, R.H.; Wehrly, K.; Martin, R.L.
J. Am. Chem. Soc. 93, 5774-5779 (1971)

Reaction: 2-Methylfuran + ¹O₂^* ® products and/or physical quenching
Solvent: tert-BuOH

b = 6.9 × 10^-4(mol L^-1), T = 296K

Experimental method: Photolysis
Analytical method: vis-UV emission
Data type: Derived from steady state measurements using indicator

Photosensitizer = Methylene Blue; Indicator = 1,3-Diphenylisobenzofuran. meas. k_d/k = 6.9 × 10^-4 mol/L.

Young, R.H.; Wehrly, K.; Martin, R.L.
J. Am. Chem. Soc. 93, 5774-5779 (1971)

Reaction: 2-Methylfuran + ¹O₂^* ® products and/or physical quenching
Solvent: MeOH

b = 1.1 × 10^-3(mol L^-1), T = 296K

Experimental method: Photolysis
Analytical method: vis-UV emission
Data type: Derived from steady state measurements using indicator

Photosensitizer = Methylene Blue; Indicator = 1,3-Diphenylisobenzofuran; meas. k_d/k = 1.1 × 10^-3 mol/L. see also [72YOU/MAR].

Koch, E.
Tetrahedron 24, 6295-6318 (1968)

Reaction: 2-Methylfuran + ¹O₂^* ® products and/or physical quenching
Solvent: MeOH

Activation energy = 1.7(kJ mol^-1)
b = 3.8 × 10^-3(mol L^-1), T = 293K

Experimental method: Photolysis
Analytical method: oxygen consumption
Data type: Derived from steady state measurements

Photosensitizer = Rose Bengal dianion. meas. k_d/k = 3.8 × 10^-3 mol/L.