Methyl 4,5-dihydro-2-methyl-3-furancarboxylate Singlet oxygen

Gollnick, K.; Knutzen-Mies, K.
J. Org. Chem. 56, 4017-4027 (1991)

Reaction: Methyl 4,5-dihydro-2-methyl-3-furancarboxylate + ¹O₂^* ® products
Solvent: C₆H₆

k_react = 2.0 × 10⁵(L mol^-1 s^-1), b = 2.1 × 10^-1(mol L^-1), T = 286K

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

Photosensitizer = RB or TPP; Actinometer = 2,5-Dimethylfuran; used solvent k_d = 4.2 × 10⁴ s^-1; Rate of physical quenching/product formation = £ 0.1; 4% [2+2] cycloaddition. [Sensitizer] = 2-10 × 10^-4 (mol L^-1). [Indicator] = 8-40 × 10^-3 (mol L^-1).

Gollnick, K.; Knutzen-Mies, K.
J. Org. Chem. 56, 4017-4027 (1991)

Reaction: Methyl 4,5-dihydro-2-methyl-3-furancarboxylate + ¹O₂^* ® products
Solvent: CCl₄

k_react = 2.0 × 10⁵(L mol^-1 s^-1), b = 7.2 × 10^-3(mol L^-1), T = 286K

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

Photosensitizer = 5,10,15,20-Tetraphenylporphine; used solvent k_d = 1.4 × 10³ s^-1; Actinometer = 2,5-Dimethylfuran; Rate of physical quenching/product formation = £ 0.1; 3% [2+2] cycloaddition. [Sensitizer] = 2-10 × 10^-4 (mol L^-1). [Indicator] = 8-40 × 10^-3 (mol L^-1).

Gollnick, K.; Knutzen-Mies, K.
J. Org. Chem. 56, 4017-4027 (1991)

Reaction: Methyl 4,5-dihydro-2-methyl-3-furancarboxylate + ¹O₂^* ® products
Solvent: CH₂Cl₂

k_react = 2.4 × 10⁵(L mol^-1 s^-1), b = 4.0 × 10^-2(mol L^-1), T = 286K

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

Photosensitizer = 5,10,15,20-Tetraphenylporphine; used solvent k_d = 9.5 × 10³ s^-1; Actinometer = 2,5-Dimethylfuran; Rate of physical quenching/product formation = £ 0.1; 32% [2+2] cycloaddition. [Sensitizer] = 2-10 × 10^-4 (mol L^-1). [Indicator] = 8-40 × 10^-3 (mol L^-1).

Gollnick, K.; Knutzen-Mies, K.
J. Org. Chem. 56, 4017-4027 (1991)

Reaction: Methyl 4,5-dihydro-2-methyl-3-furancarboxylate + ¹O₂^* ® products
Solvent: CH₃CN

k_react = 8.8 × 10⁵(L mol^-1 s^-1), b = 3.8 × 10^-2(mol L^-1), T = 286K

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

Photosensitizer = Rose Bengal dianion; used solvent k_d = 3.3 × 10⁴ s^-1; Actinometer = 2,5-Dimethylfuran; Rate of physical quenching/product formation = £ 0.1; 44% [2+2] cycloaddition. [Sensitizer] = 2-10 × 10^-4 (mol L^-1). [Indicator] = 8-40 × 10^-3 (mol L^-1).

Gollnick, K.; Knutzen-Mies, K.
J. Org. Chem. 56, 4017-4027 (1991)

Reaction: Methyl 4,5-dihydro-2-methyl-3-furancarboxylate + ¹O₂^* ® products
Solvent: CH₃COCH₃

k_react = 6.1 × 10⁵(L mol^-1 s^-1), b = 6.3 × 10^-2(mol L^-1), T = 286K

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

Photosensitizer = Rose Bengal dianion; used solvent k_d = 3.8 × 10⁴ s^-1; Actinometer = 2,5-Dimethylfuran; Rate of physical quenching/product formation = £ 0.1; 39% [2+2] cycloaddition. [Sensitizer] = 2-10 × 10^-4 (mol L^-1). [Indicator] = 8-40 × 10^-3 (mol L^-1).

Gollnick, K.; Knutzen-Mies, K.
J. Org. Chem. 56, 4017-4027 (1991)

Reaction: Methyl 4,5-dihydro-2-methyl-3-furancarboxylate + ¹O₂^* ® products
Solvent: CHCl₃

k_react = 7.0 × 10⁴(L mol^-1 s^-1), b = 5.7 × 10^-2(mol L^-1), T = 286K

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

Photosensitizer = 5,10,15,20-Tetraphenylporphine; used solvent k_d = 4.0 × 10³ s^-1; Actinometer = 2,5-Dimethylfuran; Rate of physical quenching/product formation = £ 0.1; 36% [2+2] cycloaddition. [Sensitizer] = 2-10 × 10^-4 (mol L^-1). [Indicator] = 8-40 × 10^-3 (mol L^-1).

Gollnick, K.; Knutzen-Mies, K.
J. Org. Chem. 56, 4017-4027 (1991)

Reaction: Methyl 4,5-dihydro-2-methyl-3-furancarboxylate + ¹O₂^* ® products
Solvent: MeOH

k_react = 7.3 × 10⁵(L mol^-1 s^-1), b = 2.0 × 10^-1(mol L^-1), T = 286K

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

Photosensitizer = Rose Bengal dianion; used solvent k_d = 1.4 × 10⁵ s^-1; Actinometer = 2,5-Dimethylfuran; Rate of physical quenching/product formation = £ 0.1; 29% [2+2] cycloaddition. [Sensitizer] = 2-10 × 10^-4 (mol L^-1). [Indicator] = 8-40 × 10^-3 (mol L^-1).