scholarly journals Photoinduced Organic Transformation. Selective Synthesis of Ethylene Glycol or Formic Acid and Methyl Formate from Methanol in the Presence of Hydrogen Peroxide

1990 ◽  
Vol 63 (1) ◽  
pp. 97-101 ◽  
Author(s):  
Yuichi Shimizu ◽  
Shun’ichi Sugimoto ◽  
Shunichi Kawanishi ◽  
Nobutake Suzuki
Keyword(s):  
Hydrogen Peroxide ◽  
Ethylene Glycol ◽  
Formic Acid ◽  
Methyl Formate ◽  
Selective Synthesis

Laser-induced Highly Selective Synthesis of Ethylene Glycol from Methanol in the Presence of Hydrogen Peroxide

1989 ◽  
Vol 18 (12) ◽  
pp. 2153-2154 ◽  
Author(s):  
Yuichi Shimizu ◽  
Shun’ichi Sugimoto ◽  
Shunichi Kawanishi ◽  
Nobutake Suzuki
Keyword(s):  
Hydrogen Peroxide ◽  
Ethylene Glycol ◽  
Selective Synthesis

Photoinduced Selective Synthesis of Ethylene Glycol from Methanol in the Presence of Hydrogen Peroxide

1989 ◽  
Vol 18 (2) ◽  
pp. 333-334 ◽  
Author(s):  
Yuichi Shimizu ◽  
Shun’ichi Sugimoto ◽  
Nobutake Suzuki
Keyword(s):  
Hydrogen Peroxide ◽  
Ethylene Glycol ◽  
Selective Synthesis

Photoinduced Direct Synthesis of Formic Acid and Methyl Formate from Methanol in the Presence of Hydrogen Peroxide

1989 ◽  
Vol 18 (9) ◽  
pp. 1539-1540 ◽  
Author(s):  
Yuichi Shimizu ◽  
Shun’ichi Sugimoto ◽  
Shunichi Kawanishi ◽  
Nobutake Suzuki
Keyword(s):  
Hydrogen Peroxide ◽  
Formic Acid ◽  
Methyl Formate ◽  
Direct Synthesis

cis-5-Cyclooctene-1,2-dione and its Ethylene Ketals

1972 ◽  
Vol 50 (10) ◽  
pp. 1548-1556 ◽  
Author(s):  
Peter Yates ◽  
E. G. Lewars ◽  
P. H. McCabe
Keyword(s):  
Hydrogen Peroxide ◽  
Acetic Anhydride ◽  
Ethylene Glycol ◽  
Dimethyl Sulfoxide

Oxidation of cis-cis-1,5-cyclooctadiene with hydrogen peroxide gives cis-5-cyclooctene-trans-1,2-diol (3) which is converted to cis-5-cyclooctene-1,2-dione (6) on treatment with dimethyl sulfoxide and acetic anhydride. Bromination of 6 is accompanied by transannular bonding to give a dibromo keto ether 9a or b. Ketalization of 6 with ethylene glycol gives a monoketal 11 and two diketals 12 and 13 with 1,3-dioxolane and 1,4-dioxane rings, respectively. Bromination of 12 with bromine or pyridinium perbromide is accompanied by transannular bonding and fission of one of the 1,3-dioxolane rings to give a dibromo monoketal ether 15a (or b). Bromination of 12 with N-bromosuccinimide followed by dehydrobromination gives a cyclooctadiene-1,2-dione diketal 20a (or b).

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