75519-83-4

Upstream product

• 67-56-1 methanol 
• 51310-25-9 1-methyl-2,3-diphenylindene 
• 84810-15-1 (1R,8R,9R)-8-Methyl-1,9-diphenyl-10,11,12-trioxa-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-triene 
• 84847-61-0 (1R,8S,9R)-8-Methyl-1,9-diphenyl-10,11,12-trioxa-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-triene 
• 118599-43-2 [2-((Z)-3-Methoxy-1-methyl-2-phenyl-allyl)-phenyl]-phenyl-methanone 
• 84810-15-1 8-Methyl-1,9-diphenyl-10,11,12-trioxa-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-triene 

Downstream Products

• 84810-15-1 (1S,8R,9S)-8-Methyl-1,9-diphenyl-10,11,12-trioxa-tricyclo[7.2.1.0^2,7]dodeca-2,4,6-triene 
• 103192-00-3 1-((E)-3-Methoxy-1-methyl-2-phenyl-allyl)-2-((E)-2-methoxy-1-phenyl-vinyl)-benzene 
• 118599-43-2 [2-((Z)-3-Methoxy-1-methyl-2-phenyl-allyl)-phenyl]-phenyl-methanone 

Relevant academic research and scientific papers

Ozonolysis of 1-Substituted 2,3-Diphenylindenes and o-(1-Substituted-2-phenyl-3-methoxy-2-propenyl)benzophenones. Remarkable Effects of the Method of Generation of the Carbonyl Oxide Intermediates on the Stereochemistries of Both the Ozonide and the Metha

Ozonolyses of 1-substituted 2,3-diphenylindenes 1a,b and o-(1-substituted-2-phenyl-3-methoxy-2-propenyl)benzophenones 8a,b in methanol-methylene chloride at -70 deg C, which should proceed through common carbonyl oxide intermediates 11a,b, afforded stereo

Ozonolysis of 1-Methylindenes. Solvent, Temperature, and Substituent Electronic Effects on the Ozonide Exo/Endo Ratio

The ozonolyses of 1-methyl-3-aryl-, 1,2-dimethyl-3-aryl-, and 1-methyl-2,3-diarylindenes (1a-e, 4a-e, 7a-e, 7a',b',d') in various solvents at several temperatures have been undertaken.The data revealed the following. (a) The ozonolysis of indenes 1c, 4c,

Synthesis, X-ray Analysis, and Acidolysis of exo- and endo-1-Methylindene Ozonides

Ozonolyses of 2,3-disubstituted 1-methylindenes gave mixtures of the corresponding exo and endo ozonides.The structures of endo-1-methyl-3-phenylindene ozonide (3a) and exo-1-methyl-2,3-diphenylindene ozonide (2b) were determined by the X-ray analysis.Acidolysis of exo- and endo-1-methylindene ozonides 2a-d and 3a-d under several conditions revealed some characteristic features. (a) Antimony pentachloride or chlorosulfonic acid catalyzed the interconversion of the exo-endo ozonide isomers, the ratio in equilibrium being ca. 7:3 for all the pairs. (b) In the reaction of 3-methyl-substituted indene ozonides 2c,d and 3c,d in acetic-d3 acid-d a rapid hydrogen-deuterium exchange on the bridgehead methyl was observed. (c) In methylene chloride or acetic acid the ozonides decomposed very slowly, yielding the mixtures of rearranged products 4 and 5, carboxylic acid 6, and diketone 7; both the rate of decomposition and the product distribution being a marked function of the structure of the ozonides. (d) Methanol accelerated the decomposition of ozonides, the disappearance following pseudo-first-order kinetics.The rate decreased in the order 3a > 2a > 2b > 2c ca. 3c > 3b.This order was significantly different from the order observed in the reaction in acetic acid: 3b > 3c > 2b > 2c > 3a > 2a. (e) Reduction by AlHCl2 gave a mixture of 3,4-dihydro-1H-2-benzopyrans 19 - 22, the composition being significantly varied depending on the stereochemistry of the ozonides. (f) Treatment of 2a or 3a with bis(α-hydroxy-4-methylbenzyl)peroxide (31) gave two stereoisomeric peroxides 32a and 33a in roughly equal amounts.In contrast, the reaction of an exo ozonide 2d with a mixture of p-tolualdehyde and 30percent H2O2 (an equivalent of 31) afforded exclusively the corresponding exo peroxide 32d, while the endo isomer 3d gave predominantly the endo peroxide 33d.

Reaction of 1,2,4,5-Tetroxan with Antimony Pentachloride or Liquid Sulphur Dioxide: Heterolytic Fission of Carbon-Oxygen or Oxygen-Oxygen Bonds

The reactions of 11 kinds of tetroxans with antimony pentachloride have been investigated.A mixture of ketone (aldehyde) and ester (carboxylic acid) was obtained, the ratio of which was found to depend on the substituents.In the presence of the catalyst cis-3,6-bis(3-benzoylpropyl)-1,2,4,5-tetroxan rearranges to the trans-isomer.In the reaction of some tetroxans with liquid sulphur dioxide, a mixture of ester and ketone was obtained in a molar ratio of 1:1.Reductive ozonolysis of some alkenes in the presence of 10 mol equiv. of sulphur dioxide in methylene chloride gave the corresponding carbonyl compounds in good yields.