84810-47-9

Basic information

• Product Name: 1H-2-Benzopyran, 3,4-dihydro-4-methyl-1-phenyl-, cis-
• CAS NO: 84810-47-9
• Molecular Formula: C16H16O
• Molecular Weight: 224.302
• Mol File: 84810-47-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1H-2-Benzopyran, 3,4-dihydro-4-methyl-1-phenyl-, cis-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-2-Benzopyran, 3,4-dihydro-4-methyl-1-phenyl-, cis-(84810-47-9)
• EPA Substance Registry System: 1H-2-Benzopyran, 3,4-dihydro-4-methyl-1-phenyl-, cis-(84810-47-9)

Safety Data

• Hazardous Substances Data: 84810-47-9(Hazardous Substances Data)

Upstream product

• 591-50-4 iodobenzene 
• 26164-08-9 (+/-)-4-methylisochroman 
• 16002-63-4 phenylmagnesium iodide 
• 84847-60-9 endo-1-methyl-3-phenylindene ozonide 
• 84810-14-0 exo-1-methyl-3-phenylindene ozonide 

Relevant articles and documents

Efficient C(sp3)-H bond functionalization of isochroman by azadol catalysis

A novel organocatalytic C(sp3)-H bond functionalization of isochroman under practical conditions has been developed. In the presence of 5.0 mol % of AZADOL, the catalysis proceeded successfully with a broad range of substrates and nucleophiles in excellent yields.

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.