229-95-8

Basic information

• Product Name: 6H-Dibenzo[b,d]pyran
• Synonyms: 6H-Dibenzo[b,d]pyran
• CAS NO: 229-95-8
• Molecular Formula: C₁₃H₁₀O
• Molecular Weight: 182.2179
• Mol File: 229-95-8.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 333.4 °C at 760 mmHg
• Flash Point: 151.8 °C
• Appearance: /
• Density: 1.159 g/cm³
• Vapor Pressure: 0.000265mmHg at 25°C
• Refractive Index: 1.622
• CAS DataBase Reference: 6H-Dibenzo[b,d]pyran(CAS DataBase Reference)
• NIST Chemistry Reference: 6H-Dibenzo[b,d]pyran(229-95-8)
• EPA Substance Registry System: 6H-Dibenzo[b,d]pyran(229-95-8)

Safety Data

• Hazardous Substances Data: 229-95-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 113, p. 7676, 1991 DOI: 10.1021/ja00020a033

InChI:InChI=1/C13H10O/c1-2-6-11-10(5-1)9-14-13-8-4-3-7-12(11)13/h1-8H,9H2

Upstream product

• 67-56-1 methanol 
• 92-83-1 xanthene 
• 94191-73-8 1-bromo-2-(phenoxymethyl)benzene 
• 142523-69-1 1-benzyloxy-2-iodobenzene 
• 91718-21-7 1-iodo-2-(phenoxymethyl)benzene 
• 40400-13-3 2-Iodobenzyl bromide 
• 108-95-2 phenol 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 95-56-7 2-hydroxybromobenzene 
• 100-44-7 benzyl chloride 

Downstream Products

• 2005-10-9 6H-benzo[c]chromen-6-one 
• 1689-64-1 9-Fluorenol 

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Relevant articles and documents

Visible light mediated synthesis of 6H-benzo[c]chromenes: transition-metal-free intramolecular direct C-H arylation

A synthetic approach towards the 6H-benzo[c]chromene ring under visible light and transition-metal-free conditions has been developed. Benzochromenes are synthesized from the corresponding (2-halobenzyl) phenyl ethers or (2-halophenyl) benzyl ethers using

Tandem C-H activation/arylation catalyzed by low-valent iron complexes with bisiminopyridine ligands

Tandem C-H activation/arylation between unactivated arenes and aryl halides catalyzed by iron complexes that bear redox-active non-innocent bisiminopyridine ligands is reported. Similar reactions catalyzed by first-row transition metals have been shown to involve substrate-based aryl radicals, whereas our catalytic system likely involves ligand-centered radicals. Preliminary mechanistic investigations based on spectroscopic and reactivity studies, in conjunction with DFT calculations, led us to propose that the reaction could proceed through an inner-sphere C-H activation pathway, which is rarely observed in the case of iron complexes. This bielectronic noble-metal-like behavior could be sustained by the redox-active non-innocent bisiminopyridine ligands. A radical choice! A low-valent iron complex with non-innocent bisiminopyridine ligands performs C-H activation/arylation of unactivated aryl compounds (see figure). The reaction likely involves ligand-based radicals, whereas previously reported iron-based systems imply substrate-based radicals.

Ultrasound-promoted intramolecular direct arylation in a capillary flow microreactor

An intramolecular direct arylation of various aryl bromides was performed using ultrasonic irradiation and a continuous flow capillary microreactor. The present procedure provided a higher functional group tolerance, ligand-free, milder reaction condition