130089-40-6

Basic information

• Product Name: 1H-2-Benzopyran, 1-phenyl-
• CAS NO: 130089-40-6
• Molecular Formula: C15H12O
• Molecular Weight: 208.26
• Mol File: 130089-40-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1H-2-Benzopyran, 1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-2-Benzopyran, 1-phenyl-(130089-40-6)
• EPA Substance Registry System: 1H-2-Benzopyran, 1-phenyl-(130089-40-6)

Safety Data

• Hazardous Substances Data: 130089-40-6(Hazardous Substances Data)

Usage

Natural occurrence

Found in plants such as tonka beans, sweet clover, and cassia cinnamon

Scent

Sweet

Usage

Perfumes and flavoring agent in food and beverages

Medicinal properties

Anticoagulant and potential anticancer agent

Safety concerns

Potential liver toxicity in high doses and banned as a food additive in some countries.

Upstream product

• 42710-40-7 3,4-Dihydro-1-phenyl-1H-2-benzopyran-3-ol 
• 38846-64-9 2-ethynylbenzaldehyde 
• 100-58-3 phenylmagnesium bromide 
• 96557-36-7 2-(2-Bromphenyl)-acetaldehydethylenacetal 
• 112396-13-1 2-(2-bromophenyl)acetaldehyde dimethyl acetal 
• 96557-30-1 2-bromophenylacetaldehyde 
• 130089-30-4 2-<2-(α-Hydroxybenzyl)-phenyl>-acetaldehydethylenacetal 
• 1232199-21-1 (2-ethynylphenyl)(phenyl)methanol 
• 130089-21-3 Methyl-3-(2-bromphenyl)-2-oxirancarboxylat 
• 130089-22-4 3-(2-Bromphenyl)-2-oxirancarbonsaeure 
• 6630-33-7 ortho-bromobenzaldehyde 
• 130089-27-9 2-<2-(α-Hydroxybenzyl)-phenyl>-acetaldehyddimethylacetal 
• 100-52-7 benzaldehyde 
• 130089-19-9 1-bromo-2-(2-methoxyethenyl)benzene 

Relevant articles and documents

Efficient endo Cycloisomerization of Terminal Alkynols Catalyzed by a New Ruthenium Complex with 8-(Diphenylphosphino)quinoline Ligand and Mechanistic Investigation

Several new ruthenium complexes supported by the P,N-donor ligand 8-(diphenylphosphino)quinoline (DPPQ) were synthesized, including [RuCl2(DPPQ)2] (1), [Ru(μ-Cl)(DPPQ)2]2(BPh4)2 (2), and [RuCl(DPPQ)2Py](BF4) (3). Complex 2, with only 1 mol % loading, was found to be catalytically active for the endo cycloisomerization of various terminal alkynols to endo-cyclic enol ethers in moderate to excellent yields. In particular, the 7- and 8-endo heterocyclization can be achieved efficiently to give the seven-membered 3-benzoxepine and eight-membered 3-benzo[d]oxocine derivatives. The stoichiometric reactions of 2 with various alkynol substrates have been carried out to investigate the mechanism, which led to a series of seven-, six-, and five-membered oxacyclocarbene ruthenium complexes including [RuCl(DPPQ)2{=CCH2C6H4CH2CH2O}](BPh4) (12) and [RuCl(DPPQ)2{=CCH2(CH2)nCH2O}](BPh4) (n=3, 12′; n=2, 13; n=1, 14). The quantitative transformation of oxacyclocarbene 12 into catalyst 2 and 3-benzoxepine 5 a as well as the efficient catalytic activity of 12 for the endo-cyclization of 2-(2-ethynylphenyl)ethanol (4 a) demonstrated that 12 is a key intermediate involved in the catalytic cycle. Moreover, comparative studies on the modeling reactions and catalytic activity of the series of oxacyclocarbene complexes indicated that the different catalytic activity of 2 for the endo-cycloisomerization of different types of alkynols can be related to the reactivity of the respective ruthenium oxacyclocarbene intermediates.

A new method for the preparation of 3-alkoxy- and 3-hydroxy-3,4-dihydro-1H-2-benzopyrans

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