2292-59-3

Basic information

• Product Name: 1H-2-Benzopyran,3,4-dihydro-1-phenyl-(9CI)
• Synonyms: 1H-2-Benzopyran,3,4-dihydro-1-phenyl-(9CI)
• CAS NO: 2292-59-3
• Molecular Formula: C₁₅H₁₄O
• Molecular Weight: 210.27106
• Product Categories: PHENYL
• Mol File: 2292-59-3.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-2-Benzopyran,3,4-dihydro-1-phenyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-2-Benzopyran,3,4-dihydro-1-phenyl-(9CI)(2292-59-3)
• EPA Substance Registry System: 1H-2-Benzopyran,3,4-dihydro-1-phenyl-(9CI)(2292-59-3)

Safety Data

• Hazardous Substances Data: 2292-59-3(Hazardous Substances Data)

Usage

Structure

Cyclic compound with a benzene ring fused to a pyran ring and one phenyl group

Occurrence

Naturally found in tonka beans and sweet woodruff

Uses

Flavoring agent in perfumes, cosmetics, and food products; substitute for coumarin

Aroma

Sweet, vanilla-like

Medicinal properties

Investigated for anticoagulant and anti-inflammatory effects

Health risks

None mentioned, but coumarin (which it is often substituted for) is restricted in some countries due to potential health risks.

Upstream product

• 493-05-0 isochromane 
• 60-12-8 2-phenylethanol 
• 100-52-7 benzaldehyde 
• 58668-70-5 2-(o-Benzoylphenyl)acetaldehyde 
• 100-58-3 phenylmagnesium bromide 
• 16002-63-4 phenylmagnesium iodide 
• 95033-78-6 1-hydroxyisochroman 
• 3958-47-2 triphenylindium 
• 34818-49-0 1-methoxyisochromane 
• 100-59-4 phenylmagnesium chloride 
• 591-51-5 phenyllithium 
• 591-50-4 iodobenzene 
• 161950-67-0 2-(2'-benzyl)phenylethyl alcohol 
• 54673-12-0 (2-(methoxymethoxy)ethyl)benzene 

Downstream Products

• 2029-69-8 o-(2-Bromoethyl)benzophenone 
• 1962-26-1 -phenylmethan 
• 2029-73-4 2-ethyl-benzhydrol 
• 1962-37-4 4-benzyl-2,3-dihydro-1H-inden-1-one 
• 2327-09-5 5[2'-(benzyl)phenyl]propionic acid 
• 54996-38-2 (2-(2-hydroxyethyl)phenyl)(phenyl)methanone 

Relevant articles and documents

Iridium-Catalyzed Enantioselective Hydrogenation of Oxocarbenium Ions: A Case of Ionic Hydrogenation

Ionic hydrogenation has not been extensively explored, but is advantageous for challenging substrates such as unsaturated intermediates. Reported here is an iridium-catalyzed hydrogenation of oxocarbenium ions to afford chiral isochromans with high enantioselectivities. A variety of functionalities are compatible with this catalytic system. In the presence of a catalytic amount of the Br?nsted acid HCl, an α-chloroether is generated in situ and subsequentially reduced. Kinetic studies suggest first-order kinetics in the substrate and half-order kinetics in the catalyst. A positive nonlinear effect, together with the half kinetic order, revealed a dimerization of the catalyst. Possible reaction pathways based on the monomeric iridium catalyst were proposed and DFT computational studies revealed an ionic hydrogenation pathway. Chloride abstraction and the cleavage of dihydrogen occur in the same step.

Direct Arylation of Benzyl Ethers with Organozinc Reagents

A novel C(sp3)-H bond arylation of benzyl ethers with Knochel-type arylzinc reagents has been developed. This transition-metal-catalyst-free reaction proceeds well under mild conditions in a simple and effective manner and enables the synthesis of a wide range of potentially biologically active benzyl ethers by using highly functionalized organozinc reagents as a carbon nucleophile.

Efficient photolytic C-H bond functionalization of alkylbenzene with hypervalent iodine(iii) reagent

A practical approach to radical C-H bond functionalization by the photolysis of a hypervalent iodine(iii) reagent is presented. The photolysis of [bis(trifluoroacetoxy)iodo]benzene (PIFA) leads to the generation of trifluoroacetoxy radicals, which allows the smooth transformation of various alkylbenzenes to the corresponding benzyl ester compounds under mild reaction conditions.