57543-47-2

Basic information

• Product Name: 2H-1-Benzopyran-3-carboxaldehyde, 2-phenyl-
• Synonyms: 2H-1-Benzopyran-3-carboxaldehyde, 2-phenyl-;2-Phenyl-2H-1-benzopyran-3-carboxaldehyde;Brn 1572255
• CAS NO: 57543-47-2
• Molecular Formula: C₁₆H₁₂O₂
• Molecular Weight: 236.26528
• Mol File: 57543-47-2.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 408.2 °C at 760 mmHg
• Flash Point: 192.1 °C
• Appearance: /
• Density: 1.247 g/cm³
• Vapor Pressure: 7.15E-07mmHg at 25°C
• Refractive Index: 1.669
• CAS DataBase Reference: 2H-1-Benzopyran-3-carboxaldehyde, 2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1-Benzopyran-3-carboxaldehyde, 2-phenyl-(57543-47-2)
• EPA Substance Registry System: 2H-1-Benzopyran-3-carboxaldehyde, 2-phenyl-(57543-47-2)

Safety Data

• Hazardous Substances Data: 57543-47-2(Hazardous Substances Data)

Usage

General Description

2H-1-Benzopyran-3-carboxaldehyde, 2-phenyl- is a chemical compound that belongs to the class of benzopyran derivatives. It is also known as 2-phenyl-2H-1-benzopyran-3-carbaldehyde. 2H-1-Benzopyran-3-carboxaldehyde, 2-phenyl- is a yellow viscous liquid with a floral and woody odor. It is commonly used in the fragrance and flavor industry as a fragrance ingredient due to its pleasant aroma. It is also used in the synthesis of pharmaceutical compounds and as a chemical intermediate in organic synthesis. Additionally, this compound has been studied for its potential pharmacological activities, including its antioxidant and anti-inflammatory properties. However,

InChI:InChI=1/C16H12O2/c17-11-14-10-13-8-4-5-9-15(13)18-16(14)12-6-2-1-3-7-12/h1-11,16H

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 90-02-8 salicylaldehyde 
• 104-55-2 3-phenyl-propenal 
• 104-54-1 3-Phenylpropenol 

Downstream Products

• 1440429-46-8 (2S,1'R)-3-(1'-hydroxypropyl)-2-phenyl-2H-chromene 
• 1440429-61-7 (2R,1'R)-3-(1'-hydroxypropyl)-2-phenyl-2H-chromene 

Relevant articles and documents

A chromene pyrazoline derivatives fluorescent probe for Zn2+ detection in aqueous solution and living cells

A new chromene pyrazoline derivatives fluorescent probe L was designed and synthesized. The probe L appears in a 55-fold fluorescence enhancement after 5 equiv. Zn2+ was added, and it also exhibits high sensitivity and selectivity for response

One-pot pyrrolidine-catalyzed synthesis of benzopyrans, benzothiopyranes, and dihydroquinolidines

A simple catalytic racemic synthesis of benzopyranes, benzothiopyranes and 1,2-dihydroquinolines is presented. The organocatalytic domino reactions between 2-heteroatom substituted aldehyde derivatives and α,β-unsaturated aldehydes or α,β-unsaturated cycl

Enantioselective organocatalytic synthesis of the chiral chromenes by domino oxa-Michael-aldol reaction

The proline based chiral organocatalyst has been found to be an efficient catalyst for the facile synthesis of substituted 2-aryl-2H-chromenes-3-carbaldehyde. We envisioned that the iminium interaction between chiral amino catalysts and α,β-unsaturated ca

Diastereoselective synthesis of novel spiro indanone fused pyrano[3,2-: c] chromene derivatives following hetero-Diels-Alder reaction and in vitro anticancer studies

The development of concise methods for the synthesis of small functionalised spirocyclic molecules is important in the search of new bioactive molecules. To contribute this, here we represent a diastereoselective oxa-hetero-Diels-Alder reaction for the synthesis of novel spiro indanone fused pyrano[3,2-c]chromene derivatives and studied their in vitro anticancer activities. Using previously less explored cyclic ketone i.e. indane-1,3-dione and 3-vinyl-2H-chromene derivatives, we obtained novel spiro-heterocyclic frameworks at the interphase between "drug-like" molecules and natural products. Various spiro indanone fused pyrano[3,2-c]chromene derivatives were synthesized regiospecifically bearing a quaternary stereocenter in high yields (up to 85%) with excellent diastereoselectivity in toluene using 4 ? MS as additive under reflux condition at 120 °C. In vitro cytotoxic studies of these compounds against MCF-7 (breast cancer), HCT-116 (colon cancer), H-357 (oral cancer), MD-MB-231(Breast cancer) cell lines were evaluated by MTT {3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide} assay in vitro. The screening results revealed that many of the compounds are showing moderate to high levels of anticancer activities against the tested cancer cell lines and some displayed potent inhibitory activities in comparison to the commercial anticancer drug 5-fluorouracil (5-FU). Among the series, compound 3′c showed most potent cytotoxicity (15.0-27.5 μM) in three cancer cell lines (MCF-7, HCT-116 and MD-MB-231).