175205-58-0

Basic information

• Product Name: 4,6-DICHLORO-2H-BENZOPYRAN-3-CARBOXALDEHYDE
• Synonyms: TIMTEC-BB SBB003291;4,6-DICHLORO-2H-BENZOPYRAN-3-CARBOXALDEHYDE;4,6-DICHLORO-2H-CHROMENE-3-CARBOXALDEHYDE;4,6-Dichloro(2H)chromene-3-carbaldehyde
• CAS NO: 175205-58-0
• Molecular Formula: C₁₀H₆Cl₂O₂
• Molecular Weight: 229.06
• EINECS: 125-489-2
• Product Categories: PyransHeterocyclic Building Blocks;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyrans
• Mol File: 175205-58-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 124-128 °C(lit.)
• Boiling Point: 369.3 °C at 760 mmHg
• Flash Point: 166.5 °C
• Appearance: /
• Density: 1.46 g/cm³
• Vapor Pressure: 1.2E-05mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: 4,6-DICHLORO-2H-BENZOPYRAN-3-CARBOXALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-DICHLORO-2H-BENZOPYRAN-3-CARBOXALDEHYDE(175205-58-0)
• EPA Substance Registry System: 4,6-DICHLORO-2H-BENZOPYRAN-3-CARBOXALDEHYDE(175205-58-0)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 175205-58-0(Hazardous Substances Data)

Usage

General Description

4,6-Dichloro-2H-benzopyran-3-carboxaldehyde is a chemical compound with the molecular formula C14H8Cl2O2. It is a derivative of benzopyran, a type of organic compound with a heterocyclic structure containing both benzene and pyran rings. This particular compound contains two chlorine atoms and an aldehyde group, making it a useful building block for the synthesis of various organic compounds. It is commonly used in the pharmaceutical and agrochemical industries as an intermediate in the production of various drugs and pesticides. Additionally, it has also been studied for its potential biological activities, including its antioxidant and antimicrobial properties.

InChI:InChI=1/C10H6Cl2O2/c11-7-1-2-9-8(3-7)10(12)6(4-13)5-14-9/h1-4H,5H2

Upstream product

• 106-41-2 4-bromo-phenol 
• 46125-42-2 3-(4-chlorophenoxy)propanenitrile 
• 106-48-9 4-chloro-phenol 
• 37674-72-9 6-chloro-chroman-4-one 
• 68-12-2 N,N-dimethyl-formamide 

Relevant articles and documents

A facile synthesis of ethyl-2-methyl-5H-chromeno[3,4-c]pyridine-1- carboxylates

4-Chloro-2H-3-chromene carbaldehydes (2a-i) on reaction with ethyl-3- aminocrotonate 3 gives ethyl-2-methyl-5H-chromeno[3,4-c]pyridine-1- carboxylates 4a-i in good yields.

Design, Synthesis, and Antimicrobial Activity of (E)-4-Phenyl-2H-chromene-3-carbaldehyde O-[(1-Phenyl-1H-1,2,3-triazol-4-yl)methyl]oxime Derivatives

Abstract: A new series of 1,4-disubstituted 1,2,3-triazole derivatives tethered to a2H-chromene scaffold have beensynthesized via a click reaction. The synthesized chromene–triazole conjugateswere screened for their antibacterial activity against E. coli, S. aureus, P. aeruginosa and B.subtilis, as well as for antifungal activity against A. niger and C. albicans. Among the 17 synthesized compounds, 6 derivativesshowed the best antimicrobial activity. Molecular docking studies of the titlecompounds with carotenoid dehydrosqualene synthase (PDB: 2ZCS) revealed dockingscores within the range 98.241–91.488 against 106.573 for the reference ligandCiprofloxacin and with lanosterol 14α-demethylase (CYP51; PDB ID: 5V5Z),103.672–96.917 against 110.839 for the reference ligand Voriconazole.

Phosphorus-chlorine synergistic chromene flame retardant and preparation method thereof

The invention discloses a phosphorus-chlorine synergistic chromene flame retardant shown in formula I and a preparation method thereof. Two functional structural units, i.e. chromene and a phosphaphenanthrene group, are effectively mixed, the preparation method is simple in process and suitable for industrial production, a novel phosphaphenanthrene functionalized phosphorus-chlorine synergistic chromene flame retardant is formed, is high in char forming property, char yield, phosphorus-chlorine synergistic flame retardant efficiency, thermal stability and material processibility, and can be used for the technical field of high polymer materials such as epoxy resin, polyester and polyurethane, and the molecular structure contains two flame retardant elements phosphorus and chlorine; the research fields of chromene compounds are expanded.