60456-77-1

Basic information

• Product Name: 4-(2-FURYL)BENZALDEHYDE
• Synonyms: CHEMBRDG-BB 4003067;4-FURAN-2-YL-BENZALDEHYDE;4-(2-FURYL)BENZALDEHYDE;AKOS BAR-0079;4-(2-furyl)benzaldehyde(SALTDATA: FREE);2-(4-Formylphenyl)furan;4-(2-Furanyl)benzaldehyde
• CAS NO: 60456-77-1
• Molecular Formula: C₁₁H₈O₂
• Molecular Weight: 172.18
• Mol File: 60456-77-1.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 295.5 °C at 760 mmHg
• Flash Point: 97.4 °C
• Appearance: /
• Density: 1.154 g/cm³
• Vapor Pressure: 0.00152mmHg at 25°C
• Refractive Index: 1.583
• CAS DataBase Reference: 4-(2-FURYL)BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-FURYL)BENZALDEHYDE(60456-77-1)
• EPA Substance Registry System: 4-(2-FURYL)BENZALDEHYDE(60456-77-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• Hazardous Substances Data: 60456-77-1(Hazardous Substances Data)

Usage

General Description

4-(2-furyl)benzaldehyde is a chemical compound with the molecular formula C11H8O2. It is a yellowish liquid with a sweet, floral odor and is commonly used in the fragrance and flavor industries. It is found naturally in a variety of plant species and is often used as a flavoring agent in food products. Additionally, it has been studied for its potential antimicrobial and anti-inflammatory properties. 4-(2-FURYL)BENZALDEHYDE is also used in the production of pharmaceuticals and as a precursor in organic synthesis. However, it should be handled with care as it can cause skin and eye irritation.

InChI:InChI=1/C11H8O2/c12-8-9-3-5-10(6-4-9)11-2-1-7-13-11/h1-8H

Upstream product

• 110-00-9 furan 
• 15164-44-0 p-(iodophenyl)carboxaldehyde 
• 17920-85-3 (4-(furan-2-yl)phenyl)methanol 
• 13331-23-2 fur-2-ylboronic acid 
• 1122-91-4 4-bromo-benzaldehyde 
• 166328-14-9 potassium (furan-2-yl)trifluoroboranuide 
• 104-88-1 4-chlorobenzaldehyde 
• 623-27-8 terephthalaldehyde, 
• 87199-17-5 4-formylphenylboronic acid, 
• 196952-88-2 4-Buta-2,3-dienoyl-benzaldehyde 
• 2786-02-9 2-lithiofuran 
• 192436-83-2 4-bromo-N-methoxy-N-methylbenzamide 

Downstream Products

• 31909-58-7 2-furoylacetonitrile 
• 773083-33-3 C₁₆H₁₃NO₃ 

Relevant articles and documents

Gold Catalysts Can Generate Nitrone Intermediates from a Nitrosoarene/Alkene Mixture, Enabling Two Distinct Catalytic Reactions: A Nitroso-Activated Cycloheptatriene/Benzylidene Rearrangement

Gold-catalyzed reactions of cycloheptatrienes with nitrosoarenes yield nitrone derivatives efficiently. This reaction sequence enables us to develop gold-catalyzed aerobic oxidations of cycloheptatrienes to afford benzaldehyde derivatives using CuCl and nitrosoarenes as co-catalysts (10-30 mol %). Our density functional theory calculations support a novel nitroso-activated rearrangement, tropylium → benzylidene. With the same nitrosoarenes, we developed their gold-catalyzed [2 + 2 + 1]-annulations between nitrosobenzene and two enol ethers to yield 5-alkoxyisoxazolidines using 1,4-cyclohexadienes as hydrogen donors.

Synthesis of Substituted Benzaldehydes via a Two-Step, One-Pot Reduction/Cross-Coupling Procedure

The synthesis of functionalized (benz)aldehydes, via a two-step, one-pot procedure, is presented. The method employs a stable aluminum hemiaminal as a tetrahedral intermediate, protecting a latent aldehyde, making it suitable for subsequent cross-coupling with (strong nucleophilic) organometallic reagents, leading to a variety of alkyl and aryl substituted benzaldehydes. This very fast methodology also facilitates the effective synthesis of a 11C radiolabeled aldehyde. Aluminum-ate complexes enable transmetalation of alkyl fragments onto palladium and subsequent cross-coupling.

Molecular Design of Donor-Acceptor-Type Organic Photocatalysts for Metal-free Aromatic C?C Bond Formations under Visible Light

Metal-free and photocatalytic radical-mediated aromatic C?C bond formations offer a promising alternative pathway to the conventional transition metal-catalyzed cross-coupling reactions. However, the formation of aryl radicals from common precursors such as aryl halides is highly challenging due to their extremely high reductive potential. Here, we report a structural design strategy of donor-acceptor-type organic photocatalysts for visible light-driven C?C bond formations through the reductive dehalogenation of aryl halides. The reduction potential of the photocatalysts could be systematically aligned to be ?2.04 V vs. SCE via a simple heteroatom engineering of the donor-acceptor moieties. The high reductive potential of the molecular photocatalyst could reduce various aryl halides into aryl radicals to form the C?C bond with heteroarenes. The designability of the molecular photocatalyst further allowed the synthesis of a high LUMO (lowest unoccupied molecular orbital) polymer photocatalyst by a self-initiated free radical polymerization without compromising its LUMO level. (Figure presented.).