22078-59-7

Basic information

• Product Name: 5-(3-CHLOROPHENYL)-2-FURALDEHYDE
• Synonyms: AKOS B015974;AKOS BAR-0549;5-(3-CHLORO-PHENYL)-FURAN-2-CARBALDEHYDE;5-(3-CHLOROPHENYL)FURFURAL;5-(3-CHLOROPHENYL)-2-FURALDEHYDE;5-(3-CHLOROPHENYL)-2-FURANCARBOXALDEHYDE;ART-CHEM-BB B015974;ASISCHEM N43033
• CAS NO: 22078-59-7
• Molecular Formula: C₁₁H₇ClO₂
• Molecular Weight: 206.63
• Product Categories: API intermediates
• Mol File: 22078-59-7.mol
• Article Data: 18

Chemical Properties

• Melting Point: 109-111 °C(lit.)
• Boiling Point: 354.7°C at 760 mmHg
• Flash Point: 168.3°C
• Appearance: /
• Density: 1.282g/cm³
• Vapor Pressure: 3.28E-05mmHg at 25°C
• Refractive Index: 1.595
• CAS DataBase Reference: 5-(3-CHLOROPHENYL)-2-FURALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(3-CHLOROPHENYL)-2-FURALDEHYDE(22078-59-7)
• EPA Substance Registry System: 5-(3-CHLOROPHENYL)-2-FURALDEHYDE(22078-59-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 22078-59-7(Hazardous Substances Data)

Usage

Description

5-(3-Chlorophenyl)-2-furaldehyde is a furfural derivative, which is an organic compound characterized by the presence of a furan ring and an aldehyde functional group. It has a molecular structure that includes a chlorophenyl group attached to the furan ring, providing it with unique chemical properties and potential applications in various industries.

Uses

Used in Chemical Synthesis:
5-(3-Chlorophenyl)-2-furaldehyde is used as a key intermediate in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique molecular structure allows for further functionalization and modification, making it a versatile building block in organic chemistry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-(3-chlorophenyl)-2-furaldehyde is used as a starting material for the development of new drugs with potential therapeutic applications. Its chemical properties enable the creation of novel molecular structures that can target specific biological pathways, offering new treatment options for various diseases and conditions.
Used in Material Science:
5-(3-Chlorophenyl)-2-furaldehyde can also be utilized in the development of advanced materials, such as polymers and coatings, due to its reactive functional groups and compatibility with various polymerization techniques. Its incorporation into these materials can enhance their properties, such as stability, durability, and resistance to environmental factors.
Used in Flavor and Fragrance Industry:
Due to its aromatic nature, 5-(3-chlorophenyl)-2-furaldehyde can be employed in the flavor and fragrance industry as a component in the creation of unique scents and flavors. Its distinct chemical structure can contribute to the development of novel fragrances and taste profiles, adding value to consumer products.
Used in Research and Development:
5-(3-Chlorophenyl)-2-furaldehyde serves as an important research tool in academic and industrial laboratories, where it can be used to study various chemical reactions and mechanisms. Its unique properties make it an attractive candidate for exploring new synthetic routes, understanding reaction kinetics, and developing innovative applications in various fields.

InChI:InChI=1/C11H7ClO2/c12-9-3-1-2-8(6-9)11-5-4-10(7-13)14-11/h1-7H

Upstream product

• 1899-24-7 5-bromo-2-furancarboxaldehyde 
• 27329-70-0 5-formylfurane-2-boronic acid 
• 625-99-0 3-iodochlorobenzene 
• 108-42-9 3-chloro-aniline 
• 98-01-1 furfural 
• 33756-91-1 tris(3-chlorophenyl)bismuthane 
• 108-37-2 1-bromo-3-chlorobenzene 
• 63503-60-6 3-chlorophenylboronic acid 
• 2689-65-8 5-iodofuran-2-carbaldehyde 
• 108-90-7 chlorobenzene 

Downstream Products

• 851340-16-4 3-[5-(3-chloro-phenyl)-furan-2-yl]-acrylic acid methyl ester 
• 851304-54-6 3-((5Z)-5-{[5-(3-chlorophenyl)-2-furyl]methylene}-4-oxo-2-thioxo-1,3-thiazolidin-3-yl)propanoic acid 
• 1004111-41-4 (Z)-3-((1H-benzimidazol-2-yl)methyl)-5-((5-(3-chlorophenyl)furan-2-yl)methylene)-2-thioxothiazolidin-4-one 
• 1004111-33-4 C₁₈H₁₄ClNO₅S 
• 1004111-29-8 C₁₇H₁₃ClN₂O₄S 
• 1004111-31-2 C₁₈H₁₄ClNO₄S₂ 
• 1004111-37-8 C₁₈H₁₅ClN₂O₅ 
• 1004111-32-3 C₁₈H₁₅ClN₂O₄S 
• 1307261-13-7 C₁₆H₁₃ClO₃ 
• 461690-55-1 C₁₄H₁₁ClO₂ 
• 463354-18-9 C₁₉H₁₂ClNO₄ 
• 304896-46-6 C₁₉H₁₂Cl₂O₂ 

Relevant articles and documents

Carbon–Carbon Bond Formation for the Synthesis of 5-Aryl-2-Substituted Furans Catalyzed by K3[Fe(CN)6]

An efficient method for the carbon–carbon bond formation at C-5 position of 2-substituted furans to provide a range of π-diverse 5-aryl-2-substituted furan derivatives in 58–80% yield has been reported. The method employs several advantages such as use of catalytic amount of K3[Fe(CN)6] under mild conditions and short reaction time with high yields. Also, a variety of anilines with a variety of functional groups can be employed for the synthesis of 5-aryl-2-substituted furans. Graphic Abstract: [Figure not available: see fulltext.]

Synthesis of novel benzimidazoles and benzothiazoles via furan-2-carboxaldehydes, o-phenylenediamines, and 2-aminothiophenol using Cu(II) Schiff-base@SiO2 as a nanocatalyst

2-(5-Substituted phenyl)furan-2-carboxaldehyde derivatives were prepared by using an efficient copper(II) complex of tetradentate Schiff-base ligand immobilized onto silica as a heterogeneous nanocatalyst [Cu(II) Schiff-base@SiO2] (5.0?mol%) using anilines, sodium nitrite, and furan-2-carboxaldehyde. Furthermore, attractive di-heteroaryl benzo-fused systems such as benzimidazole and benzothiazole derivatives were synthesized using this nanocatalyst (5.0?mol%) via the reaction of o-phenylenediamines and 2-aminothiophenol with 2-(5-substituted phenyl)furan-2-carboxaldehydes in EtOH. The catalyst was characterized by Fourier transform infrared (FT-IR), field emission scanning electron microscope (FESEM), energy-dispersive X-ray spectroscopy (EDX), X-ray powder diffraction (XRD), and inductively coupled plasma (ICP) techniques. The advantages of the present catalytic system are short reaction times, mild conditions, good to excellent yields, and low amount of nanocatalyst. Moreover, to the best of our knowledge, this is the first time of using the same catalyst in two steps including synthesis of 2-(5-substituted phenyl)furan-2-carboxaldehyde and benzimidazole or benzothiazole derivatives. In addition, the synthesized catalyst was recycled very well and reused several times without significant loss of its catalytic activity.

Novel Furan-2-yl-1 H-pyrazoles Possess Inhibitory Activity against α-Synuclein Aggregation

A series of novel furan-2-yl-1H-pyrazoles and their chemical precursors were synthesized and evaluated for their effectiveness at disrupting α-synuclein (α-syn) aggregation in vitro. The compounds were found to inhibit α-syn aggregation with efficacy comp