5-(4-Chlorophenyl)-2-furaldehyde

Base Information

• Chemical Name: 5-(4-Chlorophenyl)-2-furaldehyde
• CAS No.: 34035-03-5
• Molecular Formula: C11H7ClO2
• Molecular Weight: 206.628
• Hs Code.: 29321900
• European Community (EC) Number: 623-617-2
• DSSTox Substance ID: DTXSID00350254
• Nikkaji Number: J892.674C
• Wikidata: Q72456949
• ChEMBL ID: CHEMBL375867
• Mol file: 34035-03-5.mol

Synonyms:34035-03-5;5-(4-chlorophenyl)furan-2-carbaldehyde;5-(4-chlorophenyl)-2-furaldehyde;5-(4-Chlorophenyl)furfural;5-(4-Chloro-phenyl)-furan-2-carbaldehyde;5-(4-Chlorophenyl)-2-furancarboxaldehyde;MFCD00195947;5-(4-Chlorophenyl)furan-2-carboxaldehyde;2-Furancarboxaldehyde, 5-(4-chlorophenyl)-;2-FORMYL-5-(4-CHLOROPHENYL)FURAN;Cambridge id 7179578;CHEMBL375867;SCHEMBL1143469;DTXSID00350254;ROJGJNINTRCMBL-UHFFFAOYSA-N;5-(p-chlorophenyl)-2-furaldehyde;5-(4-Chlorophenyl)furfural, 95%;BBL008405;STK089506;AKOS000108203;SB17932;SY059170;5-(4-chlorophenyl)-2-furancarbox aldehyde;BB 0222872;C3388;CS-0042943;FT-0639150;EN300-17023;6F-017;A822049;J-516231;J-640055;J-800057;Z56860344;F0037-9227;3-(2-Pyridyl)-5,6-bis(4-phenylsulfonicacid)-1,2,4-triazinemonosodiumsaltFerrozine;InChI=1/C11H7ClO2/c12-9-3-1-8(2-4-9)11-6-5-10(7-13)14-11/h1-7

Chemical Property of 5-(4-Chlorophenyl)-2-furaldehyde

Chemical Property:

• Appearance/Colour: Pale brown needles
• Vapor Pressure: 4.32E-05mmHg at 25°C
• Melting Point: 128-131 °C(lit.)
• Refractive Index: 1.595
• Boiling Point: 350.7 °C at 760 mmHg
• Flash Point: 165.9 °C
• PSA: 30.21000
• Density: 1.282 g/cm³
• LogP: 3.41250
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 206.0134572
• Heavy Atom Count: 14
• Complexity: 200

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-(4-Chlorophenyl)furfural ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(O2)C=O)Cl
• Uses: 5-(4-Chlorophenyl)furfural is a metabolite of Azimilide (A926950, 2 HCl); an oral type III potassium channel blocker agent that blocks both the rapid activating component and the slow activating component of the delayed rectifier potassium current. Both preclinical and clinical studies have demonstrated the efficacy of Azimilide and its safety in the treatment of supraventricular and ventricular tachyarrhythmia. Azimilide is also being studied in a worldwide multicenter trial for prevention of sudden cardiac death in patients after myocardial infarction. 5-(4-Chlorophenyl)furfural was used as one of the aldehydes in the synthesis of uridine-based library.

Technology Process of 5-(4-Chlorophenyl)-2-furaldehyde

There total 19 articles about 5-(4-Chlorophenyl)-2-furaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

1-Chloro-4-iodobenzene (637-87-6) + 5-formylfurane-2-boronic acid (27329-70-0) → 5-(4-chlorophenyl)-2-furaldehyde (34035-03-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In 1,2-dimethoxyethane; ethanol; water; at 65 ℃; for 1h;

DOI:10.1016/j.ejmech.2016.12.024

Reference yield: 93.0%

5-bromo-2-furancarboxaldehyde (1899-24-7) + (4-chloro)phenylzinc iodide (151073-70-0) → 5-(4-chlorophenyl)-2-furaldehyde (34035-03-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.03.035

Reference yield: 88.0%

5-bromo-2-furancarboxaldehyde (1899-24-7) + tris(4-chlorophenyl)bismuthane (5575-51-9) → 5-(4-chlorophenyl)-2-furaldehyde (34035-03-5)

Guidance literature:

With palladium diacetate; caesium carbonate; triphenylphosphine; In 1-methyl-pyrrolidin-2-one; at 90 ℃; for 1h;

DOI:10.1055/s-0032-1316567

upstream raw materials:

furfural

4-chloro-aniline

5-iodofuran-2-carbaldehyde

chlorobenzene

Downstream raw materials:

(E)-3-[5-(4-chlorophenyl)-2-furyl]-2-propenoic acid

5-(4-chloro-phenyl)-furan-2-carbaldehyde-semicarbazone

5-(4-chlorophenyl)-2-furancarboxyaldehyde thio semicarbazone

5-(4-chlorophenyl)-2-hydroxymethylfuran

Refernces

• 1、 Andrade, Marina M. S.,Protti, ícaro F.,Maltarollo, Vinícius G.,da Costa, Ygor F. G.,de Moraes, Wesley G.,Moreira, Nicole F.,Garcia, Giovana G.,Caran, Gabriel F.,Ottoni, Flaviano M.,Alves, Ricardo J.,Moreira, Carolina P. S.,Martins, Helen R.,Alves, Maria Silvana,de Oliveira, Renata B.. "Synthesis of arylfuran derivatives as potential antibacterial agents". . p. 1074 - 1086. Retrieved 2021/02/26.
• 2、 Sharghi, Hashem,Mashhadi, Elahe,Aberi, Mahdi,Aboonajmi, Jasem. "Synthesis of novel benzimidazoles and benzothiazoles via furan-2-carboxaldehydes, o-phenylenediamines, and 2-aminothiophenol using Cu(II) Schiff-base@SiO2 as a nanocatalyst". . . Retrieved 2021/06/25.