5-Phenyl-2-furaldehyde

Base Information

• Chemical Name: 5-Phenyl-2-furaldehyde
• CAS No.: 13803-39-9
• Molecular Formula: C11H8O2
• Molecular Weight: 172.183
• Hs Code.: 2932190090
• European Community (EC) Number: 626-945-4
• DSSTox Substance ID: DTXSID20377726
• Nikkaji Number: J1.138.756J
• Wikidata: Q82167052
• ChEMBL ID: CHEMBL4526187
• Mol file: 13803-39-9.mol

Synonyms:5-Phenyl-2-furaldehyde;13803-39-9;5-phenylfuran-2-carbaldehyde;2-Formyl-5-phenylfuran;5-phenylfurfural;MFCD01910161;5-Phenyl-furan-2-carbaldehyde;2-Furancarboxaldehyde, 5-phenyl-;2-Furancarboxaldehyde,5-phenyl-;5-phenylfuraldehyde;SCHEMBL622653;5-Phenyl-2-furaldehyde, 96%;CHEMBL4526187;DTXSID20377726;BMJHNNPEPBZULA-UHFFFAOYSA-N;AMY10649;BBL029514;GEO-02118;STK802971;AKOS000113829;CS-W017604;SB60974;AC-18709;SY101277;BB 0222879;FT-0620756;EN300-18399;A807328;W-200111;Z57212858

Chemical Property of 5-Phenyl-2-furaldehyde

Chemical Property:

• Vapor Pressure: 0.000279mmHg at 25°C
• Melting Point: 29-33 °C(lit.)
• Refractive Index: 1.583
• Boiling Point: 322.5 °C at 760 mmHg
• Flash Point: 104.8 °C
• PSA: 30.21000
• Density: 1.154 g/cm³
• LogP: 2.75910
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 172.052429494
• Heavy Atom Count: 13
• Complexity: 173

Purity/Quality:

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

5-Phenylfuran-2-carbaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(O2)C=O

Technology Process of 5-Phenyl-2-furaldehyde

There total 39 articles about 5-Phenyl-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: 99.0%

5-chloro-2-furaldehyde (21508-19-0) + phenylboronic acid (98-80-6) → 5-phenylfuran-2-carbaldehyde (13803-39-9)

Guidance literature:

With potassium carbonate; 2-(di-tert-butyl-phosphino)-1-phenyl-1H-pyrrole; palladium diacetate; In toluene; at 100 ℃;

DOI:10.1039/b311268n

Reference yield: 97.0%

5-bromo-2-furancarboxaldehyde (1899-24-7) + phenylboronic acid (98-80-6) → 5-phenylfuran-2-carbaldehyde (13803-39-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; water; toluene; for 4h; Inert atmosphere; Reflux;

Reference yield: 97.0%

5-formylfurane-2-boronic acid (27329-70-0) + chlorobenzene (108-90-7) → 5-phenylfuran-2-carbaldehyde (13803-39-9)

Guidance literature:

With potassium phosphate; C₇₅H₅₈Cl₂N₄Pd; In water; isopropyl alcohol; at 25 ℃; for 24h; Reagent/catalyst; Schlenk technique;

DOI:10.1039/c8nj01047a

upstream raw materials:

furfural

aniline

phenyl-(5-phenyl-furan-2-yl)-ethanedione

benzene diazonium chloride

Downstream raw materials:

Cycloheptyl-(5-phenyl-furan-2-ylmethyl)-amine

2-phenyl-4H-furo<3,2-b>pyrrole

2-phenyl-4-methylfuro<3,2-b>pyrrole

2-phenyl-4H-furo<3,2-b>pyrrole-5-carboxylic acid

Refernces

• 1、 Bussolari, Jacqueline C.,Rehborn, Diana C.. "Preparation of 5-aryl furfurals and aryl thiophene-2-carboxaldehydes via palladium-catalyzed C-C bond formation in aqueous media". . p. 965 - 967. Retrieved 1999.
• 2、 Phan, Nam T.S.,Khan, Jamil,Styring, Peter. "Polymer-supported palladium catalysed Suzuki-Miyaura reactions in batch and a mini-continuous flow reactor system". . p. 12065 - 12073. Retrieved 2005.
• 3、 ?zdemir, ?smail,?zdemir, Nam?k,Bensouici, Chawki,Benzerka, Saida,Boulebd, Houssem,Gürbüz, Nevin,Khiri-Meribout, Naima,Sandeli, Abd El-Krim. "New benzimidazolium N-heterocyclic carbene precursors and their related Pd-NHC complex PEPPSI-type: Synthesis, structures, DFT calculations, biological activity, docking study, and catalytic application in the direct arylation". . . Retrieved 2021/09/28.
• 4、 Ambika,Singh, Pradeep Pratap. "Carbon–Carbon Bond Formation for the Synthesis of 5-Aryl-2-Substituted Furans Catalyzed by K3[Fe(CN)6]". . . Retrieved 2021/10/05.