5-(2,5-Dichlorophenyl)-2-furaldehyde

Base Information

• Chemical Name: 5-(2,5-Dichlorophenyl)-2-furaldehyde
• CAS No.: 99113-89-0
• Molecular Formula: C11H6 Cl2 O2
• Molecular Weight: 241.073
• Hs Code.: 2932190090
• European Community (EC) Number: 624-024-1
• DSSTox Substance ID: DTXSID60350093
• Nikkaji Number: J3.383.958H
• Wikidata: Q82125852
• Mol file: 99113-89-0.mol

Synonyms:5-(2,5-dichlorophenyl)-2-furaldehyde;99113-89-0;5-(2,5-dichlorophenyl)furan-2-carbaldehyde;5-(2,5-Dichlorophenyl)furfural;5-(2 5-dichlorophenyl)furfural;MFCD00454841;SCHEMBL4697667;DTXSID60350093;BBL012746;STK067800;AKOS000100207;SB61066;5-(2,5-Dichlorophenyl)furfural, 96%;PS-11239;BB 0217318;CS-0218510;FT-0679302;5-(2 5-DICHLOROPHENYL)FURFURAL 96;EN300-01172;F76793;5-(2,5-Dichloro-phenyl)-furan-2-carbaldehyd e;Z56899174;F0165-0004

Chemical Property of 5-(2,5-Dichlorophenyl)-2-furaldehyde

Chemical Property:

• Vapor Pressure: 2.13E-05mmHg at 25°C
• Melting Point: 97-101 °C(lit.)
• Boiling Point: 361°Cat760mmHg
• Flash Point: 172.2°C
• PSA: 30.21000
• Density: 1.392g/cm³
• LogP: 4.06590
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 239.9744848
• Heavy Atom Count: 15
• Complexity: 235

Purity/Quality:

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

5-(2,5-Dichlorophenyl)-2-furaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)C2=CC=C(O2)C=O)Cl

Technology Process of 5-(2,5-Dichlorophenyl)-2-furaldehyde

There total 8 articles about 5-(2,5-Dichlorophenyl)-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: 65.0%

5-bromo-2-furancarboxaldehyde (1899-24-7) + 2,5-dichlorobenzeneboronic acid (135145-90-3) → 2-formyl-5-(2,5-dichlorophenyl)furan (99113-89-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; water; at 80 ℃; for 12h;

DOI:10.1016/j.bmcl.2011.06.132

Reference yield: 64.0%

furfural (98-01-1) + 2,5-dichlorobenzoic acid (50-79-3) → 2-formyl-5-(2,5-dichlorophenyl)furan (99113-89-0)

Guidance literature:

With palladium(II) trifluoroacetate; triphenylphosphine; silver carbonate; In 1,2-dimethoxyethane; dimethyl sulfoxide; at 120 ℃; for 24h; Inert atmosphere; Glovebox;

DOI:10.1002/ejoc.201402278

Reference yield:

5-formylfurane-2-boronic acid (27329-70-0) + 2,5-dichloroiodobenzene (29682-41-5) → 2-formyl-5-(2,5-dichlorophenyl)furan (99113-89-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In water; acetonitrile; at 60 ℃; for 1h;

DOI:10.3390/molecules24152724

upstream raw materials:

furfural

para-dichlorobenzene

5-bromo-2-furancarboxaldehyde

2,5-dichlorobenzeneboronic acid

Downstream raw materials:

C₁₉H₁₇Cl₂NO

4-((5Z)-5-{[5-(2,5-dichlorophenyl)-2-furyl]methylene}-4-oxo-2-thioxo-1,3-thiazolidin-3-yl)butanoic acid

2-((5Z)-5-{[5-(2,5-dichlorophenyl)-2-furyl]methylene}-4-oxo-2-thioxo-1,3-thiazolidin-3-yl)butanoic acid

Refernces

• 1、 Wang, Lijiao,Li, Chao,Chen, Wei,Song, Chen,Zhang, Xing,Yang, Fan,Wang, Chen,Zhang, Yuanyuan,Qian, Shan,Wang, Zhouyu,Yang, Lingling. "Discovery of (5-Phenylfuran-2-yl)Methanamine derivatives as new human sirtuin 2 Inhibitors". . . Retrieved 2019/08/07.
• 2、 Che, Jian,Zheng, Chang-Ji,Song, Ming-Xia,Bi, Ya-Jing,Liu, Yi,Li, Yin-Jing,Wu, Yan,Sun, Liang-Peng,Piao, Hu-Ri. "Synthesis and antibacterial evaluation of furan derivatives bearing a rhodanine moiety". . p. 426 - 435. Retrieved 2014/03/21.