5-(4-Nitrophenyl)-2-furaldehyde

Base Information

• Chemical Name: 5-(4-Nitrophenyl)-2-furaldehyde
• CAS No.: 7147-77-5
• Molecular Formula: C11H7NO4
• Molecular Weight: 217.181
• Hs Code.: 29329990
• European Community (EC) Number: 230-459-4
• NSC Number: 31431
• UNII: DO5AR91I76
• DSSTox Substance ID: DTXSID70221684
• Wikidata: Q72495417
• Mol file: 7147-77-5.mol

Synonyms:7147-77-5;5-(4-Nitrophenyl)-2-furaldehyde;5-(4-nitrophenyl)furan-2-carbaldehyde;5-(4-Nitrophenyl)-2-furancarboxaldehyde;5-(4-Nitrophenyl)furfural;5-(4-nitro-phenyl)-furan-2-carbaldehyde;2-Furancarboxaldehyde, 5-(4-nitrophenyl)-;5-(p-Nitrophenyl)furfural;MFCD00124191;85008-70-4;DO5AR91I76;EINECS 230-459-4;NSC-31431;NSC31431;5-(4-NITROPHENYL)2-FURALDEHYDE;Cambridge id 5143178;UNII-DO5AR91I76;5-(4-nitro-phenyl)furfural;SCHEMBL1116150;5-(4-Nitrophenyl)furfuraldehyde;DTXSID70221684;5-(p-Nitrophenyl)-2-furaldehyde;5-(4-Nitrophenyl)furfural, 98%;5-(p-Nitropheny)furancarboxaldehyde;BCP22094;2-Furaldehyde, 5-(p-nitrophenyl)-;AC2003;BBL012747;GEO-02028;NSC 31431;STK003287;5-(p-nitrophenyl)-2-furancarbaldehyde;AKOS000100227;AC-8313;CS-W014819;SB60949;5-(4-nitrophenyl)furan-2-carboxaldehyde;5-(p-Nitrophenyl)-2-furancarboxaldehyde;5-(4-nitrophenyl)-furan-2-carboxaldhyde;AS-12393;SY036852;5-(4'-nitrophenyl)-2-furancarboxaldehyde;(5-(4-nitrophenyl)-2-furancarboxyaldehyde;BB 0217328;FT-0619668;N0820;EN300-16817;W-104524;Z56785761;5-(4-nitrophenyl)furan-2-carbaldehyde pound>>5-(4-Nitrophenyl)furfural

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

Chemical Property:

• Appearance/Colour: brown crystalline powder
• Vapor Pressure: 7.89E-07mmHg at 25°C
• Melting Point: 204-206 °C(lit.)
• Refractive Index: 1.618
• Boiling Point: 406.8 °C at 760 mmHg
• Flash Point: 199.9 °C
• PSA: 76.03000
• Density: 1.348 g/cm³
• LogP: 3.19050
• Storage Temp.: -20?C Freezer, Under Inert Atmosphere
• Solubility.: DMSO (Slightly, Heated), Ethyl Acetate (Slightly, Heated)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 217.03750770
• Heavy Atom Count: 16
• Complexity: 268

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(O2)C=O)[N+](=O)[O-]
• Uses: A furfural nitrophenyl derivative as antibacterial and fungistatic A furfural nitrophenyl derivative as antibacterial and fungistatic agent.

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

There total 26 articles about 5-(4-Nitrophenyl)-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%

furfural (98-01-1) + para-nitrophenyl bromide (586-78-7) → 5-(4-nitrophenyl)-2-furaldehyde (7147-77-5)

Guidance literature:

With [Pd(IPr*IMe)^An(3-Cl-pyridinyl)Cl₂]; potassium carbonate; acetic acid; In N,N-dimethyl acetamide; at 130 ℃; for 12h; regioselective reaction;

DOI:10.1021/acs.organomet.0c00494

Reference yield: 92.0%

furfural (98-01-1) + 4-chlorobenzonitrile (100-00-5) → 5-(4-nitrophenyl)-2-furaldehyde (7147-77-5)

Guidance literature:

With [PdBr(C₃N₂(C₆H₅)(C₆H₄)(C₆H₃(C₃H₇)2)2)]2; potassium acetate; In N,N-dimethyl acetamide; at 150 ℃; for 8h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201601218

Reference yield: 88.0%

furfural (98-01-1) + p-nitrobenzene iodide (636-98-6) → 5-(4-nitrophenyl)-2-furaldehyde (7147-77-5)

Guidance literature:

With tetrabutylammomium bromide; potassium acetate; tricyclohexylphosphine; palladium dichloride; In N,N-dimethyl-formamide; at 110 ℃; for 10h;

DOI:10.1021/ol0158866

upstream raw materials:

furfural

4-nitro-aniline

4-nitroaniline hydrochloride

p-nitrobenzene iodide

Downstream raw materials:

2-(4-{trans-2-[5-(4-nitro-phenyl)-furan-2-yl]-vinyl}-phenyl)-5-phenyl-oxazole

2-[5-(4-nitro-phenyl)-furan-2-yl]-1H-benzoimidazole

5-nitro-2-[5-(4-nitro-phenyl)-furan-2-yl]-1⁽³⁾H-benzoimidazole

1-methyl-5-nitro-2-[5-(4-nitro-phenyl)-furan-2-yl]-1H-benzoimidazole

Refernces

• 1、 Wu, Guiyuan,Shi, Bingbing,Hu, Bing,Zhang, Youming,Lin, Qi,Yao, Hong,Wei, Taibao. "A rational designed dual-channel chemosensor for mercury ions based on hydrolysis of Schiff base". . p. 637 - 644. Retrieved 2014.
• 2、 Gou, Kun,Luo, Youfu,Luo, Yuan,Sun, Qingxiang,Tan, Yuping,Tao, Lei,Zhao, Yinglan,Zhou, Xia,Zhou, Yue,Zuo, Zeping. "Discovery of novel inhibitors of human phosphoglycerate dehydrogenase by activity-directed combinatorial chemical synthesis strategy". . . Retrieved 2021/07/26.
• 3、 Dai, Baozhu,Ma, Xingxing,Tang, Yadong,Xu, Le,Guo, Su,Chen, Xinyan,Lu, Shitong,Wang, Guangjie,Liu, Yajing. "Design, synthesis, and biological activity of novel semicarbazones as potent Ryanodine receptor1 inhibitors of Alzheimer's disease". . . Retrieved 2020/12/09.