5-(2-Nitrophenyl)-2-furaldehyde

Base Information

• Chemical Name: 5-(2-Nitrophenyl)-2-furaldehyde
• CAS No.: 20000-96-8
• Molecular Formula: C11H7NO4
• Molecular Weight: 217.181
• Hs Code.: 29321900
• European Community (EC) Number: 624-559-0
• DSSTox Substance ID: DTXSID70350089
• Nikkaji Number: J1.371.651J
• Wikidata: Q82125844
• Mol file: 20000-96-8.mol

Synonyms:5-(2-Nitrophenyl)-2-furaldehyde;20000-96-8;5-(2-nitrophenyl)furan-2-carbaldehyde;5-(2-Nitrophenyl)furfural;2-Furancarboxaldehyde, 5-(2-nitrophenyl)-;2-Furancarboxaldehyde,5-(2-nitrophenyl)-;5-(2-Nitro-phenyl)-furan-2-carbaldehyde;Cambridge id 7184607;SCHEMBL2322204;DTXSID70350089;5-(2-Nitrophenyl)furfural, 99%;BBL008406;MFCD00216586;STK010136;AKOS000108242;AKOS015916430;SB60996;UPCMLD0ENAT5666538:001;5(2-nitro phenyl)-furan-2-carbaldehyde;5-(2-Nitrophenyl)-2-furancarboxaldehyde;VS-01902;BB 0245490;CS-0116740;FT-0713562;EN300-15280;J-012935;J-516135;1,1-(4-CHLOROBUTYLIDENE)BIS(4-FLUOROBENZENE);Z57313831

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

Chemical Property:

• Appearance/Colour: orange-brown crystalline powder
• Vapor Pressure: 2.84E-06mmHg at 25°C
• Melting Point: 94-97 °C (lit.)
• Refractive Index: 1.618
• Boiling Point: 389.5 °C at 760 mmHg
• Flash Point: 189.3 °C
• PSA: 76.03000
• Density: 1.348 g/cm³
• LogP: 3.19050
• 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: 276

Purity/Quality:

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

5-(2-Nitrophenyl)-2-furaldehyde ^*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

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=CC=C(O2)C=O)[N+](=O)[O-]
• Uses: 5-(2-Nitrophenyl)furfural (5-(2-nitrophenyl)-2-furfuraldehyde) was used in the synthesis of (5-(2-nitrophenyl)furfuran-2-yl)methanol.It may be used in the synthesis of 2-{[5-(2-nitrophenyl)furan-2-yl]methyleneamino}benzoic acid (HOBZ) by reacting with 2-aminobenzoic acid.

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

There total 15 articles about 5-(2-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: 100.0%

5-formylfurane-2-boronic acid (27329-70-0) + o-nitroiodobenzene (609-73-4) → 5-(2-nitrophenyl)-2-furaldehyde (20000-96-8)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In 1,2-dimethoxyethane; ethanol; water; at 50 ℃; for 3h;

DOI:10.1016/S0968-0896(02)00600-4

Reference yield: 88.0%

furfural (98-01-1) + 2-Chloronitrobenzene (88-73-3) → 5-(2-nitrophenyl)-2-furaldehyde (20000-96-8)

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: 85.0%

o-nitroiodobenzene (609-73-4) + 5-tri-n-butylstannyl-2-furannecarbaldehyde → 5-(2-nitrophenyl)-2-furaldehyde (20000-96-8)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In 1,2-dimethoxyethane; at 50 ℃; for 1h;

DOI:10.1016/S0968-0896(02)00600-4

upstream raw materials:

furfural

2-nitro-aniline

o-nitroiodobenzene

(5-(diethoxymethyl)furan-2-yl)boronic acid

Downstream raw materials:

2,2-Dimethyl-5-[5-(2-nitro-phenyl)-furan-2-ylmethylene]-[1,3]dioxane-4,6-dione

5-(2-nitro-phenyl)-furan-2-carbaldehyde thiosemicarbazone

5-[5-(2-nitro-phenyl)furan-2-ylmethylene]thiazolidine-2,4-dione

5-[5-(2-nitro-phenyl)furan-2-ylmethylene]-2-thioxo-dihydropyrimidine-4,6-dione

Refernces

• 1、 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.
• 2、 Zafar, Ansa Madeeha,Aslam, Samina,Khakwani, Samia,Khan, Muhammad Naeem,Munawar, Munawar Ali,Khan, Misbahul Ain. "Multicomponent one pot synthesis and characterization of novel 4-furyl-1,4-dihydropyridines". . p. 735 - 741. Retrieved 2017/02/10.