5-(2-Nitrophenyl)-2-furoic acid

Base Information

• Chemical Name: 5-(2-Nitrophenyl)-2-furoic acid
• CAS No.: 29048-34-8
• Molecular Formula: C11H7NO5
• Molecular Weight: 233.18
• Hs Code.: 2932190090
• European Community (EC) Number: 620-654-6
• UNII: GAR5WG9DZJ
• Wikidata: Q27096629
• Metabolomics Workbench ID: 150585
• ChEMBL ID: CHEMBL425386
• Mol file: 29048-34-8.mol

Synonyms:5-(2-nitrophenyl)furan-2-carboxylic acid;5-(2-Nitrophenyl)-2-furoic acid;29048-34-8;GAR5WG9DZJ;CHEMBL425386;2-Furancarboxylic acid, 5-(2-nitrophenyl)-;2-Furoic acid, 5-(o-nitrophenyl)-;5-(o-Nitrophenyl)-2-furancarboxylic acid;5-{2-nitrophenyl}-2-furoic acid;UNII-GAR5WG9DZJ;4-(Imidazol-1-yl)anizol;AN-465/25028012;SCHEMBL2089396;CHEMBL-425386;XUFDYUSOQQYQRL-UHFFFAOYSA-N;HMS3604O16;BCP21428;STR05287;BBL012045;BDBM50175439;MFCD00274243;STK947694;AKOS000288885;AKOS015894350;DB07408;SB61150;PD005282;5-(2-Nitrophenyl)-2-furoic acid, 97%;5-(2-Nitro-phenyl)-furan-2-carboxylic acid;BB 0245484;CS-0095176;EN300-11999;5-(2-NITROPHENYL)-2-FURANCARBOXYLICACID;SR-01000462056;J-640053;J-800055;SR-01000462056-1;Q27096629;Z57441700;B23

Chemical Property of 5-(2-Nitrophenyl)-2-furoic acid

Chemical Property:

• Vapor Pressure: 2.79E-08mmHg at 25°C
• Melting Point: 216-219 °C(lit.)
• Boiling Point: 433.4°C at 760mmHg
• Flash Point: 215.9°C
• PSA: 96.26000
• Density: 1.44g/cm³
• LogP: 3.07620
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 233.03242232
• Heavy Atom Count: 17
• Complexity: 314

Purity/Quality:

99% ^*data from raw suppliers

5-(2-Nitrophenyl)furan-2-carboxylicacid 95+% ^*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)O)[N+](=O)[O-]

Technology Process of 5-(2-Nitrophenyl)-2-furoic acid

There total 5 articles about 5-(2-Nitrophenyl)-2-furoic acid 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: 69.0%

5-(2-nitrophenyl)furan-2-carboxylic acid methyl ester (41019-36-7) → 5-(2-nitrophenyl)-2-furoic acid (29048-34-8)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; ethanol; for 5h; Reflux;

DOI:10.1016/j.ejmech.2018.06.033

Reference yield: 67.0%

furfural (98-01-1) + 2-furanoic acid (88-14-2) + 2-nitro-aniline (88-74-4) → 5-(2-nitrophenyl)-2-furoic acid (29048-34-8)

Guidance literature:

2-furanoic acid; 2-nitro-aniline; With hydrogenchloride; sodium nitrite; In water; at 5 ℃; for 0.333333h;

furfural; With potassium hexacyanoferrate(III); In water; acetone; at 20 ℃; for 2.5h;

DOI:10.1007/s10562-021-03799-y

Reference yield: 65.0%

2-furanoic acid (88-14-2) + 2-nitro-aniline (88-74-4) → 5-(2-nitrophenyl)-2-furoic acid (29048-34-8)

Guidance literature:

2-nitro-aniline; With hydrogenchloride; water; sodium nitrite; at 0 - 5 ℃;

2-furanoic acid; With ammonium cerium(IV) nitrate; In water; at 20 ℃; for 7h;

upstream raw materials:

2-furanoic acid

2-nitro-aniline

5-(2-nitrophenyl)furan-2-carboxylic acid methyl ester

methyl 5-bromo-2-furoate

Downstream raw materials:

5-(2-Nitro-phenyl)-furan-2-carbonyl azide

[(E)-4-(2-Nitro-phenyl)-4-oxo-but-2-enoyl]-carbamic acid benzyl ester

benzyl N-<5-(2-nitrophenyl)-2-furyl>carbamate

(4,5-dimethoxy-2-nitrophenyl)-[5-(2-nitrophenyl)-2-furyl]methanone

Refernces

• 1、 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.
• 2、 Chen, Jian-Wei,Cui, Zi-Ning,He, Min,Li, Ya-Sheng,Wang, Hong,Wang, Si-Jia,Wang, Ya-Kun,Wei, Bin,Zhang, Hua-Wei,Zhou, Tao-Shun. "Thiazolidin-2-cyanamides derivatives as novel potent Escherichia coli β-glucuronidase inhibitors and their structure–inhibitory activity relationships". . p. 1736 - 1742. Retrieved 2020/09/18.