5-(4-NITROPHENYL)-2-FUROIC ACID Chemical Properties

Melting point:

255-257 °C (dec.)(lit.)

Boiling point:

451.4±35.0 °C(Predicted)

Density 

1.440±0.06 g/cm3(Predicted)

pka

2.80±0.10(Predicted)

InChI

InChI=1S/C11H7NO5/c13-11(14)10-6-5-9(17-10)7-1-3-8(4-2-7)12(15)16/h1-6H,(H,13,14)

InChIKey

FXZTYDPWMQBTDH-UHFFFAOYSA-N

SMILES

O1C(C2=CC=C([N+]([O-])=O)C=C2)=CC=C1C(O)=O

CAS DataBase Reference

28123-73-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

29321900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

5-(4-NITROPHENYL)-2-FUROIC ACID Usage And Synthesis

Synthesis Reference(s)

[1] Mori, M.;Tresoldi, A.; Villa, S.;Cazzaniga, G.;Bellinzoni, M.;Meneghetti, F.5-(4-Nitrophenyl)furan-2-carboxylic Acid. Molbank 2022, 2022, M1515.

General Description

5-(4-Nitrophenyl)-2-furoic acid (5-(p-nitrophenyl)-2-furoic acid) is a 5-aryl-2-furoic acid. It is a dantrolene metabolite and its presence in plasma and urine has been determined by HPLC. It was reported to be the only product formed during the reduction of 5-(4-nitrophenyl)-2-furaldehyde by modified Cannizzaro reaction.

Synthesis

To a solution of methyl 5-(4-nitrophenyl)furan-2-carboxylate (2, 50 mg, 0.2 mmol) in a mixture of H2O (2.6 mL) and MeOH (1.3 mL) was added NaOH (24 mg, 0.6 mmol). The reaction mixture was stirred at reflux for 3 h and partially concentered in vacuo to remove the solvent; then, 1 M HCl was added to adjust the pH to 3–4. The aqueous phase was extracted with EtOAc (3 × 5 mL), the combined organic phases were dried over anhydrous Na2SO4, filtered, and evaporated under reduced pressure to obtain 5-(4-NITROPHENYL)-2-FUROIC ACID as a yellow solid.[1]

5-(4-NITROPHENYL)-2-FUROIC ACID(28123-73-1)Related Product Information

• 5-(4-NITROPHENYL)-2-FUROIC ACID
• 5-(2-METHYL-4-NITROPHENYL)-2-FUROIC ACID
• 5-(2-CHLORO-4-NITROPHENYL)-2-FUROIC ACID
• 5-(4-METHYL-2-NITROPHENYL)-2-FUROIC ACID
• 5-(4-CHLORO-2-NITROPHENYL)-2-FUROIC ACID
• 5-(3-NITROPHENYL)-2-FUROIC ACID
• 5-(2-NITROPHENYL)-2-FUROIC ACID,5-(2-Nitrophenyl)-2-furoic acid, GC 98%
• 5-{2,6-dichloro-4-nitrophenyl}-2-furoic acid
• 5-(2-METHYL-5-NITROPHENYL)-2-FUROIC ACID
• RARECHEM AL BI 0741
• 5-(2-METHYL-3-NITROPHENYL)-2-FUROIC ACID
• 5-(4-ETHOXY-3-NITROPHENYL)-2-FUROIC ACID
• 5-(3-METHOXY-5-NITROPHENYL)-2-FUROIC ACID
• 5-(4-METHOXY-2-NITROPHENYL)-2-FUROIC ACID
• 5-(2-BROMO-4-NITROPHENYL)-2-FUROIC ACID
• 5-(4-NITROPHENYL)FURAN-2-CARBOXYLIC ACID METHYL ESTER
• 5-(2-METHYL-4-NITROPHENYL)FURAN-2-CARBOXYLIC ACID [2-(3-CHLORO-4-METHYL-PHENYL)]-2H-BENZOTRIAZOLE