3-(5-nitrothiophen-2-yl)prop-2-enoic acid

• ChemBase ID: 78785
• Molecular Formular: C7H5NO4S
• Molecular Mass: 199.1839
• Monoisotopic Mass: 198.99392865
• SMILES: [N+](=O)(c1ccc(s1)/C=C/C(=O)O)[O-]
• Canonical SMILES: OC(=O)/C=C/c1ccc(s1)[N+](=O)[O-]
• InChI: InChI=1S/C7H5NO4S/c9-7(10)4-2-5-1-3-6(13-5)8(11)12/h1-4H,(H,9,10)
• InChIKey: IIJCRPJUZLOCIE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(5-nitrothiophen-2-yl)prop-2-enoic acid; (2E)-3-(5-nitrothiophen-2-yl)prop-2-enoic acid
• IUPAC Traditional name: 3-(5-nitrothiophen-2-yl)prop-2-enoic acid; (2E)-3-(5-nitrothiophen-2-yl)prop-2-enoic acid
• Synonyms: (E)-3-(5-Nitrothien-2-yl)acrylic acid; 5-Nitro-2-thiopheneacrylic Acid; 3-(5-Nitro-2-thienyl)-2-propenoic Acid; NSC 178900; 3-(5-Nitro-2-thiophene)acrylic Acid

Database IDs

• CAS Number: 50868-70-7; 17163-22-3
• MDL Number: MFCD00116170
• PubChem SID: 162043548
• PubChem CID: 5383657

CALCULATED PROPERTIES

• Acid pKa: 2.5304449
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.7093999
• LogD (pH = 7.4): -1.3551188
• Log P: 2.1549478
• Molar Refractivity: 46.4344 cm^3
• Polarizability: 16.960619 Å^3
• Polar Surface Area: 83.12 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Brown Solid

Safety Information

• Storage Warning: Irritant

DETAILS

Toronto Research Chemicals - N565440

Nitrated thiophene derivative. Parasiticide. Intermediate in the synthesis of Nercrosulfonamide (N388600) analogue.

REFERENCES

• Cavier, R. et al.; Chim. Ther. 5, 270 (1970)