2-(acetyloxy)(2H4)benzoic acid

• ChemBase ID: 159448
• Molecular Formular: C9H8O4
• Molecular Mass: 180.15742
• Monoisotopic Mass: 180.04225874
• SMILES: c1cccc(c1C(=O)O)OC(=O)C
• Canonical SMILES: CC(=O)Oc1ccccc1C(=O)O
• InChI: InChI=1S/C9H8O4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3,(H,11,12)
• InChIKey: BSYNRYMUTXBXSQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(acetyloxy)(^2H₄)benzoic acid
• IUPAC Traditional name: 2-(acetyloxy)(^2H₄)benzoic acid
• Synonyms: 2-Acetoxybenzoic-3,4,5,6-d4 Acid; Acetylsalicylic Acid-d4; Acylpyrin-d4; Angettes-d4; Aspro-d4; Aspirin-d4; Acetylsalicylic Acid-d4

Database IDs

• CAS Number: 97781-16-3
• PubChem SID: 162253583
• PubChem CID: 46780045

CALCULATED PROPERTIES

• Acid pKa: 3.4147992
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.83532584
• LogD (pH = 7.4): -2.1610374
• Log P: 1.2380897
• Molar Refractivity: 44.4466 cm^3
• Polarizability: 17.169231 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 124-127°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A187782

Analgesic; antipyretic; anti-inflammatory; antithrombotic.

REFERENCES

• Hart, E.R., et al.: J. Pharmacol. Exp. Ther., 89, 205 (1947)
• Florey, K., et al.: Anal. Profiles Drug Subs., 8, 1 (1947)