4-acetamidophenyl acetate

• ChemBase ID: 158945
• Molecular Formular: C10H11NO3
• Molecular Mass: 193.19924
• Monoisotopic Mass: 193.07389322
• SMILES: C(=O)(Oc1ccc(cc1)NC(=O)C)C
• Canonical SMILES: CC(=O)Nc1ccc(cc1)OC(=O)C
• InChI: InChI=1S/C10H11NO3/c1-7(12)11-9-3-5-10(6-4-9)14-8(2)13/h3-6H,1-2H3,(H,11,12)
• InChIKey: UJAOSPFULOFZRR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-acetamidophenyl acetate
• IUPAC Traditional name: P-acetoxyacetanilide
• Synonyms: N-[4-(Acetyloxy)phenyl]acetamide; 4'-Hydroxyacetanilide Acetate; 4'-Acetoxyacetanilide; 4-Acetamidophenyl Acetate; O-Acetylparacetamol; p-Acetamidophenyl Acetate; p-Acetoxyacetanilide; NSC 33893; NSC 6083; Acetaminophen Impurity; Acetaminophen Acetate (Acetaminophen Impurity)

Database IDs

• CAS Number: 2623-33-8
• PubChem SID: 162253080
• PubChem CID: 17499

CALCULATED PROPERTIES

• Acid pKa: 14.677837
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.81821716
• LogD (pH = 7.4): 0.81821716
• Log P: 0.81821716
• Molar Refractivity: 52.0534 cm^3
• Polarizability: 19.655087 Å^3
• Polar Surface Area: 55.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 147-149°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A161215

A synthetic impurity of Acetaminophen.

REFERENCES

• 2) Chow, A., et al.: Int. J. Pharm., 24, 239 (1985)
• Zografi, G., et al.: Drug Dev. Ind. Pharm., 14, 1905 (1985)
• Zhang, G., et al.: Int. J. Pharm., 181, 61 (1985)