2-acetylbenzoic acid

• ChemBase ID: 77842
• Molecular Formular: C9H8O3
• Molecular Mass: 164.15802
• Monoisotopic Mass: 164.04734412
• SMILES: OC(=O)c1ccccc1C(=O)C
• Canonical SMILES: OC(=O)c1ccccc1C(=O)C
• InChI: InChI=1S/C9H8O3/c1-6(10)7-4-2-3-5-8(7)9(11)12/h2-5H,1H3,(H,11,12)
• InChIKey: QDAWXRKTSATEOP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-acetylbenzoic acid
• IUPAC Traditional name: O-acetylbenzoic acid
• Synonyms: 2-Acetylbenzoic acid; 3-Hydroxy-3-methylphthalide; Acetophenone-2-carboxylic acid; 2-Acetylbenzoic acid; Acetophenone-2'-carboxylic acid; o-Carboxyacetophenone; 2-Acetophenonecarboxylic Acid; NSC 407680; 苯乙酮-2-羧酸; 邻乙酰基苯甲酸; 2-乙酰苯甲酸; 2-乙酰基苯甲酸

Database IDs

• CAS Number: 577-56-0
• EC Number: 209-413-2
• MDL Number: MFCD00002475
• Beilstein Number: 1210557
• PubChem SID: 24890523; 162042693
• PubChem CID: 68474

CALCULATED PROPERTIES

• Acid pKa: 4.123574
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.20278826
• LogD (pH = 7.4): -1.895496
• Log P: 1.1884762
• Molar Refractivity: 43.717 cm^3
• Polarizability: 16.412193 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Powder; Yellow Solid
• Melting Point: 115-117 °C(lit.); 115-117°C; 115-118°C; 116 - 118°C; 116-118°C
• Hydrophobicity(logP): 0.789

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P280G-P305+P351+P338
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%; 98+%; 99%
• Empirical Formula (Hill Notation): C9H8O3

DETAILS

Sigma Aldrich - A12801

Packaging
5, 25 g in glass bottle

Toronto Research Chemicals - A169550

A common component of hair dyes.

REFERENCES

• Amborabe, B., et al.: Plant Physiol. Biochem., 40, 1051 (2002)
• Acharya, C., et al.: Mol. Pharm., 5, 818 (2002)
• Exists in equilibrium with 3-hydroxy-3-methylphthalide, precursor of 3-methylenephthalidyl (MPID) derivatives of amino acids. Deprotection can be effected with hydrazine hydrate: Synthesis, 43 (1977).