3-(acetyloxy)-2-methylbenzoic acid

• ChemBase ID: 148491
• Molecular Formular: C10H10O4
• Molecular Mass: 194.184
• Monoisotopic Mass: 194.0579088
• SMILES: Cc1c(cccc1OC(=O)C)C(=O)O
• Canonical SMILES: CC(=O)Oc1cccc(c1C)C(=O)O
• InChI: InChI=1S/C10H10O4/c1-6-8(10(12)13)4-3-5-9(6)14-7(2)11/h3-5H,1-2H3,(H,12,13)
• InChIKey: LHVJUPHCLWIPLZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(acetyloxy)-2-methylbenzoic acid
• IUPAC Traditional name: 3-(acetyloxy)-2-methylbenzoic acid
• Synonyms: 3-Acetoxy-2-methylbenzoic acid; 3-Acetoxy-o-toluic acid; 3-(Acetyloxy)-2-methyl-benzoic Acid; 3-Acetoxy-2-methylbenzoic Acid; 3-乙酰氧基-2-甲基苯甲酸

Database IDs

• CAS Number: 168899-58-9
• EC Number: 000-000-0
• MDL Number: MFCD00957176
• Beilstein Number: 3271605
• PubChem SID: 24872962; 162242666
• PubChem CID: 3798557

CALCULATED PROPERTIES

• Acid pKa: 3.7270477
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.021163475
• LogD (pH = 7.4): -1.5428622
• Log P: 1.7515111
• Molar Refractivity: 49.4878 cm^3
• Polarizability: 18.900469 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Methanol
• Apperance: Light Yellow Crystalline Solid
• Melting Point: 149-150°C; 149-151 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37; 36/37/38
• Safety Statements: 26; 26-36
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H319-H335
• GHS Precautionary statements: P261-P280-P305+P351+P338-P304+P340-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%; 98%; 99%
• Linear Formula: CH3CO2C6H3(CH3)CO2H

DETAILS

Sigma Aldrich - 495255

Packaging
5 g in glass bottle

Toronto Research Chemicals - A166960

An intermediate in the preparation of small-sized HIV protease inhibitors

REFERENCES

• Mimoto, T., et al.: J. Med. Chem., 42, 1789 (1999)
• Hidaka, K., et al.: Bioorg. Med. Chem. Lett., 13, 93 (1999)
• Nakagawa, Y., et al.: Bioorg. Med. Chem., 13, 1333 (1999)