2,4,6-trimethylbenzoic acid

• ChemBase ID: 81456
• Molecular Formular: C10H12O2
• Molecular Mass: 164.20108
• Monoisotopic Mass: 164.08372962
• SMILES: O=C(c1c(cc(cc1C)C)C)O
• Canonical SMILES: OC(=O)c1c(C)cc(cc1C)C
• InChI: InChI=1S/C10H12O2/c1-6-4-7(2)9(10(11)12)8(3)5-6/h4-5H,1-3H3,(H,11,12)
• InChIKey: FFFIRKXTFQCCKJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,4,6-trimethylbenzoic acid
• IUPAC Traditional name: 2,4,6-trimethylbenzoic acid
• Synonyms: 2-Mesitylenecarboxylic acid; 2,4,6-Trimethylbenzoic acid; 2,4,6-trimethylbenzoic acid; MESITOIC AICD; Mesitoic acid; Mesitylene-2-carboxylic acid; 均三甲基苯甲酸; 2,4,6-三甲基苯甲酸

Database IDs

• CAS Number: 480-63-7
• EC Number: 207-553-9
• MDL Number: MFCD00002481
• Beilstein Number: 1866187
• PubChem SID: 162068575; 24900454; 24889636
• PubChem CID: 10194

CALCULATED PROPERTIES

• Acid pKa: 4.029793
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.6901928
• LogD (pH = 7.4): 0.02936001
• Log P: 3.171093
• Molar Refractivity: 48.4378 cm^3
• Polarizability: 17.944555 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 152-155 °C; 152-155 °C(lit.); 153-155°C

Safety Information

• RTECS: DI0887010
• German water hazard class: 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (GC); 98%; 99%
• Grade: purum
• Linear Formula: (CH3)3C6H2CO2H

DETAILS

MP Biomedicals - 05204188

MP Biomedicals Rare Chemical collection

Sigma Aldrich - T74802

Packaging
10 g in glass bottle

REFERENCES

• The mixed anhydride with trifluoroacetic anhydride has been used to protect OH groups as mesitoate esters, very stable to base hydrolysis. The group can be removed reductively, e.g. with LiAlH₄: J. Chem. Soc. (C), 2944 (1971), or AlH₃: J. Org. Chem., 57, 3431 (1992).