1,2,3-trimethoxybenzene

• ChemBase ID: 78701
• Molecular Formular: C9H12O3
• Molecular Mass: 168.18978
• Monoisotopic Mass: 168.07864424
• SMILES: O(c1c(cccc1OC)OC)C
• Canonical SMILES: COc1c(OC)cccc1OC
• InChI: InChI=1S/C9H12O3/c1-10-7-5-4-6-8(11-2)9(7)12-3/h4-6H,1-3H3
• InChIKey: CRUILBNAQILVHZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,2,3-trimethoxybenzene
• IUPAC Traditional name: benzene, 1,2,3-trimethoxy-
• Synonyms: 1,2,3-trimethoxybenzene; Pyrogallol trimethyl ether; 1,2,3-Trimethoxybenzene; 邻苯三酚三甲醚; 1,2,3-三甲氧基苯

Database IDs

• CAS Number: 634-36-6
• EC Number: 211-207-2
• MDL Number: MFCD00008358
• Beilstein Number: 1910422
• PubChem SID: 162043464; 24848225; 24889622
• PubChem CID: 12462
• Flavis Number: 4.084

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.500232
• LogD (pH = 7.4): 1.500232
• Log P: 1.500232
• Molar Refractivity: 45.4476 cm^3
• Polarizability: 17.888586 Å^3
• Polar Surface Area: 27.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 43-45°C; 43-46 °C; 43-47 °C(lit.)
• Boiling Point: 241 °C(lit.); 241°C
• Flash Point: 112°C(233°F); 113 °C; 235.4 °F
• Density: 1.112; 1.112 g/mL at 25 °C(lit.)

Safety Information

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

Product Information

• Purity: ≥97%; ≥98.0% (GC); 98%; 98+%
• Grade: purum
• Linear Formula: C6H3(OCH3)3

DETAILS

Sigma Aldrich - 137995

Packaging
25, 100 g in glass bottle

REFERENCES

• Direct dilithiation with n-BuLi/TMEDA gave poor results, but a sequence involving monolithiation, silylation and further lithiation at the 6-position gave the 4,6-disilyl derivative in 62% yield: J. Org. Chem., 49, 4657 (1984).