1-(4-hydroxy-3-methoxyphenyl)propan-2-one

• ChemBase ID: 80208
• Molecular Formular: C10H12O3
• Molecular Mass: 180.20048
• Monoisotopic Mass: 180.07864424
• SMILES: O=C(Cc1cc(c(cc1)O)OC)C
• Canonical SMILES: COc1cc(ccc1O)CC(=O)C
• InChI: InChI=1S/C10H12O3/c1-7(11)5-8-3-4-9(12)10(6-8)13-2/h3-4,6,12H,5H2,1-2H3
• InChIKey: LFVCJQWZGDLHSD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-hydroxy-3-methoxyphenyl)propan-2-one
• IUPAC Traditional name: 1-(4-hydroxy-3-methoxyphenyl)propan-2-one
• Synonyms: 4-Hydroxy-3-methoxyphenylacetone; 1-(4-hydroxy-3-methoxyphenyl)acetone; 1-(4-Hydroxy-3-methoxyphenyl)-2-propanone; (4-Hydroxy-3-methoxyphenyl)acetone; 2-Propiovanillone; Guaiacylacetone; Methyl Vanillyl Ketone; NSC 16690; Vanillyl Methyl Ketone; 4-羟基-3-甲氧基苯丙酮

Database IDs

• CAS Number: 2503-46-0
• EC Number: 219-704-6
• MDL Number: MFCD00130260
• PubChem SID: 24865542; 162067328
• PubChem CID: 17262

CALCULATED PROPERTIES

• Acid pKa: 9.93864
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.4793674
• LogD (pH = 7.4): 1.4781367
• Log P: 1.479383
• Molar Refractivity: 49.3608 cm^3
• Polarizability: 19.05083 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Yellow Liquid
• Boiling Point: 126-127 °C/0.3 mmHg(lit.); 126-127°C/0.3mm
• Flash Point: 113 °C; 235.4 °F
• Density: 1.163; 1.163 g/mL at 25 °C(lit.)
• Refractive Index: 1.5480; n20/D 1.55(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 96%; 98%
• Linear Formula: HOC6H3(OCH3)CH2COCH3

DETAILS

Sigma Aldrich - 410659

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - V097625

Volatile aromatic compound released from hard woods. It is often found in wine that has been aged in wood barrels contributing to the wine’s flavor profile. It is also released during combustion, giving flavor to smoked meats.

REFERENCES

• Conde, E., et al.: Food Chem., 114, 806 (2008)
• Zhang, B., et al.: App. Biochem. Biotechnol., 147, 119 (2008)
• Fernandez de Simon, B., et al.: J. Agric. Food Chem., 57, 3217 (2008)