1-(3,5-dihydroxyphenyl)ethan-1-one

• ChemBase ID: 123365
• Molecular Formular: C8H8O3
• Molecular Mass: 152.14732
• Monoisotopic Mass: 152.04734412
• SMILES: c1(C(=O)C)cc(cc(c1)O)O
• Canonical SMILES: CC(=O)c1cc(O)cc(c1)O
• InChI: InChI=1S/C8H8O3/c1-5(9)6-2-7(10)4-8(11)3-6/h2-4,10-11H,1H3
• InChIKey: WQXWIKCZNIGMAP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(3,5-dihydroxyphenyl)ethan-1-one
• IUPAC Traditional name: 1-(3,5-dihydroxyphenyl)ethanone
• Synonyms: 1-(3,5-dihydroxyphenyl)ethanone; 3′,5′-Dihydroxyacetophenone; 5-Acetylresorcinol; 3',5'-Dihydroxyacetophenone; 1-(3,5-Dihydroxyphenyl)ethanone; 3,5-Dihydroxyacetophenone; 3',5'-Dihydroxyphenyl Methyl Ketone; 3',5'-Dihydroxyacetophenone; 1-(3,5-dihydroxyphenyl)ethan-1-one; 3,5-Dihydroxyacetophenone; 3′,5′-二羟基苯乙酮; 3',5'-二羟基苯乙酮

Database IDs

• CAS Number: 51863-60-6
• EC Number: 257-480-1
• MDL Number: MFCD00002290
• Beilstein Number: 1936502
• PubChem SID: 162217718; 24853448
• PubChem CID: 103993

CALCULATED PROPERTIES

• Acid pKa: 8.65522
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.923461
• LogD (pH = 7.4): 0.90039635
• Log P: 0.9237627
• Molar Refractivity: 40.4226 cm^3
• Polarizability: 15.292448 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 142-149°C; 145 - 146°C; 145-146 °C(lit.)
• Hydrophobicity(logP): 0.95

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37; 26-37/39
• 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: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 96%; 97%
• Linear Formula: (HO)2C6H3COCH3

DETAILS

Sigma Aldrich - 224596

Packaging
10 g in glass bottle
50 g in poly bottle

Toronto Research Chemicals - D450100

3',5'-Dihydroxyacetophenone is a dihydroxy derivative of acetophenone. 3',5'-Dihydroxyacetophenone shows inhibitory activity towards plant germination and growth as well as some antitumor activity.

REFERENCES

• Lohaus, E. et al.: Zeitsch. Naturforsch. C J. Biosci., 37C, 802 (1982)
• Nakamura, E.S. et al.: Cancer Lett., 177, 119 (1982)