1-(2,4-dihydroxyphenyl)ethan-1-one

• ChemBase ID: 75298
• Molecular Formular: C8H8O3
• Molecular Mass: 152.14732
• Monoisotopic Mass: 152.04734412
• SMILES: O=C(c1c(cc(cc1)O)O)C
• Canonical SMILES: Oc1ccc(c(c1)O)C(=O)C
• InChI: InChI=1S/C8H8O3/c1-5(9)7-3-2-6(10)4-8(7)11/h2-4,10-11H,1H3
• InChIKey: SULYEHHGGXARJS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2,4-dihydroxyphenyl)ethan-1-one
• IUPAC Traditional name: 2',4'-dihydroxyacetophenone
• Synonyms: 2',4'-Dihydroxyacetophenone; 1-(2,4-dihydroxyphenyl)ethanone; Resacetophenone; 2′,4′-Dihydroxyacetophenone; 1-(2,4-Dihydroxyphenyl)ethanone; 1-Acetylbenzene-2,4-diol; Resoacetophenone; β-Resacetophenone; 4-Acetyl-1,3-benzenediol; NSC 10883; NSC 37559; 2',4'-Dihydroxyacetophenone; 2,4-Dihydroxyacetophenone; 1-Acetyl-2,4-dihydroxybenzene; 4-Acetylresorcinol; 1-乙酰-2,4-二羟基苯; 4-乙酰间苯二酚; 雷琐苯乙酮; 2′,4′-二羟基苯乙酮; 2',4'-二羟基苯乙酮

Database IDs

• CAS Number: 89-84-9
• EC Number: 201-945-3
• MDL Number: MFCD00002279
• Beilstein Number: 1282505
• Merck Index: 148140
• PubChem SID: 24863312; 24893343; 162040216
• PubChem CID: 6990

CALCULATED PROPERTIES

• Acid pKa: 7.8775268
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.5719582
• LogD (pH = 7.4): 1.4495416
• Log P: 1.5737627
• Molar Refractivity: 40.4226 cm^3
• Polarizability: 15.293651 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Powder; White Solid
• Melting Point: 142-146°C; 143-144.5 °C(lit.); 143-145°C; 143-145°C; 143-146 °C
• Density: 1.18; 1.18 g/mL at 25 °C(lit.)

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• Storage Warning: Irritant; Moisture Sensitive
• RTECS: AM7525000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38; 37/38-41; R:36
• Safety Statements: 26-36; 26-37/39; S:26
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H318-H335; H318-H315-H335-H303
• GHS Precautionary statements: P261-P280-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: ≥97.0% (NT); 98%; 99%
• Grade: purum
• Linear Formula: (HO)2C6H3COCH3

DETAILS

MP Biomedicals - 02157735

1 ml=approx. 1.18 g.

Sigma Aldrich - D107409

Packaging
100, 500 g in poly bottle
5 g in glass bottle

REFERENCES

• The position of O-alkylation can be varied by suitable choice of reagent. Thus, NaH in DMSO followed by MeI gives predominantly the 2-alkylated product, whereas Li₂CO₃ in DMF favors 4-alkylation. The latter is a fairly general method for the alkylation of phenols, thiophenols and ?-diketones with pK_a less than about 8: Synth. Commun., 18, 1379 (1988).