4-(4-hydroxyphenyl)butan-2-one

• ChemBase ID: 85833
• Molecular Formular: C10H12O2
• Molecular Mass: 164.20108
• Monoisotopic Mass: 164.08372962
• SMILES: O=C(CCc1ccc(cc1)O)C
• Canonical SMILES: CC(=O)CCc1ccc(cc1)O
• InChI: InChI=1S/C10H12O2/c1-8(11)2-3-9-4-6-10(12)7-5-9/h4-7,12H,2-3H2,1H3
• InChIKey: NJGBTKGETPDVIK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(4-hydroxyphenyl)butan-2-one
• IUPAC Traditional name: raspberry ketone
• Synonyms: p-Hydroxybenzyl acetone; 4-(p-Hydroxyphenyl)-2-butanone; Frambinone; Oxyphenylon; Rheosmin; Rasketone; Raspberry ketone; (4-Hydroxybenzyl)acetone; (p-Hydroxybenzyl)acetone; 1-(4-Hydroxyphenyl)-3-butanone; 1-(p-Hydroxyphenyl)-3-butanone; 4-(3-Oxobutyl)phenol; 4-(4-Hydroxy-phenyl)-2-butanone; 4-(p-Hydroxyphenyl)-2-butanone; 4-(4'-Hydroxyphenyl)-2-butanone; 4-Hydroxybenzylacetone; 4-(4-Hydroxyphenyl)butan-2-one; Frambione; NSC 26515; Raspberry ketone; 4-(4-Hydroxyphenyl)-2-butanone; 2-(4-Hydroxyphenyl)ethyl methyl ketone; 覆盆子酮; 4-(4-羟基苯基)-2-丁酮; 4-(4-羟基苯基)2-丁酮

Database IDs

• CAS Number: 5471-51-2
• EC Number: 226-806-4
• MDL Number: MFCD00002394
• Beilstein Number: 776080
• PubChem SID: 24901172; 162072949; 24850752; 24879650; 24901171
• PubChem CID: 21648
• CHEBI ID: 68656
• CHEMBL: 105912
• Chemspider ID: 20347
• FEMA ID: 2588
• Wikipedia Title: Raspberry_ketone
• Council of Europe Number: 755
• Flavis Number: 7.055

CALCULATED PROPERTIES

• Acid pKa: 9.505301
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.0815804
• LogD (pH = 7.4): 2.0782483
• Log P: 2.081623
• Molar Refractivity: 47.4986 cm^3
• Polarizability: 18.36695 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White needles; White Solid
• Melting Point: 73-75°C; 80-84°C; 81-85 °C; 81-85 °C(lit.); 82-83°C; 82–84 °C
• Boiling Point: 140–146 °C (at 0.5 mmHg)
• Organoleptic: fruity; raspberry; sweet; raspberry; sweet

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Irritant
• RTECS: EL8925000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 22; R22
• Safety Statements: 36
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301; H302
• GHS Precautionary statements: P264-P270-P301+P310-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002; FCC; FDA 21 CFR (172.515)

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥97.0% (GC); ≥98%; 95+%; 97%; 98%; 99%
• Grade: FG; Halal; Kosher; natural (US); NI; purum
• Impurities: ≤1% water
• Linear Formula: HOC6H4CH2CH2COCH3
• Classification: Genuine Natural Compounds

DETAILS

Sigma Aldrich - W258814

Packaging
1 kg in poly bottle
1 sample in glass bottle
100 g in poly bottle
25 g in glass bottle

Sigma Aldrich - W258806

Packaging
1 kg in poly bottle
1 sample in glass bottle
250 g in poly bottle
5 kg in fiber drum

Sigma Aldrich - 178519

Packaging
50, 250 g in poly bottle

Toronto Research Chemicals - H949105

The primary aroma compound of red raspberries, used in perfume compositions, shampoos, cosmetics and as a food additive.Also an impurity in the synthesis of Dobutamine (D494445) and Ractopamine (R071400)

REFERENCES

• TAggarwal, S., et al.: Mol. Pharmacol., 69, 195 (2006)
• Beekwilder, J., et al.: Biotechnol. J., 2, 1270 (2006)
• Akiyama, M., et al.: J. Food Sci., 72, C388 (2006)