| Identification | More | [Name]
4-Hydroxyindan-1-one | [CAS]
40731-98-4 | [Synonyms]
4-HYDROXY-1-INDANONE
4-HYDROXY-INDAN-1-ONE
4-HYDROXYINDANONE
Hydroxyindanone
4-HYDROXY-2,3-DIHYDRO-1H-INDEN-1-ONE
4-HYDROXYINDANONE 98+%
2,3-dihydro-4-hydroxyinden-1-one | [Molecular Formula]
C9H8O2 | [MDL Number]
MFCD00143330 | [Molecular Weight]
148.16 | [MOL File]
40731-98-4.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [Melting point ]
242-244 °C (lit.) | [Boiling point ]
307.6±31.0 °C(Predicted) | [density ]
1.305±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Soluble in ethanol. (25mg/ml) | [form ]
powder to crystal | [pka]
9.22±0.20(Predicted) | [color ]
White to Orange to Green | [InChI]
InChI=1S/C9H8O2/c10-8-3-1-2-6-7(8)4-5-9(6)11/h1-3,10H,4-5H2 | [InChIKey]
CKSCMRNFDBWFND-UHFFFAOYSA-N | [SMILES]
C1(=O)C2=C(C(O)=CC=C2)CC1 | [CAS DataBase Reference]
40731-98-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HS Code ]
29145090 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [Uses]
4-Hydroxy-1-indanone is a hydroxylated indanone used for synthesis. It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuffs. | [Synthesis]
General procedure for the synthesis of 4-hydroxy-1-indanone from hydrogenated cinnamic acid lactone: A mixture of aluminum chloride (90.0 g, 676 mmol) and sodium chloride was stirred at 150 °C until the solid was completely dissolved, followed by the slow dropwise addition of hydrogenated cinnamic acid lactone (20.0 g, 135 mmol). After the dropwise addition, the reaction mixture was warmed to 200 °C and stirred continuously for 1 hour. Upon completion of the reaction, the mixture was cooled to room temperature and slowly poured into ice water (500 mL), followed by filtration to collect the crude product. The crude product was purified by recrystallization to afford 4-hydroxy-1-indanone (19 g, 95% yield) as a gray solid. The structure of the compound was confirmed by the following spectral data: mass spectrum (ESI positive ion mode) m/z 149.5 [M + H]+; 1H NMR (400 MHz, CDCl3) δ (ppm): 7.41-7.38 (m, 1H), 7.24-7.19 (m, 1H), 6.80-6.79 (m, 1H), 6.78-6.77 (d , 1H, J = 4.0 Hz), 5.46 (br, 1H), 3.06-3.03 (m, 2H), 2.69-2.66 (m, 2H). | [References]
[1] Patent: WO2014/19344, 2014, A1. Location in patent: Paragraph 00820
[2] Patent: WO2014/82380, 2014, A1. Location in patent: Paragraph 00314; 00315
[3] Patent: WO2014/82379, 2014, A1. Location in patent: Page/Page column 112; 113
[4] Patent: WO2014/131315, 2014, A1. Location in patent: Page/Page column 112
[5] Patent: US2015/79028, 2015, A1. Location in patent: Paragraph 2389; 2390; 2391; 2392; 2393 |
|
|