|
|
| | 3-Oxoindane-1-carboxylic acid Basic information |
| | 3-Oxoindane-1-carboxylic acid Chemical Properties |
| Melting point | 111-113 °C (lit.) | | Boiling point | 365.0±41.0 °C(Predicted) | | density | 1.384±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | form | solid | | pka | 3.67±0.20(Predicted) | | Appearance | White to off-white Solid | | InChI | 1S/C10H8O3/c11-9-5-8(10(12)13)6-3-1-2-4-7(6)9/h1-4,8H,5H2,(H,12,13) | | InChIKey | HXLJFMRZKCSTQD-UHFFFAOYSA-N | | SMILES | OC(=O)C1CC(=O)c2ccccc12 | | CAS DataBase Reference | 29427-69-8(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-37/39 | | WGK Germany | 3 | | RTECS | NK8260000 | | Hazard Note | Irritant | | HS Code | 2918300090 | | Storage Class | 11 - Combustible Solids |
| | 3-Oxoindane-1-carboxylic acid Usage And Synthesis |
| Uses | 3-Oxoindane-1-carboxylic Acid is an indan acid and a potential oral hypoglycemic agents. | | Definition | ChEBI: 3-oxoindane-1-carboxylic acid is a member of indanones. | | Synthesis Reference(s) | Journal of the American Chemical Society, 106, p. 6702, 1984 DOI: 10.1021/ja00334a040 | | General Description | 3-Oxo-1-indancarboxylic acid participates in the synthesis of 3-hydroxymethyl-1-indanol (±). Enantiomeric separation of 3-oxo-1-indancarboxylic acid on liquid chromatography chiral stationary phases (CSPs) by supercritical fluid chromatography (SFC) has been reported. Separation of 3-oxo-1-indancarboxylic acid enantiomers using a new immobilized polysaccharide chiral stationary phase, CHIRALPAK IA with hexane has been described. | | Synthesis | The general procedure for the synthesis of 3-carbonyl-1-indenoic acid from phenylsuccinic anhydride was as follows: phenylsuccinic anhydride (10 g, 57 mmol) was dissolved in 1,2-dichloroethane (200 mL). The solution was slowly added dropwise to a solution of 1,2-dichloroethane (50 mL) containing aluminum trichloride (17 g, 130 mmol) at 0°C. After the dropwise addition was completed, the reaction mixture was continued to be stirred for 1 hour at room temperature. Subsequently, water (50 mL) was added at 0 °C to terminate the reaction. The reaction mixture was extracted with ethyl acetate (3 x 60 mL), the organic phases were combined and concentrated by evaporation. After drying, the light yellow oily product 5A (8.3 g, 83% yield) was obtained. | | References | [1] Bulletin de la Societe Chimique de France, 1982, vol. 2, # 5-6, p. 161 - 166
[2] Patent: CN108250128, 2018, A. Location in patent: Paragraph 0195; 0197; 0198; 0199
[3] Patent: WO2016/44770, 2016, A1. Location in patent: Page/Page column 661
[4] Tetrahedron, 2004, vol. 60, # 41, p. 9245 - 9253
[5] Canadian Journal of Chemistry, 1961, vol. 39, p. 2563 - 2571 |
| | 3-Oxoindane-1-carboxylic acid Preparation Products And Raw materials |
|