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| | Methyl 3-(cyanomethyl)benzoate Basic information |
| Product Name: | Methyl 3-(cyanomethyl)benzoate | | Synonyms: | 3-CYANOMETHYLBENZOIC ACID METHYL ESTER;Methyl m-(cyanomethyl)benzoate;Benzoicacid, 3-(cyanomethyl)-, methyl ester;high quality 3-CYANOMETHYLBENZOIC ACID METHYL ESTER;METHYL 3-(CYANOMETHYL) BENZOATE;3-(Cyanomethyl)benzoate methyl ester;Famoxadone Impurity 13;methyl 3-cyanomethylbenzoate (NITRILE) | | CAS: | 68432-92-8 | | MF: | C10H9NO2 | | MW: | 175.18 | | EINECS: | | | Product Categories: | Aromatic Esters | | Mol File: | 68432-92-8.mol |  |
| | Methyl 3-(cyanomethyl)benzoate Chemical Properties |
| Boiling point | 314.1±25.0 °C(Predicted) | | density | 1.141±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | Appearance | Colorless to light yellow Liquid | | InChI | InChI=1S/C10H9NO2/c1-13-10(12)9-4-2-3-8(7-9)5-6-11/h2-4,7H,5H2,1H3 | | InChIKey | XSNUGLQVCGENEM-UHFFFAOYSA-N | | SMILES | C(OC)(=O)C1=CC=CC(CC#N)=C1 |
| HazardClass | IRRITANT | | HS Code | 2926907090 |
| | Methyl 3-(cyanomethyl)benzoate Usage And Synthesis |
| Uses | Methyl 3-(cyanomethyl)benzoate is used as an intermediate in organic synthesis for the preparation of other compounds such as 3-(cyanomethyl)benzoic acid. | | Synthesis | Methyl 3-(cyanomethyl)benzoate is synthesised using Methyl 3-(bromomethyl)benzoate as raw material by chemical reaction. The specific synthesis steps are as follows:
(i) To a solution of methyl 3-bromobenzoate (10.0 g, 44 mmol) in acetonitrile (100 mL) were added potassium cyanide (5.7 g, 87 mmol) and 18-crown-6 (1.0 g), and the mixture was stirred at room temperature for 3 days. The reaction mixture was filtered, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=5/95-->30/70), and the fraction containing the object product was concentrated under reduced pressure to give the title compound (7.0 g, 91percent) as a colorless oil. 1H-NMR (DMSO-d6, 300 MHz) δ 3.88 (3H, s), 4.17 (2H, s), 7.57 (1H, t, J = 7.6 Hz), 7.61 - 7.69 (1H, m), 7.88 - 7.95 (1H, m), 7.97 (1H, br s).
 | | References | [1] Patent: WO2006/67446, 2006, A1. Location in patent: Page/Page column 126
[2] Patent: WO2006/79791, 2006, A1. Location in patent: Page/Page column 34
[3] Patent: WO2006/24834, 2006, A1. Location in patent: Page/Page column 63-64
[4] Patent: WO2006/24836, 2006, A1. Location in patent: Page/Page column 27
[5] Patent: WO2007/71955, 2007, A1. Location in patent: Page/Page column 50-51 |
| | Methyl 3-(cyanomethyl)benzoate Preparation Products And Raw materials |
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