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| | 3-(Cyanomethyl)benzoic acid Basic information |
| Product Name: | 3-(Cyanomethyl)benzoic acid | | Synonyms: | 25-50 g;3-Carboxyphenylacetonitrile;m-(Cyanomethyl)benzoic acid;Ketoprofen EP Impurity H;Ketoprofen Impurity 8(Ketoprofen EP Impurity H);Benzoic acid, 3-(cyanomethyl)-;3-(Cyanomethyl)benzoic acidQ: What is
3-(Cyanomethyl)benzoic acid Q: What is the CAS Number of
3-(Cyanomethyl)benzoic acid Q: What is the storage condition of
3-(Cyanomethyl)benzoic acid Q: What are the applications of
3-(Cyanomethyl)benzoic acid;Ketoprofen EP impurity 1 | | CAS: | 5689-33-8 | | MF: | C9H7NO2 | | MW: | 161.16 | | EINECS: | | | Product Categories: | | | Mol File: | 5689-33-8.mol |  |
| | 3-(Cyanomethyl)benzoic acid Chemical Properties |
| Melting point | 175-176℃ (ethanol, 25% ) | | Boiling point | 371.6±25.0 °C(Predicted) | | density | 1.257±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | solubility | DMSO, Methanol (Slightly) | | pka | 4.04±0.10(Predicted) | | form | Solid | | color | White | | Major Application | pharmaceutical small molecule | | InChI | 1S/C9H7NO2/c10-5-4-7-2-1-3-8(6-7)9(11)12/h1-3,6H,4H2,(H,11,12) | | InChIKey | DATIHVJZEPOWPT-UHFFFAOYSA-N | | SMILES | N#CCc1cc(ccc1)C(=O)O |
| WGK Germany | WGK 3 | | HS Code | 2926907090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2 |
| | 3-(Cyanomethyl)benzoic acid Usage And Synthesis |
| Uses | 3-(Cyanomethyl)benzoic Acid is a reagent used in the synthesis of various pharmaceutically important compounds, such as its use in the synthesis of neprilysin inhibitors. | | Uses | 3-(Cyanomethyl)benzoic Acid (Ketoprofen EP Impurity H) is a reagent used in the synthesis of various pharmaceutically important compounds, such as its use in the synthesis of neprilysin inhibitors. | | Synthesis | Lithium hydroxide (493 mg, 11.7 mmol) was added to a stirred mixed solution of methyl 3-(cyanomethyl)benzoate (1.029 g, 5.87 mmol) in THF (10 ml) and water (0.5 ml) at room temperature. The reaction mixture was stirred continuously at 50 °C overnight. After completion of the reaction, the solvent was removed by evaporation and the residue was partitioned between water and ether. The aqueous phase was extracted three times with ether. Subsequently, the aqueous phase was acidified to acidity with concentrated hydrochloric acid and again extracted three times with ether. All organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 745 mg (79% yield) of 3-cyanomethylbenzoic acid. The product was characterized by 1H NMR (DMSO-D6): δ 13.11 (1H, s), 7.95 (1H, s), 7.90 (1H, d, J = 7.6 Hz), 7.60 (1H, m), 7.53 (1H, t, J = 7.6 Hz), 4.14 (2H, s); MS (ESI) m/z 160 (M-1). | | References | [1] Patent: WO2004/96781, 2004, A1. Location in patent: Page 80 |
| | 3-(Cyanomethyl)benzoic acid Preparation Products And Raw materials |
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