2-(methoxycarbonyl)-4-nitrophenolate
Methyl 5-nitrosalicylate
CAS: 17302-46-4
Molecular Formula: C8H7NO5
2-(methoxycarbonyl)-4-nitrophenolate - Names and Identifiers
| Name | Methyl 5-nitrosalicylate |
| Synonyms | Einecs 241-330-7 5-nitrosalicylate RARECHEM AL BF 0192 (2-iodoethyl)benzene Methyl-5-nitrosalicylate METHYL 5-NITROSALICYLATE Methyl 5-nitrosalicylate METHYL 2-HYDROXY-5-NITROBENZOATE methyl 2-hydroxy-5-nitrobenzoate 5-NITROSALICYLIC ACID METHYL ESTER 5-Nitrosalicyclic Acid Methyl Ester 2-(methoxycarbonyl)-4-nitrophenolate 2-Hydroxy-5-nitrobenzoic acid methyl ester |
| CAS | 17302-46-4 |
| EINECS | 241-330-7 |
| InChI | InChI=1/C8H7NO5/c1-14-8(11)6-4-5(9(12)13)2-3-7(6)10/h2-4,10H,1H3/p-1 |
2-(methoxycarbonyl)-4-nitrophenolate - Physico-chemical Properties
| Molecular Formula | C8H7NO5 |
| Molar Mass | 197.14 |
| Density | 1.432±0.06 g/cm3(Predicted) |
| Melting Point | 114-117°C |
| Boling Point | 328.7±27.0 °C(Predicted) |
| Flash Point | 152.6°C |
| Water Solubility | Insoluble in water. |
| Solubility | Chloroform, DCM, Methanol |
| Vapor Presure | 9.76E-05mmHg at 25°C |
| Appearance | Solid |
| Color | White |
| pKa | 6.82±0.22(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
2-(methoxycarbonyl)-4-nitrophenolate - Risk and Safety
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
2-(methoxycarbonyl)-4-nitrophenolate - Reference Information
| Application | methyl 2-hydroxy-5-nitrobenzoate is an organic intermediate and a pharmaceutical intermediate, it can be used in laboratory research and development process and chemical production process, and can be obtained by esterification after nitration of salicylic acid or directly obtained by nitration of methyl salicylate. |
| preparation | a: The starting salicylic acid (20g, 145 mmol) was placed in a ML three-necked round bottom flask, acetic acid (120 mL) was added and heated to 50 ℃ for dissolution, reflux and stirring, then concentrated nitric acid (10 mL) was slowly added dropwise to the reaction solution for about 6 minutes, the reaction was complete in about 3 hours. The reaction solution was poured into ice water while it was hot to precipitate a large amount of brown solid, which was left to stand for a period of time before Suction filtration, and the filter cake was washed with ice water to obtain 2-hydroxy-5-nitrobenzoic acid as a brownish yellow solid. The filtrate was placed at 0 ° C. To further precipitate a solid, which was filtered with suction again. The solid obtained was baked to a constant weight of 15.92g, yield: 60%, which was ready for use in the next step: the product 2-hydroxy-5-nitrobenzoic acid (15.92g, 87 mmol) was placed in a 250 mL three-necked round-bottomed flask, and methanol (150 mL) was added to dissolve at 70 °c, reflux and stir, then add 10 mL concentrated sulfuric acid Dropwise to the reaction solution, react for 1 day, TLC detection reaction is complete, the reaction solution is poured into ice water while hot, solid precipitation, after standing for a period of time, Suction filtration was performed, and the filter cake was washed with ice water to obtain methyl 2-hydroxy-5-nitrobenzoate as a white solid. The filtrate was placed at 0 ° C. To continue the precipitation of solid, again Suction filtration, the solid was baked to constant weight, then column chromatography (petroleum ether: ethyl acetate, 40:1) pure product 10.28, yield: 60%. |
Last Update：2024-04-10 22:29:15
