| N-Methylphthalimide Basic information |
| Product Name: | N-Methylphthalimide |
| Synonyms: | 2-Methylisoindoline-1,3-dione;2-Methyl-1H-isoindole-1;Rivaroxaban Impurity F ( N-Methyl Phthalimide ) CAS No. 550-44-7;Imp. F:N-Methylphthalimide;Rivaroxaban impurity P1-B;Rivaroxaban N-Methylphthalimide Impurity;Rivaroxaban Impurity F ( N-Methyl Phthalimide );Rivaroxaban Impurity 20 |
| CAS: | 550-44-7 |
| MF: | C9H7NO2 |
| MW: | 161.16 |
| EINECS: | 208-982-4 |
| Product Categories: | intermediates;N-Substituted Maleimides, Succinimides & Phthalimides;N-Substituted Phthalimides;Cyclic ImidesDerivatization Reagents;Carbonyl Compounds;Derivatization Reagents HPLC;API intermediates;Organic Building Blocks;UV-VIS |
| Mol File: | 550-44-7.mol |
| N-Methylphthalimide Chemical Properties |
| Melting point | 129-132 °C (lit.) |
| Boiling point | 286.05°C |
| density | 1.2443 (rough estimate) |
| refractive index | 1.4500 (estimate) |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | DMSO (Slightly), Methanol (Slightly) |
| form | Solid |
| pka | -2.09±0.20(Predicted) |
| color | White to Off-White |
| BRN | 124428 |
| CAS DataBase Reference | 550-44-7(CAS DataBase Reference) |
| NIST Chemistry Reference | 1H-Isoindole-1,3(2H)-dione, 2-methyl-(550-44-7) |
| EPA Substance Registry System | 1H-Isoindole-1,3(2H)-dione, 2-methyl- (550-44-7) |
| Safety Information |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36 |
| WGK Germany | 1 |
| RTECS | TI5602700 |
| TSCA | Yes |
| HazardClass | IRRITANT |
| HS Code | 29251900 |
| MSDS Information |
| Provider | Language |
|---|---|
| N-Methylphthalimide | English |
| SigmaAldrich | English |
| ALFA | English |
| N-Methylphthalimide Usage And Synthesis |
| Chemical Properties | White powder |
| Uses | Photoreduction of N-methylphthalimide (NMP) with 2,3-dimethyl-2-butene h and the selective electroreduction of N-methylphthalimide to 3-hydroxy-2-methyl-isoindolin-1-one have been studied. |
| Synthesis Reference(s) | The Journal of Organic Chemistry, 44, p. 497, 1979 DOI: 10.1021/jo01318a005 |
| General Description | Photoreduction of N-methylphthalimide (NMP) with 2,3-dimethyl-2-butene has been studied. The selective electroreduction of N-methylphthalimide to 3-hydroxy-2-methyl-isoindolin-1-one in ionic liquids and phenol as a proton donor under silent and ultrasonic conditions has been reported. Single electron transfer (SET)-induced photochemical reaction of NMP with silyl enol ether has been investigated. Nitration of NMP is reported to afford “exclusively” 3-nitro-derivative. |
| Purification Methods | Recrystallise the imide from absolute EtOH or AcOH (m 134o). The IR has max at 1780 and 1380cm -1. [Beilstein 21 H 461, 21 III/IV 5030.] |
| N-Methylphthalimide Preparation Products And Raw materials |
| Preparation Products | N-Methyl-3-nitrophthalimide-->4-Nitro-N-methylphthalimide-->N-(Bromomethyl)phthalimide-->4-AMINO-N-METHYLPHTHALIMIDE |
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