5-NITRO-1,3-DIHYDRO-2H-ISOINDOL-1,3-DIONE
4-Nitrophthalimide
CAS: 89-40-7
Molecular Formula: C8H4N2O4
5-NITRO-1,3-DIHYDRO-2H-ISOINDOL-1,3-DIONE - Names and Identifiers
| Name | 4-Nitrophthalimide |
| Synonyms | AKOS B028733 4-Nitrophthalimide 5-NITROPHTHALIMIDE 4-Nitro Phthalimide 5-NITROISOINDOLE-1,3-DIONE 5-NITROISOINDOLINE-1,3-DIONE 4 - nitro phthalates forMyl aMine 5-NITRO-1H-ISOINDOLE-1,3(2H)-DIONE 5-NITRO-1,3-DIHYDRO-2H-ISOINDOL-1,3-DIONE 4-NITRO-1,2-BENZENE DICARBOXYLIC ACID, IMIDE |
| CAS | 89-40-7 |
| EINECS | 201-905-5 |
| InChI | InChI=1/C8H4N2O4/c11-7-5-2-1-4(10(13)14)3-6(5)8(12)9-7/h1-3H,(H,9,11,12) |
| InChIKey | ANYWGXDASKQYAD-UHFFFAOYSA-N |
5-NITRO-1,3-DIHYDRO-2H-ISOINDOL-1,3-DIONE - Physico-chemical Properties
| Molecular Formula | C8H4N2O4 |
| Molar Mass | 192.13 |
| Density | 1.5513 (rough estimate) |
| Melting Point | 206 °C |
| Boling Point | 328.09°C (rough estimate) |
| Water Solubility | <0.01 g/100 mL at 18 ºC |
| Appearance | Yellow powder |
| Color | Yellow powder |
| BRN | 180224 |
| pKa | 7.79±0.20(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Stability | Stable. Combustible. Incompatible with moisture, water, strong oxidising agents, strong bases. |
| Refractive Index | 1.4900 (estimate) |
| MDL | MFCD00005884 |
| Physical and Chemical Properties | Melting point 203-205°C water-soluble <0.01g/100 mL at 18°C |
| Use | Used as intermediates in organic synthesis and fluorescent dyes |
5-NITRO-1,3-DIHYDRO-2H-ISOINDOL-1,3-DIONE - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| RTECS | TI5625000 |
| TSCA | Yes |
| HS Code | 29251900 |
| Hazard Note | Irritant |
| Toxicity | mmo-sat 333 mg/plate EMMUEG 11(Suppl 12),1,88 |
5-NITRO-1,3-DIHYDRO-2H-ISOINDOL-1,3-DIONE - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | 4-nitrophthalimide, also known as 4-nitrophthalimide, trade name for short NPI. 4-nitrophthalimide is an important organic intermediate, which can be applied to the production of azo dyes, luminol and other products by reduction; 4-nitrophthalonitrile can be obtained by ring opening dehydration, 5-cyano phthalide and other drug intermediates. |
| preparation | in 1000ml equipped with mechanical stirring, thermometer, reflux condenser, 21.1g(0.1mol) of 4-nitrophthalic acid, 3g(0.05mol) of urea, and 110g of O-dichlorobenzene were added to the four-necked flask of the water separator and the electric heating sleeve, stirring was started, and heating was started. When the temperature increased to 125 ° C., foam was generated in the system, and gas began to escape from the upper end of the reflux condenser. Continue to raise the temperature, when the temperature is 180, the lower end of the condenser has a droplet reflux, and return to the system through the water trap. Reflux reaction for 5 hours, and timely separation of water in the water separator. Cool to room temperature. After filtration and drying of the filter cake, 14.8g of a pale yellow powder was obtained. 91g of the filtrate was left for use. The liquid chromatography content was 99.29%, and the molar yield based on 4-nitrophthalic acid was 77.08%. |
| Use | as an intermediate for fluorescent dyes. used as intermediate in organic synthesis and fluorescent dye used as intermediate in pigment |
| production method | is obtained by nitration of phthalimide. Cool fuming nitric acid to below 5 ℃, slowly add concentrated sulfuric acid Dropwise, and control temperature to 10-13 ℃. Phthalimide was added. It was left at room temperature overnight. Then, it was poured into ice water with stirring, and a precipitate was precipitated below 20 °c. After filtration, washing with water, drying and recrystallization from ethanol, 4-nitrobenzimide was obtained in a yield of 60%. |
Last Update：2024-04-09 02:00:12
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View History
5-NITRO-1,3-DIHYDRO-2H-ISOINDOL-1,3-DIONE
strontium hydrate
123-11-5
17607-71-5
E-Base
2-(CHLOROMETHYL)-4-METHOXY-3,5-DIMETHYLPYRIDINE HYDROCHLORIDE
5076-24-4
617-04-9
2-Pentenal, 2,3,4,5-tetrahydroxy-, (4S)-
2-(4-PIPERAZIN-1-YL-PHENYL)-BENZOOXAZOLE
strontium hydrate
123-11-5
17607-71-5
E-Base
2-(CHLOROMETHYL)-4-METHOXY-3,5-DIMETHYLPYRIDINE HYDROCHLORIDE
5076-24-4
617-04-9
2-Pentenal, 2,3,4,5-tetrahydroxy-, (4S)-
2-(4-PIPERAZIN-1-YL-PHENYL)-BENZOOXAZOLE