3-nitrophthalic acid
3-nitrophthalic acid
CAS: 603-11-2
Molecular Formula: C8H5NO6
3-nitrophthalic acid - Names and Identifiers
| Name | 3-nitrophthalic acid |
| Synonyms | 3-NPA AKOS B028734 3-nitrophthalic 3-nitrophthalic acid m-Nitrophthalic acid LABOTEST-BB LT01689746 Phthalic acid, 3-nitro- 3-nitrobenzene-1,2-dicarboxylate 3-Nitro-1,2-benzenedicarboxylic acid 3-nitrobenzene-1,2-dicarboxylic acid m-Nitro Phthalic Acid 3-Nitro Phthalic Acid |
| CAS | 603-11-2 |
| EINECS | 210-030-8 |
| InChI | InChI=1/C8H5NO6/c10-7(11)4-2-1-3-5(9(14)15)6(4)8(12)13/h1-3H,(H,10,11)(H,12,13)/p-2 |
| InChIKey | KFIRODWJCYBBHY-UHFFFAOYSA-N |
3-nitrophthalic acid - Physico-chemical Properties
| Molecular Formula | C8H5NO6 |
| Molar Mass | 211.13 |
| Density | 1.6342 (rough estimate) |
| Melting Point | 210 °C (dec.) (lit.) |
| Boling Point | 350.79°C (rough estimate) |
| Flash Point | 199.4°C |
| Water Solubility | 20 g/L (25 ºC) |
| Solubility | Solubility: 20g/l water (25 C),1g/10ml methanol. |
| Vapor Presure | 1.45E-08mmHg at 25°C |
| Vapor Density | 7.3 (vs air) |
| Appearance | Yellow-like crystals |
| Color | Off-white to light yellow |
| BRN | 2054269 |
| pKa | pK1:1.88 (25°C) |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Refractive Index | 1.5282 (estimate) |
| MDL | MFCD00007138 |
| Physical and Chemical Properties | Melting Point 213-216°C water-soluble 20g/L (25°C) |
| Use | Used as photosensitive materials and pharmaceutical intermediates |
3-nitrophthalic acid - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R41 - Risk of serious damage to eyes |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/39 - S37/39 - Wear suitable gloves and eye/face protection S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| TSCA | Yes |
| HS Code | 29173980 |
| Hazard Note | Irritant |
3-nitrophthalic acid - Reference Information
| Decomposition | 216 °C |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Application | 3-nitrophthalic anhydride is an important intermediate in organic synthesis, which is widely used in the synthesis of dyes, pharmaceuticals, fluorescent agents and so on. |
| preparation method | add 1200Kg of concentrated sulfuric acid and 560Kg of phthalic anhydride to the reactor, stir and raise the temperature to 50 ℃, and then add 500KG of concentrated nitric acid dropwise, the reaction exothermic mixture was heated, and the reaction temperature was controlled not to exceed 100 ° C. After the dropwise addition of nitric acid, the reaction was completed at 100 ° C./2H and 110 ° C./2H. after the reaction is finished, cool down and put the nitrated material into the hydrolysis kettle. 1500kg of ice water is added to the hydrolysis kettle in advance, and after the addition is completed, the nitrophthalic acid was obtained by cooling and Suction filtration. 1500kg of water was pre-added to the separating pan, and the above-mentioned nitrophthalic acid was added thereto. The mixture was stirred at room temperature for 4H, and then the crude 3-nitrophthalic acid was separated. The same amount of water and 3-nitrophthalic acid crude product were added to the recrystallization Pan, heated and refluxed for 1H, then cooled to normal temperature, centrifuged to obtain 3-nitrophthalic acid fine product, which was analyzed by HPLC, content greater than 99%. |
| uses | used as photosensitive materials and pharmaceutical intermediates used as intermediates in organic synthesis, can be used in the synthesis of pharmaceuticals, dyes, crop protection agents, etc. |
| production method | add phthalic anhydride to concentrated sulfuric acid, heat to 80 ℃ with stirring, add fuming nitric acid Dropwise, the reaction temperature was maintained at 100-110 °c. After addition, the mixture was heated for 2H above 110 °c, left overnight, poured into water, and filtered. The filter cake was recrystallized from water to give 3-nitrophthalic acid. The yield was about 30%. |
Last Update：2024-04-09 21:01:54
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