1,2-Dihydro-3,1-benzoxazine-2,4-dione
Isatoic anhydride
CAS: 118-48-9
Molecular Formula: C8H5NO3
1,2-Dihydro-3,1-benzoxazine-2,4-dione - Names and Identifiers
1,2-Dihydro-3,1-benzoxazine-2,4-dione - Physico-chemical Properties
| Molecular Formula | C8H5NO3 |
| Molar Mass | 163.13 |
| Density | 1,52 g/cm3 |
| Melting Point | 233 °C (dec.) (lit.) |
| Boling Point | 290.19°C (rough estimate) |
| Flash Point | 308 °C |
| Water Solubility | decomposes |
| Solubility | 0.3g/l |
| Vapor Density | 5.6 (vs air) |
| Appearance | White crystal |
| Color | Beige to brown |
| BRN | 136786 |
| pKa | 11.06±0.20(Predicted) |
| Storage Condition | Store below +30°C. |
| Sensitive | Moisture Sensitive |
| Refractive Index | 1.5510 (estimate) |
| MDL | MFCD00006700 |
| Physical and Chemical Properties | Appearance: light yellow powder Melting Point: 231-233 ℃ |
| Use | As a raw material of medicine, pesticide and dye, it is an important intermediate of herbicide bentazon |
1,2-Dihydro-3,1-benzoxazine-2,4-dione - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R36 - Irritating to the eyes R43 - May cause sensitization by skin contact |
| Safety Description | S24 - Avoid contact with skin. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37 - Wear suitable gloves. |
| WGK Germany | 1 |
| RTECS | DM3100000 |
| FLUKA BRAND F CODES | 3 |
| TSCA | Yes |
| HS Code | 29349990 |
| Toxicity | LD50 orally in Rabbit: > 6400 mg/kg LD50 dermal Rabbit > 2000 mg/kg |
1,2-Dihydro-3,1-benzoxazine-2,4-dione - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| starch anthranilic acid ester | starch anthranilic acid ester (Starch anthranilate) can improve the retention rate of inorganic fillers and fine fibers in the paper industry, and can also improve dry strength and tensile strength. In the presence of various solvents and various catalysts, starch anthranilate is prepared by the reaction of starch and indigo anhydride. The classic method uses triethylamine as a catalyst to react in dimethyl sulfoxide solvent. (1) 40g of starch (dried overnight at 100 ℃),4.0g of indigo anhydride and 5ml of triethylamine are stirred and reacted at 500ml of dimethyl sulfoxide at 90~95 ℃ for 3h. after being left overnight at room temperature, the obtained light brown liquid is poured into 1L of methanol, the precipitate is washed with methanol, and dried to obtain a white powdered sample. Nitrogen-containing 0.75% with a degree of substitution of 0.093. (2) Reacts in aqueous solution. 90g of corn starch was dispersed in 250ml of water, 8g of indigo anhydride was added within 30 minutes, and the pH was adjusted to 8.5~9.0 with 6% sodium hydroxide solution, and the pH value was maintained within 2 hours of reaction time. After the reaction is over, it is filtered, washed with 2L of water, dried and placed in a Soxhlet extractor, and continuously extracted with ethanol for 24h. The obtained product contains 0.70% nitrogen, and the degree of substitution (DS) of chewing gum base is 0.086. |
| use | for organic synthesis. Used as a raw material for medicine, pesticides, and dyes, it is an important intermediate of the herbicide bentazone |
| Production method | is obtained by the reaction of anthranilic acid and phosgene. The anthranilic acid is dissolved in hot water and concentrated hydrochloric acid, and phosgene is introduced under stirring, and indigo anhydride is precipitated immediately. The reaction exotherm, adjust the phosgene inlet speed, so that the temperature does not exceed 50 ℃. Phosgene is continuously introduced for 2-4h until the absorption rate slows down significantly. The product is dried in air and dried at 100 ℃ to obtain the finished product. |
| spontaneous combustion temperature | >600°C |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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