Isatin
Isatin
CAS: 91-56-5
Molecular Formula: C8H5NO2
Isatin - Names and Identifiers
| Name | Isatin |
| Synonyms | Isatin Indole-2,3-dione 2,3-Indolinedione IRSOGLADINEMALEATE 1H-indole-2,3-dione Isatin, reagent grade ISATIN, TECHNICAL GRADE Isatin, synthesis grade ISATIN, PHARMACEUTICAL GRADE 2,3-DiketoindolineIndole-2,3-dione2,3-Indolinedione |
| CAS | 91-56-5 |
| EINECS | 202-077-8 |
| InChI | InChI:1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H,(H,9,10,11) |
| InChIKey | JXDYKVIHCLTXOP-UHFFFAOYSA-N |
Isatin - Physico-chemical Properties
| Molecular Formula | C8H5NO2 |
| Molar Mass | 147.13 |
| Density | 1.3067 (rough estimate) |
| Melting Point | 193-195 °C (dec.) (lit.) |
| Boling Point | 267.22°C (rough estimate) |
| Flash Point | 220 °C |
| Water Solubility | Soluble in water (1.9 g/L at 20°C). |
| Solubility | Soluble in hot ethanol, slightly soluble in ether, soluble in hot water, benzene, acetone, soluble in alkali metal hydroxide oxide. |
| Vapor Presure | 0Pa at 25℃ |
| Appearance | Orange red single residual prism crystal |
| Color | Orange |
| Merck | 14,5104 |
| BRN | 383659 |
| pKa | 10.34±0.20(Predicted) |
| PH | 7 (1.9g/l, H2O, 20℃) |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Incompatible with strong acids. |
| Refractive Index | 1.4700 (estimate) |
| MDL | MFCD00005718 |
| Physical and Chemical Properties | Appearance: yellow-red crystal Melting Point: 201-204 ℃ |
| Use | For the preparation of vat dyes and drugs; Used as reagents for the determination of ketone and thiophene |
Isatin - Risk and Safety
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | 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. |
| UN IDs | 2811 |
| WGK Germany | 1 |
| RTECS | NL7873000 |
| TSCA | Yes |
| HS Code | 29337900 |
| Hazard Class | 6.1(b) |
| Packing Group | III |
Isatin - Reference
| Reference Show more | 1. Zhang Yiming, Wan Hui Hua, Su Yong, Lu Meng, Yang Wei, Zhi Junwen. Effects of frostbite bluish on the contents of four indolyl derivatives in broad-sense postrinus plants [J]. Journal of Northwest Botany, 2020,40(11):1951-1958. 2. [IF = 4.162] Jiuling Deng et al."A Network Pharmacology-Based Investigation to the Pharmacodynamic Material Basis and Mechanisms of the Anti-coronary and Anti-Viral Effect of Isatis indigotica." Drug Des Dev Ther. 2021; 15: 3193-3206 |
Isatin - Introduction
It tastes bitter. Can sublimate. Easily soluble in boiling ethanol, the boiling water soluble in ether is reddish brown, soluble in alkali hydroxide is purple, and turns yellow after being placed. Solubility in water: 1.9g/l.
Last Update：2022-10-16 17:30:04
Isatin - Reference Information
| Decomposition | 194 ºC |
| LogP | 0.45 |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| isatin | . The chemical name is indole -2, 3-dione, which is orange-red monoclinic prism crystal at room temperature. Bitter taste. Molecular weight 147.13. Melting point 203.5 °c (partial sublimation). Soluble in hot water, hot ethanol, benzene, acetone, slightly soluble in ether. It is soluble in boiling alcohol, red-brown in ether and boiling water, purple in caustic solution and yellow in color. Its alcoholic solution has an extremely unpleasant odor. Weak alkaline, can be formed with perchloric acid salt. Isatin is mainly used as a dye and pharmaceutical intermediates, can produce drug sincofen, dye disperse Yellow E-3G. It can also be used as a chemical reagent, an analytical reagent, for analyzing and determining cuprous ions, mercaptans, thiols, thiophenes, urinary Cyanogen, etc. The isatin was prepared by condensation of aniline with trichloroacetaldehyde oxime, followed by cyclization and hydrolysis.|
| purpose | This product is used as an intermediate for dyes and medicines, and is used in the production of drug sincofen, dye disperse Yellow E-3G; in chemical analysis, it is a reagent for measuring cuprous ion, thiol, thiophene, and urinary Cyanogen. used in the preparation of vat dyes and drugs, etc. used as a reagent for the determination of ketone and thiophene isatin as a reference material, used in the preparation of indigo and magulene; reagents for preparing naphthyridine derivatives, spirocyclic oxindole derivatives, and P-glycoprotein expression in multi-drug resistant cells; thiazol-4-one is fused to indole 2-one via a Spiro ring and acts as a potent and selective inhibitor of protein tyrosine phosphatase B of Mycobacterium tuberculosis, triazole-isatine complexes as potent antibacterial and antifungal agents, bioactive related structures such as Spiro (indole-thiazol-4-one); it is used for the tandem reaction with heterocyclic ketene aldolic amine and knoeventagel concentration reaction; Isatin uses the direct sp2/sp3C-H bond activation reaction, after Pd(II) catalyzed C- H addition reaction, formation of 3-substituted -3-hydroxy 2-hydroxyindole Check the precipitant for the ketone and silver. Spectrophotometric determination of thiophene, thiol, thiophene, urinary blue and proline reagent. |
| production method | first, oxime Acetanilide is prepared by condensation of aniline with trichloro acetaldehyde oxime, and then isatin red is prepared by hydrolysis through cyclization. |
| autoignition temperature | 220°C |
Last Update：2024-04-09 20:49:11
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