2H-benzo[f]indol-2-one
benz(cd)indol-2(1H)-one
CAS: 130-00-7
Molecular Formula: C11H7NO
2H-benzo[f]indol-2-one - Names and Identifiers
| Name | benz(cd)indol-2(1H)-one |
| Synonyms | naphtholactam Naphthostyril 1,8-Naphtholactam 1,8-Naphthostyril 1,8-Naphtaholactam 1,8-Naphthaolactam 2H-benzo[f]indol-2-one Benz[cd]indol-2(1H)-one BENZ[CD]INDOL-2(1H)-ONE 2(1h)-perinaphthazolone benz(cd)indol-2(1H)-one Benz(CD)Indol-2-(1H)-One BENZO[CD]INDOL-2(1H)-ONE benzo[cd]indol-2(1H)-one 1,8-Naphthaleneformylimine Naphthostyril 1,8-Naphtholactam |
| CAS | 130-00-7 |
| EINECS | 204-973-4 |
| InChI | InChI=1/C11H7NO/c13-11-8-5-1-3-7-4-2-6-9(12-11)10(7)8/h1-6H,(H,12,13) |
| InChIKey | GPYLCFQEKPUWLD-UHFFFAOYSA-N |
2H-benzo[f]indol-2-one - Physico-chemical Properties
| Molecular Formula | C11H7NO |
| Molar Mass | 169.18 |
| Density | 1.1616 (rough estimate) |
| Melting Point | 173-178°C(lit.) |
| Boling Point | 298.46°C (rough estimate) |
| Flash Point | 128.9°C |
| Solubility | methanol: soluble25mg/mL, clear to slightly hazy, yellow to brown |
| Vapor Presure | 0.61-7.2Pa at 100-130℃ |
| Appearance | White crystal |
| Color | Light orange to Yellow to Green |
| pKa | 13.27±0.20(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.4900 (estimate) |
| MDL | MFCD00009748 |
| Physical and Chemical Properties | Fine needle-like crystals, melting point 180-181 °c. Soluble in boiling water, slightly soluble in ether. |
| Use | Intermediates for the synthesis of vat dyes and organic pigments |
2H-benzo[f]indol-2-one - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | 22 - Harmful if swallowed |
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 2 |
| RTECS | DE3202000 |
| HS Code | 29337900 |
2H-benzo[f]indol-2-one - Upstream Downstream Industry
| Raw Materials | 1,8-Naphthalimide |
2H-benzo[f]indol-2-one - Reference Information
| LogP | 2.5 at 24℃ and pH6.6 |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Uses | Intermediates for the synthesis of vat dyes and organic pigments Dye intermediates Photoinduced Fries rearrangement reaction reagent; Preparation of powerful anti-tumor agent reagents; Used for the synthesis of thymidylate synthase inhibitors |
| production method | obtained by rearranging 1,8-naphthalimide. Add water, sodium hydroxide solution and caustic potassium solution in the reaction pot, add sodium hypochlorite and diffusion agent NNO while stirring, add 1,8-naphthalimide at 30 ℃, and keep the temperature at 28-30 ℃ for 2.5h. Maintain excess sodium hypochlorite during the reaction. At the end of heat preservation, excess sodium hypochlorite was eliminated with sodium sulfite, and adjusted to 9.5-10 with hydrochloric acid. The unreacted naphthalene diimide was filtered out, the filtrate was below 40 ℃, and the pH was 2-3 with hydrochloric acid. Heat to 80-85 ℃, keep the temperature for half an hour, and close the loop. Cool to 60 ℃, filter and wash to obtain 1,8-naphthalene imide. |
Last Update：2024-04-09 20:49:11
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Raw Materials for 2H-benzo[f]indol-2-one