9,10-dihydro-9,10-dioxo-phenanthren
Phenanthrenequinone
CAS: 84-11-7
Molecular Formula: C14H8O2
9,10-dihydro-9,10-dioxo-phenanthren - Names and Identifiers
| Name | Phenanthrenequinone |
| Synonyms | Phenanthroquinone PHENANTHRAQUINONE Phenanthrenequinone PHENANTHRENEQUINONE Phenanthrenechinone PHENANTHRENE CHINONE Phenanthrene chinone 9,10-phenanthrenedione 9,10-PHENANTHRAQUINONE 9,10-Phenanthraquinone phenanthrene-9,10-dione phenanthrenequinone[qr] 9,10-Phenanthrenequinone 9,10-phenanthrene quinone PHENYLANTHRAQUINONE, 9.10- 9,10-dihydro-9,10-dioxo-phenanthren phenanthrene,9,10-dihydro-9,10-dioxo-[qr] |
| CAS | 84-11-7 |
| EINECS | 201-515-5 |
| InChI | InChI=1/C14H8O2/c15-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14(13)16/h1-8H |
9,10-dihydro-9,10-dioxo-phenanthren - Physico-chemical Properties
| Molecular Formula | C14H8O2 |
| Molar Mass | 208.21 |
| Density | 1.405 |
| Melting Point | 209-212°C(lit.) |
| Boling Point | 360 °C |
| Flash Point | 245 °C |
| Water Solubility | Insoluble in water. |
| Solubility | Slightly soluble in ethanol, benzene, ethyl acetate, soluble in ether, hot alcohol and hot acetic acid, dissolved in concentrated sulfuric acid and appear dark green |
| Vapor Presure | 2.29E-05mmHg at 25°C |
| Appearance | Orange red needle crystal |
| Color | Orange-brownish |
| Merck | 14,7213 |
| BRN | 608838 |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Refractive Index | 1.5681 (estimate) |
| MDL | MFCD00001163 |
| Physical and Chemical Properties | Melting point 207-211°C boiling point 360°C flash point 245°C |
| Use | This product is for scientific research only and shall not be used for other purposes. |
9,10-dihydro-9,10-dioxo-phenanthren - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| 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. S22 - Do not breathe dust. |
| UN IDs | UN3077 |
| WGK Germany | 3 |
| RTECS | SF7875000 |
| TSCA | Yes |
| HS Code | 29146990 |
| Hazard Class | 9 |
| Packing Group | III |
| Toxicity | LD50 orally in Rabbit: > 16000 mg/kg |
9,10-dihydro-9,10-dioxo-phenanthren - Upstream Downstream Industry
| Raw Materials | Phenanthrene |
9,10-dihydro-9,10-dioxo-phenanthren - Reference
| Reference Show more | 1. [IF=1.986] Yixin Leng et al."Differentiation of isomers of oxygenated polycyclic aromatic hydrocarbons by laser desorption laser post-ionization time-of-flight mass spectrometry."Int J Mass Spectrom. 2021 Sep;467:116618 |
9,10-dihydro-9,10-dioxo-phenanthren - Nature
Open Data Verified Data
orange-yellow needle-like crystals. Melting point 208. 5~210 °c. Boiling point above 360c. Sublimation, relative density 1. 405. Insoluble in water, slightly soluble in ethanol, benzene, ethyl acetate, soluble in ether and hot acetic acid, dissolved in concentrated sulfuric acid and appear dark green. Orange-red flaky bodies were obtained by sublimation. The reaction with sodium sulfite produces an unstable bisulfite. Upon further oxidation, biphthalic acid can be obtained. Reduced to phenanthrene hydroquinone.
Last Update：2024-01-02 23:10:35
9,10-dihydro-9,10-dioxo-phenanthren - Preparation Method
Open Data Verified Data
made by the oxidation of phenanthrene, there are chemical and electrolytic methods.
- chemical oxidation with sodium (or potassium) dichromate and phenanthrene in aqueous sulfuric acid.
- The electrolytic oxidation electrolyte contains 120g/L of chromium trioxide, 450g/L of sulfuric acid, and 35g/L of phenanthrene. The cathode current density was 3.75 A/cm2, and the electrolyte temperature was 60~65 degrees C. After electrolysis for 8H, the product was obtained by filtration.
Last Update：2022-01-01 10:43:00
9,10-dihydro-9,10-dioxo-phenanthren - Use
Open Data Verified Data
The intermediate of the vat dye is also an agricultural seed dressing agent (which can replace the Mercury agent).
Last Update：2022-01-01 10:43:00
9,10-dihydro-9,10-dioxo-phenanthren - Safety
Open Data Verified Data
- This product can be absorbed through the skin poisoning. Animal test results showed that the lowest oral toxic dose was 20mg/kg (continuous day). The operator should wear protective gear.
- the use of lined plastic bags, woven bags, storage in a cool, dry, ventilated place, sunscreen, moisture, away from fire, heat source. According to the general provisions of the storage and transportation of chemicals.
Last Update：2022-01-01 10:43:01
9,10-dihydro-9,10-dioxo-phenanthren - 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 | natural phenanthrene quinone is divided into two types: O-phenanthrene quinone and p-phenanthrene quinone, among them, Salvia miltiorrhiza quinone Ⅱ A, Salvia miltiorrhiza Ⅱ B, cryptotanshinone quinone, Salvia miltiorrhiza acid methyl ester, hydroxy Salvia miltiorrhiza quinone Ⅱ A and so on are ortho-quinone derivatives, Salvia miltiorrhiza new quinone A, Salvia miltiorrhiza new compound B, salvia miltiorrhiza new quinone propane is the quinone compounds. Salvia miltiorrhiza ligand structure has the parent nucleus of phenanthrone, but the source belongs to the two class, with antibacterial and coronary artery expansion effect, both belong to the O-phenanthrene quinone and phenanthrene quinone compounds. |
| properties | phenoxyquinone is an orange-yellow needle-like crystal. Melting point 208.5-210 °c, boiling point 360c above. Sublimation. The relative density was 1.405. Insoluble in water, slightly soluble in ethanol, benzene, ethyl acetate, soluble in ether and hot acetic acid, dissolved in concentrated sulfuric acid and appear dark green. Orange-red flaky bodies were obtained by sublimation. The reaction with sodium sulfite produces an unstable bisulfite. Upon further oxidation, biphthalic acid can be obtained. Reduced to phenanthrene hydroquinone. Phenanthrone has antibacterial ability, used in seed dressing can prevent grain smut, cotton seedling disease, also can be used as pulp preservative. After treatment with sodium hydroxide, the plant growth regulator can be prepared. |
| Use | phenoxyquinone itself is a pesticide that can be used as a fungicide, seed dressing agent, electrophotography, as a photoconductive material, photosensitive solder resist and paper preservative. phenanthrone is used in organic synthesis and can be used in the production of phenanthrone. Phenanthrone has antibacterial ability, used in seed dressing can prevent grain smut, cotton seedling disease, also can be used as pulp preservative. After treatment with sodium hydroxide, the plant growth regulator can be prepared. monomers for the Study of optoelectronic materials. |
| production method | is made by the oxidation of phenanthrene, and there are chemical and electrolytic methods. Chemical oxidation of sodium (or potassium) dichromate with phenanthrene in aqueous sulphuric acid solution. 2. Electrolytic oxidation electrolyte containing chromium trioxide 120g/L, sulfuric acid 450g/L, containing phenanthrene 35g/L. The cathode current density was 3.75A/cm2, and the electrolyte temperature was 60-65 ° C. After electrolysis for 8H, the product was obtained by filtration. |
| category | pesticide |
| toxicity grade | high toxicity |
| Acute toxicity | intraperitoneal-rat LDL0: 165 mg/kg |
| storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; It is stored and transported separately from food raw materials |
| extinguishing agent | dry powder, foam, sand |
| autoignition temperature | 630°C DIN 51794 |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:52:54
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Raw Materials for 9,10-dihydro-9,10-dioxo-phenanthren