Dibenzo[b,e]pyridine
Acridine
CAS: 260-94-6
Molecular Formula: C13H9N
Dibenzo[b,e]pyridine - Names and Identifiers
| Name | Acridine |
| Synonyms | Akridin Acridine Acrydine Aceridine 9-Azaanthracene 10-Azaanthracene benzo(b)quinoline 2,3-Benzoquinoline Dibenzo[b,e]pyridine 2,3,5,6-dibenzopyridine |
| CAS | 260-94-6 |
| EINECS | 205-971-6 |
| InChI | InChI=1/C13H9N/c1-3-7-12-10(5-1)9-11-6-2-4-8-13(11)14-12/h1-9H |
| InChIKey | DZBUGLKDJFMEHC-UHFFFAOYSA-N |
Dibenzo[b,e]pyridine - Physico-chemical Properties
| Molecular Formula | C13H9N |
| Molar Mass | 179.22 |
| Density | 1,005 g/cm3 |
| Melting Point | 106-109°C |
| Boling Point | 346°C(lit.) |
| Flash Point | 346°C |
| Water Solubility | 57.35mg/L(24 ºC) |
| Solubility | dioxane: 0.1g/mL, clear |
| Vapor Presure | 0.000113mmHg at 25°C |
| Appearance | Crystalline Powder |
| Color | Yellow to yellow-brown |
| Exposure Limit | OSHA: TWA 0.2 mg/m3 |
| Maximum wavelength(λmax) | ['358nm, 392nm'] |
| Merck | 14,122 |
| BRN | 120200 |
| pKa | 5.58(at 20℃) |
| Storage Condition | Refrigerator |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents. |
| Refractive Index | 1.7270 (estimate) |
| Physical and Chemical Properties | Colorless needle-like crystals. Density 1.005. Boiling point 346 ° C, melting point 111 ° C (sublimation). Very slightly soluble in hot water, soluble in ethanol, ethyl ether and carbon disulfide. Both the vapor and the solution are irritating. Dilute solution showed blue fluorescence. |
| Use | Used in the preparation of acridine dyes, also used as fluorescent pH indicator (pH indicator, when the pH value is about 4.5-5.5 can make the fluorescence from green to blue). |
Dibenzo[b,e]pyridine - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R22 - Harmful if swallowed R68 - Possible risk of irreversible effects R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S22 - Do not breathe dust. S36 - Wear suitable protective clothing. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| UN IDs | UN 2713 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS | AR7175000 |
| TSCA | Yes |
| HS Code | 29333990 |
| Hazard Class | 6.1 |
| Packing Group | III |
| Toxicity | LD50 s.c. in mice: 0.40 g/kg (Rubbo) |
Dibenzo[b,e]pyridine - Reference Information
| pH indicator color change ph range | Green B uorescence (5.2) to violet B uorescence (6.6) |
| main applications | Organic light-emitting diode, photoresists, nanosensors, fuel cells, memory device, semiconductors, information storage device, liquid crystal displays, identification of product forgeries, inks, adhesives, textile, hair eyes, gene detection say, staining cells, biosensors, detecting nucleic acids, proteins, antiHCV antibodies, antibacterial, antiamyloid agents, wound dressing materials, vaccines against infection, allergy and cancer |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Use | The structure of acridine is similar to that of anthracene, and its chemical properties are also very close. After the hydrogen on the acridine benzene ring is replaced by an amino group, it is an intermediate of acridine dye. Among acridine compounds, some are antiseptic and can be used as medicines, such as acridine yellow and aldipine. It is used to make acridine dye and also as a fluorescent PH indicator (fluorescent pH indicator, when the pH value is about 4.5-5.5, the fluorescence can change from green to blue). It is used to make acridine dyes and also as a fluorescent pH indicator. Important parent compounds for the manufacture of dyes and drugs (such as acridine flavin and quiracine). a small cationic planar dye, mainly combined with RNA and DNA. Used for nucleic acid staining, especially for cell cycle determination. |
| Production method | Made from acridone. Acridone is obtained from diphenylamine-2-carboxylic acid with sulfuric acid, and then reduced to 9, 10-dioxacridine with pentanol and sodium to obtain acridine after oxidation. Laboratory preparation can also be mixed with acridone and zinc powder for heating. The acridine sublimate generated by the reaction is dissolved in hydrochloric acid, and then alkalized with sodium hydroxide solution to precipitate precipitate and filter to obtain crude product. Recrystallization with methanol yields a fine product with a melting point of 110°C. |
| category | toxic substances |
| toxicity classification | poisoning |
| acute toxicity | oral-rat LD50: 2000 mg/kg; Oral-mouse LD50: 500 mg/kg |
| flammability hazard characteristics | thermal decomposition of toxic nitrogen oxide gas |
| storage and transportation characteristics | warehouse ventilation and low temperature drying; separate from food raw materials storage and transportation |
| fire extinguishing agent | carbon dioxide, sand, foam |
| occupational standard | TWA 0.2 mg/m3 |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 15:16:49
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