RARECHEM AH PB 0251 73231-34-2 C12H14Cl2FNO4S
Phenothiazine Basic information |
Product Name: | Phenothiazine |
Synonyms: | THIODIPHENYLAMINE;PHENOXUR;PHENOTHIAZINE;VERMITIN;10H-Phenothiazin;10H-Phenothiazine;Afi-Tiazin;Agrazine |
CAS: | 92-84-2 |
MF: | C12H9NS |
MW: | 199.27 |
EINECS: | 202-196-5 |
Product Categories: | Organics;Benzoquinones, etc. (Charge Transfer Complexes);Charge Transfer Complexes for Organic Metals;Functional Materials;Charge Transport and Photosensitizing MaterialsBuilding Blocks;Heterocyclic Building Blocks;OLED and PLED Materials;Organic Electronics and Photonics;Thiazines;Building Blocks;Antibiotics;Chemical Structure;OthersAlphabetic;P;PER - POLA;Alphabetic;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Charge Transport and Photosensitizing Materials;Materials Science;OLED and PLED Materials;Organic and Printed Electronics;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks |
Mol File: | 92-84-2.mol |
Phenothiazine Chemical Properties |
mp | 184 °C |
bp | 371 °C(lit.) |
density | 1.362 |
refractive index | 1.6353 |
Fp | 202°C |
Water Solubility | 2 mg/L (25 ºC) |
Sensitive | Light Sensitive |
Merck | 14,7252 |
BRN | 143237 |
Stability: | Stable. Combustible. Incompatible with strong oxidizing agents, strong acids. May discolour upon exposure to light. |
CAS DataBase Reference | 92-84-2(CAS DataBase Reference) |
NIST Chemistry Reference | Phenothiazine(92-84-2) |
EPA Substance Registry System | 10H-Phenothiazine(92-84-2) |
Safety Information |
Hazard Codes | Xi,N,Xn |
Risk Statements | 36/37/38-43-51/53-36/38-40-20/21/22-52/53-48/22-22 |
Safety Statements | 26-36-61-36/37/39-29-22-36/37 |
WGK Germany | 1 |
RTECS | SN5075000 |
F | 8-23 |
HS Code | 29343090 |
Hazardous Substances Data | 92-84-2(Hazardous Substances Data) |
MSDS Information |
Provider | Language |
---|---|
Dibenzo-1,4-thiazine | English |
SigmaAldrich | English |
ACROS | English |
ALFA | English |
Phenothiazine Usage And Synthesis |
Physical-Chemical properties of phenothiazine and its role |
Phenothiazine is a kind of organic aromatic compound consisting of two benzene rings (the core of phenothiazine) connecting by sulfur and nitrogen atom with the compound recrystallized from ethanol or benzene being orthorhombic yellow or gray-green prismatic crystals and the compound precipitated from toluene or butanol being yellow leaf-shaped crystals which can be evaporated together with the steam. It has a relative molecular mass of 199.28, the melting point of 186 ~ 189 ℃, the boiling point of 371 ℃ and the sublimation point being 290 ℃ (5.333 × 103Pa), 130 ℃ (0.133 × 103Pa). It is insoluble in water, petroleum ether and chloroform, slightly soluble in ethanol and mineral oil, soluble in ether and acetone and easily soluble in benzene and hot acetic acid. Its solubility of 25 ℃ (g / 100g) is as below: Acetone: 25.40, ethanol: 3.40; benzene: 32.0. Under the exposure to sunshine and air, it becomes darker in color and can be supplemented with 0.3% of methylamine as protection reagent for storage. When there are impurities, its color can also become dark. When coming across acid and acid vapor, it can be subject to decomposition and produces toxic nitrogen oxides and sulfur dioxide gas. Phenothiazine can be subject to sublimation with faint smell and irritation effect on the skin. It can cause rash as well as visceral disorders through percutaneous absorption. Rat via oral administration has a LD50 of 5000mg / kg. The maximal allowable concentration in the workplace is 5 mg/m3. Laboratory can directly make it through heating diphenylamine with sulfur at the same time to until no hydrogen sulfide gas was released. Phenothiazine can be used as the intermediate for the manufacturing of methylene blue dye as well being used for manufacturing an important class of tranquilizers and anti-histamine drugs such as chlorpromazine, perphenazine, thioridazine and promethazine, etc. Furthermore, phenothiazine can also be used as a polymerization inhibitor of vinyl acetate, raw material of the rubber antioxidant, synthetic dyes, pharmaceuticals, fruit pesticides and animal anthelmintic agents. The above information is edited by the chemicalbook of Dai Xiongfeng. |
Chemical Properties | It is clean gray-green powder with the melting point of 185.5 ℃, boiling point of 371 ℃, 290 ℃ (5.33kPa). It is insoluble in petroleum ether, chloroform and water, and soluble in ether and hot acetic acid. It will be oxidized upon exposure to light in the air. |
Application |
Phenothiazine is a relatively widely used anthelmintic reagent with excellent efficacy in treating the Haemonchus contortus of cattle, horse and sheep, nodular worm, Bunostomum and Plasmodium chabaudi. Phenothiazine is the intermediates of fine chemicals such as dyes and drugs with itself being a auxiliary material for synthetic material (the anti-polymerization reagent for production of vinylon), fruit pesticides and veterinary anthelmintic. It is mainly used as the polymerization inhibitor for acrylic acid, acrylic esters, and methacrylic aicd as well as ester monomer. |
Production method |
Take Diphenylamine as raw material, and then have vulcanization with the catalysis of iodine to obtain it. Diphenylamine, iodine and sulfur were mixed and heated to 200 ℃ for reaction of 2h, then heated with superheated steam directly to 220-250 ℃. After the reaction mass is separated from the water, use the mixture solution of ethanol and hexamine (mass ratio of 1.5: 1) to wash; further dry and pulverized to obtain the final product. |
Category | Pesticide |
Toxicity grading | Poisoning |
Acute toxicity | Oral-mouse LD50: 5000 mg / kg; Intravenous - Mouse LD50: 178 mg / kg. |
Flammability and hazardous characteristics | It is combustible with combustion producing toxic sulfur oxide and nitrogen oxide gases. |
Storage characteristics | Treasury: ventilation low-temperature and dry; store and transport it separately from oxidant. |
Extinguishing agent | Dry powder, foam, sand. |
Professional Standards | TLV-TWA 5 mg / m³; STEL 10 mg / m. |
Chemical Properties | yellow or pale green powder |
Usage | A key component of antipsychotic and antihistaminic drugs. |
Usage | Employed in the preparation of carbazoles and piperazines,1 and charge-transfer semiconducting complexes.2 |
General Description | Light green to steel-blue powder. Acquires a greenish-brown tint under exposure to sunlight. |
Air & Water Reactions | Insoluble in water. |
Reactivity Profile | Phenothiazine is slowly decomposed by sunlight. . Organosulfides are incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials generate heat and in many cases hydrogen gas. Many of these compounds may liberate hydrogen sulfide upon decomposition or reaction with an acid. |
Fire Hazard | Flash point data for Phenothiazine are not available, but Phenothiazine is probably combustible. |
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