1209-66-1

Basic information

• Product Name: 10H-phenothiazine 5,5-dioxide
• Synonyms: 10H-phenothiazine 5,5-dioxide
• CAS NO: 1209-66-1
• Molecular Formula: C₁₂H₉NO₂S
• Molecular Weight: 231.27036
• EINECS: 214-907-6
• Mol File: 1209-66-1.mol
• Article Data: 15

Chemical Properties

• Melting Point: 160-161 °C
• Boiling Point: 454 °C at 760 mmHg
• Flash Point: 228.4 °C
• Appearance: /
• Density: 1.371 g/cm³
• Vapor Pressure: 1.98E-08mmHg at 25°C
• Refractive Index: 1.654
• PKA: -5.04±0.20(Predicted)
• CAS DataBase Reference: 10H-phenothiazine 5,5-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: 10H-phenothiazine 5,5-dioxide(1209-66-1)
• EPA Substance Registry System: 10H-phenothiazine 5,5-dioxide(1209-66-1)

Safety Data

• Hazardous Substances Data: 1209-66-1(Hazardous Substances Data)

Usage

Description

10H-phenothiazine 5,5-dioxide, also known as phenothiazine dioxide, is a chemical compound characterized by the molecular formula C12H9NSO2. It presents as a yellow crystalline powder with a melting point ranging from 242-246°C. 10H-phenothiazine 5,5-dioxide is recognized for its role as a precursor in the synthesis of a variety of pharmaceuticals and agrochemicals, and it also finds application in the production of dental materials, fluorescent dyes, and potentially in organic electronic devices. However, it is important to note that 10H-phenothiazine 5,5-dioxide can be a skin and eye irritant, and inhalation may lead to respiratory irritation, necessitating careful handling with appropriate safety measures.

Uses

Used in Pharmaceutical and Agrochemical Industries:
10H-phenothiazine 5,5-dioxide is utilized as a chemical precursor for the synthesis of various pharmaceuticals and agrochemicals, contributing to the development of new drugs and pesticides due to its unique chemical properties.
Used in Dental Material Production:
In the dental industry, 10H-phenothiazine 5,5-dioxide serves as a photo-initiator, playing a crucial role in the curing process of dental materials, which enhances the strength and durability of dental restorations.
Used in Fluorescent Dye Synthesis:
10H-phenothiazine 5,5-dioxide is employed as a starting material in the synthesis of fluorescent dyes, which are important for applications in bioimaging, diagnostics, and other fields that require the detection or visualization of specific molecules or structures.
Used in Organic Electronic Devices:
10H-phenothiazine 5,5-dioxide has potential applications in the realm of organic electronic devices, where its unique properties may contribute to the development of more efficient and versatile electronic components.

InChI:InChI=1/C12H9NO2S/c14-16(15)11-7-3-1-5-9(11)13-10-6-2-4-8-12(10)16/h1-8,13H

Upstream product

• 122-39-4 diphenylamine 
• 92-84-2 10H-phenothiazine 
• 68825-32-1 N¹⁰-(carbetoxy)phenothiazine 
• 1628-29-1 10-acetyl-10H-phenothiazine 
• 88320-13-2 (2R,3R)-3-Hydroxy-2-methyl-1-phenothiazin-10-yl-3-phenyl-propan-1-one 
• 6622-75-9 1-(10H-phenothiazin-10-yl)propan-1-one 
• 1698-80-2 10H-phenothiazine-10-propanenitrile 
• 124-41-4 sodium methylate 
• 88320-19-8 (2R,3R)-1-(5,5-Dioxo-5H-5λ⁶-phenothiazin-10-yl)-3-hydroxy-2-methyl-3-phenyl-propan-1-one 
• 137279-82-4 3-(5,5-dioxo-5λ⁶-phenothiazin-10-yl)-propionitrile 
• 108621-69-8 5,5-dioxo-5H-5λ⁶-phenothiazine-10-carboxylic acid ethyl ester 
• 1220-99-1 1-(5,5-dioxido-10H-phenothiazin-10-yl)ethan-1-one 

Downstream Products

• 63524-03-8 10-(4 -bromophenyl)-10H-phenothiazine 
• 86-74-8 9H-carbazole 
• 6109-15-5 10-butyl-10H-phenothiazine 5,5-dioxide 

Relevant articles and documents

Phenothiazine dioxide based high triplet energy host materials for blue phosphorescent organic light-emitting diodes

Donor-acceptor type high triplet energy host materials were derived from a phenothiazine dioxide based electron transport moiety and a carbazole based hole transport moiety. Three phenothiazine dioxide type materials, 10-(3,5-di(9H-carbazol-9-yl)phenyl)-10H-phenothiazine 5,5-dioxide (DCzPO), 10-(3′,5′-di(9H-carbazol-9-yl)-[1,1′-biphenyl]-3-yl)-10H-phenothiazine 5,5-dioxide (DCzmPPO), and 10-(3′,5′-di(9H-carbazol-9-yl)-[1,1′-biphenyl]-4-yl)-10H-phenothiazine 5,5-dioxide (DCzpPPO), could transport both holes and electrons effectively and showed high triplet energy for use in blue phosphorescent organic light-emitting diodes. Device optimization of the DCzPO, DCzmPPO, and DCzpPPO host based blue devices could realize high EQE of 24.3%.

Aggregated-induced emission phenothiazine probe for selective ratiometric response of hypochlorite over other reactive oxygen species

In order to perform a ratiometric fluorescent sensor to recognize hypochlorite over other reaction oxidation species, a simple phenothiazine probe (QC1) with double dioxaborolane moieties was designed and synthesized. QC1 provided blue emission in aqueous and solid state. Double dioxaborolane and quaternary phosphonium salt was introduced into the molecule to prevent aggregation. The sulphur atom at the centre of phenothiazine was to respond to the hypochlorite at room temperature over other ROS because of its stronger oxidized ability. QC1 gave good linear fitting in the ratiometric mode under both absorption and emission titration experiments. Moreover, QC1 showed lower detection limited that reached 0.95 μM in absorption titration and 0.41 μM in fluorescent titration process.

Cobalt Single-Atom-Intercalated Molybdenum Disulfide for Sulfide Oxidation with Exceptional Chemoselectivity

The identification of chemoselective oxidation process en route to fine chemicals and specialty chemicals is a long-standing pursuit in chemical synthesis. A vertically structured, cobalt single atom-intercalated molybdenum disulfide catalyst (Co1-in-MoS2) is developed for the chemoselective transformation of sulfides to sulfone derivatives. The single-atom encapsulation alters the electron structure of catalyst owing to confinement effect and strong metal–substrate interaction, thus enhancing adsorption of sulfides and chemoselective oxidation at the edge sites of MoS2 to achieve excellent yields of up to 99% for 34 examples. The synthetic scopes can be extended to sulfide-bearing alkenes, alkynes, aldehydes, ketones, boronic esters, and amines derivatives as a toolbox for the synthesis of high-value, multifunctional sulfones and late-stage functionalization of pharmaceuticals, e.g., Tamiflu. The synthetic utility of cobalt single atom-intercalated MoS2, together with its reusability, scalability, and simplified purification process, renders it promising for industrial productions.

1,2,4-thiadiazole compound, preparation method and application thereof

The invention discloses a 1,2,4-thiadiazole compound, a preparation method and an application thereof. The 1,2,4-thiadiazole compound used as a light emitting layer material of an OLED device is capable of obviously promoting the performances of the device, such as luminous intensity, current efficiency, power efficiency, external quantum efficiency and chroma and is capable of prolonging the service life of the device.