65642-94-6

Basic information

• Product Name: 1-Bromodibenzothiophene
• Synonyms: 1-Bromodibenzothiophene;1-bromodibenzo[b,d]thiophene
• CAS NO: 65642-94-6
• Molecular Formula: C₁₂H₇BrS
• Molecular Weight: 263.15298
• Mol File: 65642-94-6.mol

Chemical Properties

• Melting Point: 84 °C
• Boiling Point: 386.6±15.0 °C(Predicted)
• Appearance: /
• Density: 1.611±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1-Bromodibenzothiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Bromodibenzothiophene(65642-94-6)
• EPA Substance Registry System: 1-Bromodibenzothiophene(65642-94-6)

Safety Data

• Hazardous Substances Data: 65642-94-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1-Bromodibenzothiophene is used as an organic synthesis intermediate for the production of various organic compounds. Its unique structure allows it to be a versatile building block in the synthesis of complex organic molecules, which can be utilized in a wide range of applications, including pharmaceuticals, agrochemicals, and specialty chemicals.
Used in Pharmaceutical Industry:
1-Bromodibenzothiophene is used as a pharmaceutical intermediate in the development of new drugs. Its chemical properties make it a valuable component in the synthesis of potential therapeutic agents, which can be further modified and optimized for specific medical applications.
Used in Laboratory Research and Development:
1-Bromodibenzothiophene is utilized in laboratory research and development processes, where it can be studied and manipulated to gain insights into its chemical behavior and potential applications. Researchers can use this compound to explore new reaction pathways, develop novel synthetic methods, and investigate its interactions with other molecules.
Used in Chemical Production Processes:
1-Bromodibenzothiophene is also employed in chemical production processes, where it can be scaled up for the manufacturing of various chemical products. Its use in this context highlights its importance as a key intermediate in the synthesis of commercially relevant compounds, contributing to the advancement of the chemical industry.

Synthesis

Into a 1 L four-necked round bottom flask equipped with a stirrer, a Liebig condenser (not required), a 100 mL dropping funnel and a thermometer, 43.5 g (0.156 mol) of the amine hydrochloride obtained in the above ), 240 mL of acetic acid, 55 mL of concentrated hydrochloric acid and 143 mL of water were placed and cooled to -5 ° C. or lower in an ice water bath. Next, an aqueous solution of 12.0 g (0.173 mol) of sodium nitrite dissolved in 67 mL of water was added dropwise from the dropping funnel at a temperature not exceeding 5 ° C., and the mixture was stirred at 5 ° C. or less for 1 hour.The resulting diazo solution was transferred to a 1 L dropping funnel and set in a 1 L 4-necked round bottom flask equipped with a stirrer, a Liebig condenser (not required) and a thermometer, and then 50 % Hypophosphorous acid and 90 mL of water were added, and the mixture was cooled to -5 ° C. or lower in an ice water bath. Subsequently, the diazo solution was added dropwise at a temperature not exceeding 5 ° C., after stirring for 1 hour in an ice water bath, it was returned to room temperature and stirred at room temperature for 48 hours.The obtained reaction solution was extracted twice with 310 mL of ethyl acetate, then washed twice with 310 mL of water, dried with magnesium sulfate, magnesium sulfate was removed by suction filtration, and the solvent was distilled off under reduced pressure. Subsequently, the obtained crude oil was purified on a silica gel column using n-heptane as a developing solution to obtain 33.8 g (yield: 82.5%) of the desired bromide.

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Relevant articles and documents

S,S-dioxo-dibenzothiophene and phenanthroimidazole based small molecule and application thereof in electroluminescent devices

The invention discloses an S,S-dioxo-dibenzothiophene and phenanthroimidazole based small molecule and application thereof in electroluminescent devices. Phenanthroimidazole is used as a donor unit, S,S-dioxo-dibenzothiophene is used as an acceptor unit, and a novel donor-acceptor type blue fluorescent molecule is constructed. The molecule has the characteristics of S,S-dioxo-dibenzothiophene suchas wide band gap, high fluorescence quantum yield, strong electron affinity, high electron mobility, and also has the characteristics of phenanthroimidazole such as large conjugate rigid structure, bipolar transmission, and the like. The molecule has an asymmetric structure, and can inhibit molecular aggregation and reduce exciton quenching. In addition, the emission spectrum can be adjusted by changing the connection sites of the two units. The small molecule can be used for preparing high-efficiency blue light organic electroluminescent devices with different emission wavelengths.

NOVEL TRIAZINE COMPOUND, AND ORGANIC ELECTRONIC ELEMENT AND PLANT-GROWING LIGHTING THAT USE THE SAME

PROBLEM TO BE SOLVED: To provide a triazine compound which has a high triplet energy level and excellent heat resistance, and can be used as an organic electronic element material realizing an element with high efficiency, low voltage and a long life. SOLUTION: In the triazine compound, as represented by the general formula [1] in the figure, a triazine backbone moiety is linked to a dibenzofuran or dibenzothiophene backbone moiety via a biphenyl backbone moiety, where X is an oxygen atom or sulfur atom. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPO&INPIT

Novel hetero-cyclic compound and organic light emitting device comprising the same

Provided are a novel heterocyclic compound and an organic light emitting device comprising the same. A compound represented by chemical formula 1 can be used as a material for an organic layer in an organic light emitting device, thereby being capable of improving efficiency, having low driving voltage and/or improving lifespan properties of an organic light emitting device.COPYRIGHT KIPO 2018

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF

Disclosed is a compound represented by chemical formula 1. Also, disclosed is an organic electronic element comprising a first electrode, a second electrode, and an organic layer between the first electrode and the second electrode, wherein the organic layer includes the compound represented by chemical formula 1. If the compound represented by chemical formula 1 is included in the organic layer, light emitting efficiency, stability, engineering life, etc. can be improved.(110) Substrate(120) Positive electrode(130) Hole-injection layer(140) Hole transport layer(141) Buffer layer(150) Light emitting layer(151) Light-emitting assisting layer(160) Electron transport layer(170) Electron injection layer(180) Negative electrodeCOPYRIGHT KIPO 2016

Compound Containing At Least Two 5-Membered Heterocycle And Organic Electronic Element Using The Same, Terminal Thereof

The present invention refers to 2 has a compound having a heterocyclic user one or more five won and electrical component, provides terminal with.

A route to regioselectively functionalized carbazoles, dibenzofurans, and dibenzothiophenes through anionic cyclization of benzyne-tethered aryllithiums

The treatment of 2-fluorophenyl 2-iodophenylamines, ether, and thioether, easily prepared from commercially available products, with 3.3 equiv of t-BuLi and further reaction with selected electrophiles gives rise to functionalized carbazole, dibenzofuran, and dibenzothiophene derivatives in a direct and regioselective manner. The process involves an anionic cyclization on a benzyne-tethered aryllithium intermediate.

Regioselective haloaromatization of 1,2-bis(ethynyl)benzene via halogen acids and PtCl2. Platinum-catalyzed 6-π electrocyclization of 1,2-bis(1′-haloethenyl)benzene intermediates

Treatment of 1,2-bis(ethynyl)benzene (1) with aqueous HX (X = Br, I) in hot 3-pentanone (100-105 °C, 2 h) afforded 1,2-bis(1′-haloethenyl)benzene species 2-Br and 2-I in 98% and 95% yields, respectively. The hydrochlorination of endiyne 1 failed to proceed at elevated temperature but was implemented efficiently by PtCl2 (5 mol %) in hot 3-pentanone (100 °C, 2 h) to give 1,2-bis(1′-chloroetheny)benzene 2-Cl in 80% yield. In the presence of PtCl2 (5 mol %), these halides 2-Cl, 2-Br, and 2-I were subsequently converted to 1-halonaphthalenes 3-Cl, 3-Br, and 3-I in the mother solution via sequential 6-π electrocyclization and dehalogenation reactions. PtCl2 (5 mol %) also effected direct haloaromatization of endiyne 1 with HX (X = Cl, Br, I) and gave 1-halonaphthalenes 3-Cl, 3-Br, and 3-I in 64-71% yields. This investigation reports the scope and the regioselectivity of haloaromatization of various enediynes catalyzed by PtCl2.