6639-36-7

Basic information

• Product Name: 2-NITRODIBENZOTHIOPHENE
• Synonyms: 2-nitro-dibenzothiophen;2-NITRODIBENZOTHIOPHENE;2-NITRODIBENZOTHIOPHENE (100UG/ML IN TOLUENE);3-Nitro-9-thiafluorene, 5-Nitro-[1,1'-biphenyl]-2,2-diyl sulphide;2-Nitrodibenzo[b]thiophene;NSC 16062
• CAS NO: 6639-36-7
• Molecular Formula: C₁₂H₇NO₂S
• Molecular Weight: 229.25
• Product Categories: Aromatics;Heterocycles;Mutagenesis Research Chemicals
• Mol File: 6639-36-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 186℃
• Boiling Point: 423℃
• Flash Point: 209℃
• Appearance: /
• Density: 1.441
• Vapor Pressure: 5.88E-07mmHg at 25°C
• Refractive Index: 1.782
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-NITRODIBENZOTHIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-NITRODIBENZOTHIOPHENE(6639-36-7)
• EPA Substance Registry System: 2-NITRODIBENZOTHIOPHENE(6639-36-7)

Safety Data

• Hazardous Substances Data: 6639-36-7(Hazardous Substances Data)

Usage

Uses

Used in Coal Processing Industry:
2-Nitrodibenzothiophene is used as a coal processing agent for the removal of impurities and contaminants from coal. The hydrogenation process in Tetralin effectively removes 2-Nitrodibenzothiophene from coal, resulting in cleaner and more efficient fuel for various applications.
Used in Chemical Synthesis:
2-Nitrodibenzothiophene can be used as a starting material or intermediate in the synthesis of various chemical compounds, including pharmaceuticals, dyes, and other specialty chemicals. Its unique structure and reactivity make it a valuable component in the development of new and innovative products.
Used in Environmental Remediation:
Due to its presence in coal and potential environmental impact, 2-Nitrodibenzothiophene can be utilized in environmental remediation efforts to mitigate the effects of pollution and contamination. Its removal from coal and other sources can help reduce the release of harmful substances into the environment, promoting a cleaner and more sustainable future.

InChI:InChI=1/C12H7NO2S/c14-13(15)8-5-6-12-10(7-8)9-3-1-2-4-11(9)16-12/h1-7H

Upstream product

• 132-65-0 dibenzothiophene 
• 509-14-8 tetranitromethane 
• 6320-02-1 o-bromothiophenol 
• 586-78-7 para-nitrophenyl bromide 
• 636-98-6 p-nitrobenzene iodide 
• 101712-29-2 2'-fluoro-5-nitrobiphenyl-2-ol 
• 1993-03-9 o-fluorophenylboronic acid 
• 5399-03-1 2-iodo-1-methoxy-4-nitrobenzene 
• 1264712-06-2 3-(2'-fluoro-5-nitro-biphenyl-2-ylsulfanyl)propionic acid ethyl ester 
• 1264712-05-1 trifluoromethanesulfonic acid 2'-fluoro-5-nitrobiphenyl-2-yl ester 
• 1264712-04-0 2'-fluoro-2-methoxy-5-nitrobiphenyl 

Downstream Products

• 373356-35-5 1-Methyl-2-nitrodibenzothiophene 
• 22439-65-2 2-hydroxydibenzothiophene 5,5-dioxide 
• 2243-47-2 3-biphenyl amine 
• 7428-91-3 dibenzothiophen-2-ylamine 
• 72469-59-1 2-nitrodibenzo[b,d]thiophene 5,5-dioxide 

Relevant articles and documents

NOVEL OXIME ESTER COMPOUND AND PHOTORESIST COMPOSITION CONTAINING THE SAME

The present invention relate to an oxime ester compound represented by chemical formula A, and to a photoresist composition containing the same. The X, R1, R2 and R5 of the formula A are as described in the description of the invention. The present inventnion aims to provide the oxime ester compound as a novel photoinitiator which can be used as a photoresist composition.COPYRIGHT KIPO 2018

A Pd-catalyzed optional approach for the synthesis of dibenzothiophenes

A direct and practical approach for the construction of DBTs was developed via a Pd-catalyzed tandem reaction, in which commercially available o-bromo-iodobenzenes combined with benzene thiols or iodobenzenes combined with o-bromo-benzene thiols were applied. These two approaches will provide an alternative for the synthesis of DBT derivatives.

Palladium catalysis based one-pot synthesis method for DBTs (dibenzothiophenes)

The invention discloses a palladium catalysis based one-pot synthesis method for DBTs (dibenzothiophenes). An inorganic base is added to an N,N-dimethylacetamide solution, with a palladium catalyst/ligand as a catalysis system, o-bromoiodobenzene derivatives or iodobenzene derivatives and thiophenol derivatives taken as raw materials are subjected to a reaction in nitrogen atmosphere, and DBTs areobtained through separation. The simple, economical and easily available raw materials are taken as substrates, all-position-substituted DBTs are synthesized on the basis of palladium catalyzed cascade reaction, and DBTs have great application prospect in medical synthesis intermediates and organic optoelectronic material science.

Synthesis of functionalized dibenzothiophenes- An efficient three-step approach based on Pd-catalyzed C-C and C-S bond formations

A novel and efficient three-step protocol for synthesizing functionalized dibenzothiophenes (DBTs) from common starting materials and by using palladium-catalyzed carbon-carbon and carbon-sulfur bond formations is presented. The reaction conditions offer significantly improved functional-group tolerance and regioselectivity as compared to previously reported methods. A flexible and concise three-step protocol for the synthesis of functionalized dibenzothiophenes DBTs from readily available starting materials is presented. The method is based on two palladium-catalyzed reactions to prepare the masked thiophenols 4followed by deprotection and in situ cyclization to form the DBT skeleton. This approach offers improved functional-group tolerance as well as regiocontrol in the synthesis of functionalized DBTs as compared to previously reported methods.

Regiochemistry of the reaction between dibenzothiophene radical cation and nucleophiles or nitrogen dioxide

The regiochemistry of nucleophile or radical attack upon dibenzothiophene radical cation (2?+) has been studied, using the photolysis of 2-tetranitromethane, the NO2 or nitrous acid catalyzed (NAC) nitration of 2 and the silver(II) mediated acetoxylation of 2 as test reactions in all likelihood mediated by 2?+. The results are discussed in relation to theoretical predictions based on the VBCM model. The photolysis of the charge-transfer complex of 2 and tetranitromethane in dichloromethane gives mainly dibenzothiophene sulfoxide (3) and minor amounts of 2-nitrodibenzothiophene (4), r-1-hydroxy-c-4-trinitromethyl-1,4-dihydro-dibenzothiophene (5), t-2-nitro-r-1 -trinitromethyl-1,2-dihydrodibenzothiophene (6) and c-1-nitro-r-4-trinitromethyl-1,4-dihydro-dibenzothiophene 7. In aceto-nitrile the major product is the sulfoxide 3 together with 2-nitrodibenzothiophene (4) and 4-nitrodibenzothiophene (9). The photolysis in 1,1,1,3,3,3-hexafluoro-propan-2-ol yields only the sulfoxide 3 and minor amounts of the 2-nitroarene 4. Nitration of 2 by NO2 in dichloromethane gives largely 3 and the 2-nitro isomer 4, as does NAC nitration in acetic acid. The oxidation of 2 by an AgII complex of 2,2′-bipyridine gave mainly 1- and 4-acetoxydibenzothiophene and a minor proportion of the 3-acetoxy isomer, no sulfoxide 3 being formed. The X-ray crystal structure is reported for compound 5. Acta Chemica Scandinavica 1997.