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1-Fluoro-3-phenylsulfanyl-benzene is an organic compound with the molecular formula C12H9FOS. It is a derivative of benzene, featuring a fluorine atom at the 1st position, a phenylsulfanyl group (a sulfur atom bonded to a phenyl ring) at the 3rd position, and a phenyl ring attached to the benzene core. 1-fluoro-3-phenylsulfanyl-benzene is characterized by its unique combination of electron-withdrawing fluorine and electron-donating phenylsulfanyl groups, which can influence its reactivity and stability. It is a colorless liquid with a distinct aromatic odor and is used in various chemical reactions and as an intermediate in the synthesis of pharmaceuticals and other organic compounds. Due to its specific functional groups, 1-fluoro-3-phenylsulfanyl-benzene can participate in a range of chemical transformations, such as nucleophilic substitutions, electrophilic aromatic substitutions, and radical reactions, making it a versatile building block in organic synthesis.

40154-91-4

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40154-91-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 40154-91-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,0,1,5 and 4 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 40154-91:
(7*4)+(6*0)+(5*1)+(4*5)+(3*4)+(2*9)+(1*1)=84
84 % 10 = 4
So 40154-91-4 is a valid CAS Registry Number.

40154-91-4Relevant academic research and scientific papers

Environmentally Friendly and Recyclable CuCl 2-Mediated C-S Bond Coupling Strategy Using DMEDA as Ligand, Base, and Solvent

Shen, Guodong,Lu, Qichao,Wang, Zeyou,Sun, Weiwei,Zhang, Yalin,Huang, Xianqiang,Sun, Manman,Wang, Zhiming

supporting information, p. 184 - 198 (2021/09/20)

Simple reaction conditions and recyclable reagents are crucial for environmentally friendly industrial applications. An environment-friendly, recyclable and economic strategy was developed to synthesize diaryl chalcogenides by the CuCl2-catalyzed C S bondformation reaction via iodobenzenes and benzenethiols/1,2-diphenyldisulfanes using N,N'-dimethylethane-1,2-diamine (DMEDA) as ligand, base, and solvent. For these reactions, especially the reactions of diiodobenzenes and aminobenzenethiols/disulfanediyldianilines, a range of substrates are compatible and give the corresponding products in good to excellent yields. Both of the reagents in the catalytic system (CuCl2/DMEDA) are inexpensive, conveniently separable, and recyclable for more than five cycles.

C[sbnd]S cross-coupling catalyzed by a series of easily accessible, well defined Ni(II) complexes of the type [(NHC)Ni(Cp)(Br)]

Rodríguez-Cruz, Mario A.,Hernández-Ortega, Simón,Valdés, Hugo,Rufino-Felipe, Ernesto,Morales-Morales, David

, p. 193 - 198 (2020/02/13)

The synthesis, characterization and catalytic evaluation of a series of NHC-Ni(II) complexes 1-Ni (-Me), 2-Ni (-nBu) and 3-Ni (-Bn) bearing a phthalimide fragment and a cyclopentadienyl (Cp) ligand is reported. The complexes were evaluated in C

Synthesis and nano-Pd catalyzed chemoselective oxidation of symmetrical and unsymmetrical sulfides

Li, Xing,Du, Jia,Zhang, Yongli,Chang, Honghong,Gao, Wenchao,Wei, Wenlong

, p. 3048 - 3055 (2019/03/21)

A highly chemoselective, efficient and nano-Pd catalyzed protocol for the rapid construction of sulfoxides and sulfones via the oxidation of symmetrical and unsymmetrical sulfides using H2O2 as an oxidant has been developed, respectively. The ready availability of starting materials, easy recovery and reutilization of the catalyst, wide substrate scope, and high yields make this protocol an attractive alternative. The process also involves the metal-free and microwave-promoted synthesis of symmetrical diarylsulfides, and FeCl3-mediated preparation of symmetrical diaryldisulfides through the reaction of arenediazonium tetrafluoroborates with Na2S·9H2O as a sulfur source. In addition, unsymmetrical sulfides were generated via the K2CO3-mediated reaction of arenediazonium tetrafluoroborates with symmetrical disulfides.

Copper nanopowder catalyzed cross-coupling of diaryl disulfides with aryl iodides in PEG-400

Wu, Xiang-Mei,Yan, Guo-Bing

supporting information, p. 537 - 542 (2015/04/27)

An eco-friendly thiolation via diaryl disulfides and aryl iodides under ligand-free conditions is reported. With copper nanopowder as catalyst and PEG-400 as solvent, a variety of unsymmetrical diaryl sulfides are synthesized in good to excellent yields. The process is free from foul-smelling and unstable thiols and the copper nanopowder-PEG-400 catalytic system can be directly reused for four repetitive cycles.

Silver catalyzed C-C and C-S coupling of aryl halides and thiols with boronic acids

Das, Rima,Chakraborty, Debashis

, p. 7023 - 7027 (2013/01/15)

An efficient Ag(I) catalyzed carbon-carbon and carbon-sulfur bond formation reaction of aryl halides and thiols with boronic acids has been demonstrated. Using this protocol, substrates with a wide range of functional group including electron-rich, and electron deficient substituents have been explored. These reactions are particularly useful to prepare symmetrical and unsymmetrical biphenyls and thioethers. These products were isolated in high yield.

Diazaphospholane as an efficient ligand for copper-catalyzed cross-coupling of thiols with aryl iodides

Yang, Minghua,Pei, Ji,Yan, Guobing,Zheng, Yunfa

experimental part, p. 587 - 591 (2012/05/31)

Copper-catalyzed cross-coupling of thiols with aryl iodides performed well using an air-stable diazaphospholane ligand in presence of NaOH in DMF at 110 °C and a variety of diaryl sulfides are synthesized in good yields.

A novel and efficient cross-coupling of tris(fluorinated phenyl)boroxins with disulfides catalyzed by CuI/1,10-phenanthroline

Yu, Chuanming,Jin, Beibei,Liu, Zhenyu,Zhong, Weihui

experimental part, p. 485 - 491 (2010/09/17)

Under an oxygen atmosphere, the cross-coupling of tris(fluorinated phenyl)boroxins and disulfides catalyzed by CuI/1,10-phenanthroline were smoothly achieved to produce the corresponding asymmetric fluorinated arylsulfides in good-to-excellent yields.

Solvent-free copper-catalyzed oxidative S-arylation of 1,2-diaryldisulfides with aryltrimethoxysilane

Luo, Pei-Song,Yu, Ming,Tang, Ri-Yuan,Zhong, Ping,Li, Jin-Heng

supporting information; scheme or table, p. 1066 - 1070 (2009/05/11)

A novel and solvent-free protocol for the synthesis of diarylsulfides by the copper-catalyzed oxidative S-arylation of 1,2-diaryldisulfides with aryltrimethoxysilanes is reported. In the presence of CuI, 2-(di-tert-butylphosphino)biphenyl, and TBAF (n-Bu

A MILD AND EFFICIENT SRN1 APPROACH TO DIARYL SULFIDES FROM ARENEDIAZONIUM TETRAFLUOROBORATES

Petrillo, Giovanni,Novi, Marino,Garbarino, Giacomo,Dell'Erba, Carlo

, p. 4007 - 4016 (2007/10/02)

The reaction between arenediazonium tetrafluoroborates and sodium arenethiolates in Me2SO at 25 deg C represent an efficient access to diaryl sulfides.A number of evidences suggest the occurance of a radical, radical-anion SRN1 mechanism, the arenethiolate acting both as electron donor and as aryl-radical trapping nucleophile.Valuable improvements with respect to recent SRN1 syntheses of diaryl sulfides from haloarenes are represented, inter alia, by the compatibility of both electron-withdrawing and relasing substituents as well as by the intensivity to steric hindrance in the diazonium salt.When the arenediazonium ion bears another SRN1 leaving group (such as Cl, Br, or I) disubstitution products are predominantly formed.

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