4-Biphenylyl phenyl sulfide

Base Information

• Chemical Name: 4-Biphenylyl phenyl sulfide
• CAS No.: 59090-57-2
• Molecular Formula: C₁₈H₁₄S
• Molecular Weight: 262.375
• European Community (EC) Number: 667-685-1
• Nikkaji Number: J402.259I
• Mol file: 59090-57-2.mol

Synonyms:4-biphenylyl phenyl sulfide;4-phenylthiobiphenyl;4-(phenylthio)biphenyl;4-(Phenylsulfanyl)biphenyl;SCHEMBL2414534;LLAVBEWIQQUQFR-UHFFFAOYSA-N;AKOS024338398;[1,1'-Biphenyl]-4-yl(phenyl)sulfane;59090-57-2

Chemical Property of 4-Biphenylyl phenyl sulfide

Chemical Property:

• XLogP3: 6.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 262.08162162
• Heavy Atom Count: 19
• Complexity: 242

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-BIPHENYLYL PHENYL SULFIDE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)SC3=CC=CC=C3

Technology Process of 4-Biphenylyl phenyl sulfide

There total 29 articles about 4-Biphenylyl phenyl sulfide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

4-bromo-1,1'-biphenyl (92-66-0) + thiophenol (108-98-5) → [1,1'-biphenyl]-4-yl(phenyl)sulfane (59090-57-2)

Guidance literature:

4-bromo-1,1'-biphenyl; With 1,2,3-Benzotriazole; copper(l) iodide; In dimethyl sulfoxide; for 0.166667h;

thiophenol; With potassium tert-butylate; In dimethyl sulfoxide; at 100 ℃; Further stages.;

DOI:10.1016/j.tetlet.2007.07.205

Reference yield: 94.0%

4-iodo-biphenyl (1591-31-7) + thiophenol (108-98-5) → [1,1'-biphenyl]-4-yl(phenyl)sulfane (59090-57-2)

Guidance literature:

With fac-tris[2-phenylpyridinato-C²,N]iridium(III); caesium carbonate; In N,N-dimethyl-formamide; at 25 ℃; for 6h; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1002/anie.201610414

Reference yield: 92.0%

S-phenyl [1,1’-biphenyl]-4-carbothioate → [1,1'-biphenyl]-4-yl(phenyl)sulfane (59090-57-2)

Guidance literature:

With C₃₆H₆₈Cl₂NiP₂; sodium carbonate; In 1,4-dioxane; at 160 ℃; for 15h; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1039/c8cc00271a

upstream raw materials:

biphenyldiazonium

thiophenol

copper(I) thiophenolate

4'-biphenyl chloride

Downstream raw materials:

[4-(4-biphenylylthio)phenyl]-4-biphenylylphenylsulfonium tris(pentafluoroethyl)trifluorophosphate

[4-(4-biphenylylthio)phenyl]-4-biphenylylphenylsulfonium tetrakis(pentafluorophenyl)borate

[4-(4-biphenylylthio)phenyl]-(4-biphenylyl)phenylsulfonium hexafluorophosphate

[4-(4-biphenylthio)phenyl]-4-biphenylphenylsulfonium triflate

Refernces

• 1、 -. "Aryl thioether compound and preparation method thereof". Paragraph 0012. . Retrieved 2021/11/27.
• 2、 Zheng, Zhao-Jing,Jiang, Cheng,Shao, Peng-Cheng,Liu, Wen-Fei,Zhao, Tian-Tian,Xu, Peng-Fei,Wei, Hao. "Controlled Ni-catalyzed mono- and double-decarbonylations of α-ketothioesters". supporting information. p. 1907 - 1910. Retrieved 2019/05/02.