1-[4-(Phenylthio)phenyl]ethan-1-one

Base Information

• Chemical Name: 1-[4-(Phenylthio)phenyl]ethan-1-one
• CAS No.: 10169-55-8
• Molecular Formula: C14H12OS
• Molecular Weight: 228.315
• European Community (EC) Number: 233-443-5
• NSC Number: 158592
• UNII: 8QDW7AGZ9C
• DSSTox Substance ID: DTXSID10144121
• Nikkaji Number: J227.082J
• Wikidata: Q72435159
• ChEMBL ID: CHEMBL1535918
• Mol file: 10169-55-8.mol

Synonyms:10169-55-8;4-Acetyldiphenyl Sulfide;1-(4-(Phenylthio)phenyl)ethanone;1-(4-phenylsulfanylphenyl)ethanone;4-Acetyl diphenyl sulfide;1-[4-(phenylthio)phenyl]ethan-1-one;4'-(Phenylthio)acetophenone;1-(4-(Phenylthio)phenyl)ethan-1-one;8QDW7AGZ9C;1-[4-(phenylsulfanyl)phenyl]ethanone;Ethanone, 1-[4-(phenylthio)phenyl]-;EINECS 233-443-5;NSC-158592;Ethanone, 1-(4-(phenylthio)phenyl)-;1-[4-(phenylsulfanyl)phenyl]ethan-1-one;1-(4-(PHENYLSULFANYL)PHENYL)ETHAN-1-ONE;NSC158592;4-Phenylthioacetophenone;4-acetyl diphenylsulfide;Maybridge1_003159;UNII-8QDW7AGZ9C;4-(phenylthio)acetophenone;MLS000546365;SCHEMBL194744;CHEMBL1535918;HMS550H13;4'-ACETYLDIPHENYL SULFIDE;DTXSID10144121;P-(PHENYLTHIO)ACETOPHENONE;HMS2417E15;1-(4-(phenyl thio)phenyl)ethanone;AMY22509;P-ACETYLPHENYL PHENYL SULFIDE;4-ACETYLPHENYL PHENYL SULFIDE;MFCD00026227;NSC791948;STK332018;AKOS000219726;4'-(PHENYLSULFANYL)ACETOPHENONE;CCG-274065;NSC 158592;NSC-791948;ACETOPHENONE, 4'-(PHENYLTHIO)-;NCGC00246584-01;1-[4-(phenylsulfanyl)phenyl]-1-ethanone;SMR000169535;CS-0155088;FT-0607142;1J-015;T70015;A800437;J-514286;4-Acetyldiphenyl sulfide

Chemical Property of 1-[4-(Phenylthio)phenyl]ethan-1-one

Chemical Property:

• Vapor Pressure: 2.83E-06mmHg at 25°C
• Melting Point: 67-68 °C
• Refractive Index: 1.628
• Boiling Point: 389.6 °C at 760 mmHg
• Flash Point: 215 °C
• PSA: 42.37000
• Density: 1.17 g/cm³
• LogP: 4.04040
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 228.06088618
• Heavy Atom Count: 16
• Complexity: 225

Purity/Quality:

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

4-Acetyldiphenyl Sulfide ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 23-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(C=C1)SC2=CC=CC=C2

Technology Process of 1-[4-(Phenylthio)phenyl]ethan-1-one

There total 66 articles about 1-[4-(Phenylthio)phenyl]ethan-1-one 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: 99.0%

4-Iodoacetophenone (13329-40-3) + thiophenol (108-98-5) → 1-[4-(phenylthio)phenyl]ethan-1-one (10169-55-8)

Guidance literature:

With potassium phosphate; copper(l) iodide; 2.9-dimethyl-1,10-phenanthroline; In butan-1-ol; at 120 ℃; for 2h; Microwave irradiation;

DOI:10.1002/jccs.201190064

Reference yield: 99.0%

para-chloroacetophenone (99-91-2) + thiophenol (108-98-5) → 1-[4-(phenylthio)phenyl]ethan-1-one (10169-55-8)

Guidance literature:

With tetrakis(tri-p-tolylphosphite)nickel⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; zinc; In toluene; at 110 ℃; for 16h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.7b03560

Reference yield: 98.0%

1-(4-(phenylsulfinyl)phenyl)ethanone (65085-80-5) → 1-[4-(phenylthio)phenyl]ethan-1-one (10169-55-8)

Guidance literature:

1-(4-(phenylsulfinyl)phenyl)ethanone; With oxalyl dichloride; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

With 1,4-diaza-bicyclo[2.2.2]octane; In dichloromethane; for 0.0833333h; Temperature; Reagent/catalyst; Inert atmosphere;

upstream raw materials:

potassium thiophenolate

para-bromoacetophenone

diphenyl sulfide

acetyl chloride

Downstream raw materials:

1-(4-phenylsulfanyl-phenyl)-3t-[2]thienyl-propenone

1-(4-(phenylsulfinyl)phenyl)ethanone

4'-(phenylsulfonyl)acetophenone

N-(4-phenylsulfanyl)phenyl acetamide

Refernces

• 1、 Sousa, Sara C.A.,Bernardo, Joana R.,Rom?o, Carlos C.,Fernandes, Ana C.. "Highly efficient rhenium-catalyzed deoxygenation of sulfoxides without adding any reducing agent". . p. 8194 - 8197. Retrieved 2012.
• 2、 Sindhu,Abi,Mathai, George,Anilkumar, Gopinathan. "An efficient protocol for the synthesis of thioethers via iron-catalyzed cross-coupling reaction and its mechanistic investigation". . p. 270 - 276. Retrieved 2019.
• 3、 Movassagh, Barahman,Hosseinzadeh, Zhila. "A Highly Efficient Copper-Catalyzed Synthesis of Unsymmetrical Diaryl- and Aryl Alkyl Chalcogenides from Aryl Iodides and Diorganyl Disulfides and Diselenides". . p. 777 - 781. Retrieved 2016.
• 4、 She, Jin,Jiang, Zheng,Wang, Yanguang. "Simple, efficient and recyclable catalytic system for performing copper-catalyzed C-S coupling of thiols with aryl iodides in PEG and PEG-H2O". . p. 593 - 596. Retrieved 2009.
• 5、 Rezaei, Nasrin,Movassagh, Barahman. "Polystyrene resin-supported CuI-cryptand 22 complex: a highly efficient and reusable catalyst for the formation of aryl–sulfur bonds in aqueous media". . p. 1625 - 1628. Retrieved 2016.
• 6、 Frindy, Sana,El Kadib, Abdelkrim,Lahcini, Mohamed,Primo, Ana,García, Hermenegildo. "Copper Nanoparticles Stabilized in a Porous Chitosan Aerogel as a Heterogeneous Catalyst for C-S Cross-coupling". . p. 3307 - 3315. Retrieved 2015.
• 7、 Xu, Hua-Jian,Zhao, Xiao-Yang,Fu, Yao,Feng, Yi-Si. "Ligand-free C-S bond formation catalyzed by copper(I) oxide". . p. 3063 - 3067. Retrieved 2008.
• 8、 Dhibar, Subhendu,Dey, Amiya,Jana, Rajkumar,Chatterjee, Arpita,Das, Gourab Kanti,Ray, Partha Pratim,Dey, Biswajit. "A semiconducting supramolecular Co(ii)-metallohydrogel: an efficient catalyst for single-pot aryl-S bond formation at room temperature". . p. 17388 - 17394. Retrieved 2019.
• 9、 Chen, Yao-Jung,Chen, Hsin-Hung. "1,1,1-Tris(hydroxymethyl)ethane as a new, efficient, and versatile tripod ligand for copper-catalyzed cross-coupling reactions of aryl iodides with amides, thiols, and phenols". . p. 5609 - 5612. Retrieved 2006.
• 10、 Xu, Hua-Jian,Zhao, Xiao-Yang,Deng, Jin,Fu, Yao,Feng, Yi-Si. "Efficient C-S cross coupling catalyzed by Cu2O". . p. 434 - 437. Retrieved 2009.