2-(PHENYLTHIO)THIOPHENE

Base Information

• Chemical Name: 2-(PHENYLTHIO)THIOPHENE
• CAS No.: 16718-12-0
• Molecular Formula: C10H8S2
• Molecular Weight: 192.306
• Hs Code.: 2934999090
• European Community (EC) Number: 800-042-7
• DSSTox Substance ID: DTXSID30381192
• Nikkaji Number: J1.166.191B
• Wikidata: Q82171866
• Mol file: 16718-12-0.mol

Synonyms:2-Phenylthiothiophene;Phenyl 2-thienyl sulfide;

Chemical Property of 2-(PHENYLTHIO)THIOPHENE

Chemical Property:

• Vapor Pressure: 0.00155mmHg at 25°C
• Refractive Index: 1.667
• Boiling Point: 304.7 °C at 760 mmHg
• Flash Point: 138.1 °C
• PSA: 53.54000
• Density: 1.24 g/cm³
• LogP: 3.89930
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 192.00674260
• Heavy Atom Count: 12
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

2-(Phenylthio)thiophene 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)SC2=CC=CS2

Technology Process of 2-(PHENYLTHIO)THIOPHENE

There total 29 articles about 2-(PHENYLTHIO)THIOPHENE 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: 100.0%

2-bromothiophene (1003-09-4) + diphenyldisulfane (882-33-7) → 2-(Phenylthio)thiophene (16718-12-0)

Guidance literature:

2-bromothiophene; With n-butyllithium; In diethyl ether; pentane; at -78 ℃; for 0.5h; Inert atmosphere;

diphenyldisulfane; In diethyl ether; pentane; at -78 - 25 ℃; for 3.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b03840

Reference yield: 99.0%

2-thienyl chloride (96-43-5) + thiophenol (108-98-5) → 2-(Phenylthio)thiophene (16718-12-0)

Guidance literature:

With tetrakis(tri-p-tolylphosphite)nickel⁽⁰⁾; potassium tert-butylate; 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%

S-phenyl thiofuran-2-carbothioate (28122-95-4) → 2-(Phenylthio)thiophene (16718-12-0)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; In toluene; at 160 ℃; for 15h; Inert atmosphere;

DOI:10.1021/acs.joc.1c01117

upstream raw materials:

2-bromothiophene

tetra-N-butylammonium benzenethiolate

methyl iodide

2-Iodothiophene

Downstream raw materials:

3-allyl-2-(phenylthio)thiophene

2-(phenylsulfinyl)thiophene

2-(benzenesulfonyl)thiophene

Refernces

• 1、 Novi, Marino,Garbarino, Giacomo,Petrillo, Giovanni,Dell"Erba, Carlo. "Photostimulated SRN1 Reactions of Halothiophenes with Benzenethiolate Ion in Acetonitrile". . p. 5382 - 5386. Retrieved 1987.
• 2、 Bie, Fusheng,Cao, Han,Liu, Chengwei,Liu, Xuejing,Shi, Yijun,Szostak, Michal,Zhou, Tongliang. "Pd-Catalyzed Double-Decarbonylative Aryl Sulfide Synthesis through Aryl Exchange between Amides and Thioesters". supporting information. p. 8098 - 8103. Retrieved 2021/10/25.
• 3、 -. "Method for synthesizing asymmetric sulfide from molecular oxygen oxidation water phase under catalysis of water-soluble transition metal compound". Paragraph 0091. . Retrieved 2019/07/29.