2-Phenylthiophene

Base Information

• Chemical Name: 2-Phenylthiophene
• CAS No.: 825-55-8
• Molecular Formula: C10H8S
• Molecular Weight: 160.24
• Hs Code.: 29339900
• European Community (EC) Number: 871-873-0
• DSSTox Substance ID: DTXSID00876227
• Nikkaji Number: J112.969D
• Wikidata: Q72499006
• Mol file: 825-55-8.mol

Synonyms:2-Phenylthiophene;825-55-8;Thiophene, 2-phenyl-;2-phenyl-thiophene;Phenylthiophene;MFCD00130080;Thiophene, phenyl-;Thiophene, 2-phenyl;56842-14-9;2-phenyithiophene;2-phenylthiofuran;2- phenylthiophene;4'-Chlorophenylacetylene;2-Phenylthiophene, 95%;ChemDiv3_011280;SCHEMBL31124;BIDD:GT0784;PJRGDKFLFAYRBV-UHFFFAOYSA-;C10-H-S;DTXSID00876227;2,2' :5'-2''-Terthiophene;HMS1505A16;CS-M2658;BBL103864;GEO-02140;STL557674;AKOS001111530;DS-4996;IDI1_028838;SY009364;FT-0613350;FT-0620765;P1397;EN300-17804;A840371;W-200510;Z57040506;34565-50-9

Chemical Property of 2-Phenylthiophene

Chemical Property:

• Appearance/Colour: light brown solid
• Vapor Pressure: 0.0274mmHg at 25°C
• Melting Point: 34-36 °C(lit.)
• Refractive Index: 1.598
• Boiling Point: 254.578 °C at 760 mmHg
• Flash Point: 77.902 °C
• PSA: 28.24000
• Density: 1.111 g/cm³
• LogP: 3.41510
• Storage Temp.: Refrigerator (+4°C)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 160.03467143
• Heavy Atom Count: 11
• Complexity: 116

Purity/Quality:

98%, ^*data from raw suppliers

2-Phenylthiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Thiophenes
• Canonical SMILES: C1=CC=C(C=C1)C2=CC=CS2

Technology Process of 2-Phenylthiophene

There total 242 articles about 2-Phenylthiophene 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: 93.0%

[2-(hydroxymethyl)phenyl]dimethyl(phenyl)silane (853955-69-8) + 2-Iodothiophene (3437-95-4,149762-92-5) → 2-phenylthiophene (825-55-8)

Guidance literature:

With N-cyclohexyl-1-[2-(diphenylphosphanyl)phenyl]methanimine; potassium carbonate; palladium dichloride; In water; dimethyl sulfoxide; at 50 ℃; for 13h;

DOI:10.1021/ja051281j

Reference yield: 81.0%

2-bromothiophene (1003-09-4) + phenylmagnesium bromide (100-58-3) → 2-phenylthiophene (825-55-8) + biphenyl (92-52-4,1594-86-1)

Guidance literature:

phenylmagnesium bromide; With bismuth(III) chloride;

2-bromothiophene; With potassium phosphate; palladium diacetate; triphenylphosphine; In N,N-dimethyl-formamide; at 90 ℃; for 1h; Inert atmosphere;

DOI:10.1055/s-0030-1260554

Reference yield: 72.0%

2-bromothiophene (1003-09-4) + C18H31PolSn → 2-phenylthiophene (825-55-8) + biphenyl (92-52-4,1594-86-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 110 ℃; for 48h; Inert atmosphere;

DOI:10.1016/j.jorganchem.2009.09.034

upstream raw materials:

thiophene

N-nitrosoacetanilide

2-(cyclohex-1-en-1-yl)thiophene

chloranil

Downstream raw materials:

2-Bromo-5-phenyl-thiophene

5-Phenyl-2-propionyl-thiophen

phenyl (5-phenylthiophen-2-yl) methanone

4-oxo-4-(5-phenyl-2-thienyl)butanoic acid

Refernces

• 1、 Sabounchei, Seyyed Javad,Panahimehr, Mohammad,Ahmadi, Mohsen,Akhlaghi, Fateme,Boscovic, Collete. "Seven-membered Pd(II) complexes containing symmetric phosphorus ylides: Synthesis, characterization and high catalytic activity toward Suzuki cross-coupling reactions". . p. 81 - 90. Retrieved 2014.
• 2、 Akbarzadeh, Parisa,Koukabi, Nadiya. "Easy conversion of nitrogen-rich silk cocoon biomass to magnetic nitrogen-doped carbon nanomaterial for supporting of Palladium and its application". . . Retrieved 2021.
• 3、 Rao, Sowmya,Mague, Joel T.,Balakrishna, Maravanji S.. "Synthesis, transition metal chemistry and catalytic reactions of ferrocenylbis(phosphonite), [Fe{C5H4P(OC6H 3(OMe-o)(C3H5-p))2}2]". . p. 11695 - 11708. Retrieved 2013.
• 4、 Mirza-Aghayan, Maryam,Mohammadi, Marzieh,Boukherroub, Rabah. "Synthesis and characterization of palladium nanoparticles immobilized on graphene oxide functionalized with triethylenetetramine or 2,6-diaminopyridine and application for the Suzuki cross-coupling reaction". . . Retrieved 2021/11/22.
• 5、 Nandhini, Sundar,Dharani, Sivadasan,Elamathi, Chennakrishnan,Dallemer, Frederic,Prabhakaran, Rathinasabapathi. "Synthesis of tetranuclear complex of Pd(II) with thiosemicarbazone ligands derived from 2-quinolone and its catalytic evaluation in Suzuki–Miyaura-type coupling reactions and alkoxylation of chloroquinolines". . . Retrieved 2021/09/06.