2,2'-Thiophene-2,5-diylbis(benzoxazole)

Base Information

• Chemical Name: 2,2'-Thiophene-2,5-diylbis(benzoxazole)
• CAS No.: 2866-43-5
• Deprecated CAS: 12224-41-8,73201-83-9,75026-70-9,12224-46-3,2252277-58-8,12224-46-3,73201-83-9,75026-70-9
• Molecular Formula: C18H10N2O2S
• Molecular Weight: 318.356
• Hs Code.: 2934999090
• European Community (EC) Number: 220-685-1,602-368-3,602-369-9
• UNII: P104CN84X2
• DSSTox Substance ID: DTXSID8051966
• Nikkaji Number: J894J
• Wikidata: Q27285976
• ChEMBL ID: CHEMBL3694233
• Mol file: 2866-43-5.mol

Synonyms:2,5-bis(benzoxazol-2-yl)thiophene;FBA 185;FBA-185

Chemical Property of 2,2'-Thiophene-2,5-diylbis(benzoxazole)

Chemical Property:

• Appearance/Colour: light yellow crystalline or bright blue fluorescence powder
• Vapor Pressure: 1.98E-08mmHg at 25°C
• Melting Point: 216-220 °C
• Refractive Index: 1.715
• Boiling Point: 466.4 °C at 760 mmHg
• PKA: 1.27±0.10(Predicted)
• Flash Point: 235.9 °C
• PSA: 80.30000
• Density: 1.385 g/cm³
• LogP: 5.36450
• Water Solubility.: 9.551ug/L(25 oC)
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 318.04629874
• Heavy Atom Count: 23
• Complexity: 399

Purity/Quality:

99%min ^*data from raw suppliers

2,5-BIS(2-BENZOXAZOL-2-YL)THIOPHENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(O2)C3=CC=C(S3)C4=NC5=CC=CC=C5O4

Technology Process of 2,2'-Thiophene-2,5-diylbis(benzoxazole)

There total 10 articles about 2,2'-Thiophene-2,5-diylbis(benzoxazole) 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: 89.23%

Thiophene-2,5-dicarboxylic acid (4282-31-9) + 2-amino-phenol (95-55-6) → 2,2'-thiophene-2,5-diylbis(benzoxazole) (2866-43-5,12224-46-3,12224-41-8)

Guidance literature:

With boric acid; tin(ll) chloride; In 1,2-dichloro-benzene; at 220 ℃; for 24h; Inert atmosphere; Dean-Stark;

Reference yield: 89.0%

benzoxazole (273-53-0,29791-96-6) + 2,5-diiodothiophene (625-88-7) → 2,2'-thiophene-2,5-diylbis(benzoxazole) (2866-43-5,12224-46-3,12224-41-8)

Guidance literature:

With [Pd(1,10-phenanthroline)₂](PF₆)₂; caesium carbonate; In dimethyl amine; at 150 ℃; for 20h; Inert atmosphere;

DOI:10.1039/b920794e

Reference yield: 74.0%

benzoxazole (273-53-0,29791-96-6) + 2,5-diclorothiophene (3172-52-9,173777-89-4) → 2,2'-thiophene-2,5-diylbis(benzoxazole) (2866-43-5,12224-46-3,12224-41-8)

Guidance literature:

With potassium phosphate; C₃₇H₃₈FeO₆P₂Pd; In butan-1-ol; at 125 ℃; for 18h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1002/cctc.202101013

upstream raw materials:

benzoxazole

2,5-dibromothiophen

thiophene-2,5-dicarbonyl dichloride

Thiophene-2,5-dicarboxylic acid

Refernces

• 1、 Horky, Filip,Císa?ová, Ivana,?těpni?ka, Petr. "Stable Pd(0) Complexes with Ferrocene Bisphosphanes Bearing Phosphatrioxaadamantyl Substituents Efficiently Catalyze Selective C-H Arylation of Benzoxazoles by Aryl Chlorides". . p. 4848 - 4856. Retrieved 2021/10/12.
• 2、 Yu, Chao,Guo, Xuefeng,Shen, Bo,Xi, Zheng,Li, Qing,Yin, Zhouyang,Liu, Hu,Muzzio, Michelle,Shen, Mengqi,Li, Junrui,Seto, Christopher T.,Sun, Shouheng. "One-pot formic acid dehydrogenation and synthesis of benzene-fused heterocycles over reusable AgPd/WO2.72 nanocatalyst". . p. 23766 - 23772. Retrieved 2018/12/10.