2-(4-Nitrophenyl)thiophene

Base Information

• Chemical Name: 2-(4-Nitrophenyl)thiophene
• CAS No.: 59156-21-7
• Molecular Formula: C10H7NO2S
• Molecular Weight: 205.237
• Mol file: 59156-21-7.mol

Synonyms:Thiophene,2-(p-nitrophenyl)- (6CI,7CI);2-(4-Nitrophenyl)thiophene;2-(p-Nitrophenyl)thiophene;

Chemical Property of 2-(4-Nitrophenyl)thiophene

Chemical Property:

• Vapor Pressure: 0.000188mmHg at 25°C
• Melting Point: 138 °C
• Refractive Index: 1.633
• Boiling Point: 338.8 °C at 760 mmHg
• Flash Point: 158.7 °C
• PSA: 74.06000
• Density: 1.315 g/cm³
• LogP: 3.84650

Purity/Quality:

98%min ^*data from raw suppliers

2-(4-NITRO-PHENYL)-THIOPHENE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-Nitrophenyl)thiophene

There total 34 articles about 2-(4-Nitrophenyl)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%

thiophene boronic acid (6165-68-0) + 4-chlorobenzonitrile (100-00-5) → 2-(4-nitrophenyl)thiophene (59156-21-7)

Guidance literature:

With tetrabutyl ammonium fluoride; tricyclohexylphosphine; dichloro bis(acetonitrile) palladium(II); at 85 - 90 ℃; for 5h;

DOI:10.1080/00397910701412828

Reference yield: 100.0%

tributyl(thien-2-yl)stannane (54663-78-4) + para-nitrophenyl bromide (586-78-7) → 2-(4-nitrophenyl)thiophene (59156-21-7)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; tetrabutyl ammonium fluoride; palladium diacetate; In 1,4-dioxane; at 100 ℃; for 16h;

DOI:10.1021/jo048066q

Reference yield: 100.0%

p-nitrobenzene iodide (636-98-6) + 2-(trimethylstannyl)thiophene (37496-13-2) → 2-(4-nitrophenyl)thiophene (59156-21-7)

Guidance literature:

With lithium chloropalladite; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 20 ℃; for 0.5h; other reagents;

upstream raw materials:

thiophene

4-nitrophenylhydrazone

4-nitrobenzenediazonium tetrafluoroborate

para-nitrophenyl bromide

Downstream raw materials:

2-(4-aminophenyl)-3',4'-ethylenedioxy-5,2'-bithiophene

2-(4-nitrophenyl)-3',4'-ethylenedioxy-5,2'-bithiophene

1-(5-iodothien-2-yl)-4-nitrobenzene

4-(5-(4-(bis(4-tert-butylphenyl)amino)phenyl)thiophen-2-yl)benzaldehyde

Refernces

• 1、 Hardie,Thomson. "-". . p. 2512,2517. Retrieved 1957.
• 2、 Kundu, Abhishek,Dey, Dhananjay,Pal, Subhankar,Adhikari, Debashis. "Pyrazole-Mediated C-H Functionalization of Arene and Heteroarenes for Aryl-(Hetero)aryl Cross-Coupling Reactions". . p. 15665 - 15673. Retrieved 2021/11/16.
• 3、 Chan, Bun,McErlean, Christopher S. P.,Nashar, Philippe E.,Tatunashvili, Elene. "σ-Bond initiated generation of aryl radicals from aryl diazonium salts". supporting information. p. 1812 - 1819. Retrieved 2020/03/17.