3-(2-Thienyl)aniline

Base Information

• Chemical Name: 3-(2-Thienyl)aniline
• CAS No.: 92057-12-0
• Molecular Formula: C10H9NS
• Molecular Weight: 175.254
• Hs Code.: 2934999090
• European Community (EC) Number: 824-081-4
• DSSTox Substance ID: DTXSID30383318
• Nikkaji Number: J2.663.834H
• Wikidata: Q82174981
• Mol file: 92057-12-0.mol

Synonyms:3-(2-thienyl)aniline;92057-12-0;3-(thiophen-2-yl)aniline;3-thiophen-2-ylaniline;3-(Thien-2-yl)aniline;3-Thiophen-2-yl-phenylamine;3-(2-thienyl) aniline;3-thiophen-2-ylphenylamine;SCHEMBL1015792;DTXSID30383318;YUTPSMJOCLLMBK-UHFFFAOYSA-N;3-(2-thienyl)aniline, AldrichCPR;BENZENAMINE,3-(2-THIENYL)-;MFCD05022493;AKOS000124548;PS-11587;BB 0222531;CS-0245789;FT-0642219;EN300-31149;E83305;A844140

Chemical Property of 3-(2-Thienyl)aniline

Chemical Property:

• Vapor Pressure: 7.98E-05mmHg at 25°C
• Melting Point: 246 °C
• Refractive Index: 1.65
• Boiling Point: 341.6 °C at 760 mmHg
• PKA: 4.09±0.10(Predicted)
• Flash Point: 160.4 °C
• PSA: 54.26000
• Density: 1.196 g/cm³
• LogP: 3.57850
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 175.04557046
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

97% ^*data from raw suppliers

3-Thiophen-2-yl-phenylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)N)C2=CC=CS2
• Uses: 3-Thiophen-2-yl-phenylamine is derived from 2-Thienylboronic Acid (T344110), which is a reagent used for palladium-catalyzed Suzuki-Miyaura cross-couplings. It is also used in preparation of photophysical properties of oxygen-containing polycyclic aromatic triptycenes.

Technology Process of 3-(2-Thienyl)aniline

There total 7 articles about 3-(2-Thienyl)aniline 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: 83.0%

thiophene boronic acid (6165-68-0) + m-Bromoaniline (591-19-5) → 3‐(thiophen‐2‐yl)aniline (92057-12-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; at 80 ℃; for 12h;

DOI:10.1016/j.bmc.2020.115990

Reference yield: 78.1%

→ 3‐(thiophen‐2‐yl)aniline (92057-12-0)

Guidance literature:

With iron; ammonium chloride; In ethanol; for 0.5h; Reflux;

Reference yield: 64.0%

2‐(3‐nitrophenyl)thiophene (38178-61-9) → 3‐(thiophen‐2‐yl)aniline (92057-12-0)

Guidance literature:

With hydrazine hydrate; In ethanol; at 50 ℃;

DOI:10.1021/acschemneuro.8b00396

upstream raw materials:

2-bromothiophene

3-Aminophenylboronic acid

2‐(3‐nitrophenyl)thiophene

m-nitrobenzene boronic acid

Downstream raw materials:

4-[(3,4-dimethoxy-phenylamino)-methyl]-N-(3-thiophen-2-yl-phenyl)-benzamide

C₁₂H₉Cl₂NOS