62532-99-4

Basic information

• Product Name: 2-THIEN-2-YLANILINE
• Synonyms: ART-CHEM-BB B025038;2-THIEN-2-YLANILINE;2-THIEN-2-YLANILINE HYDROCHLORIDE;2-THIOPHEN-2-YL-PHENYLAMINE;2-(2-THIENYL)ANILINE;2-(2-THIENYL)ANILINE HYDROCHLORIDE;AKOS B025038;AKOS BAR-0198
• CAS NO: 62532-99-4
• Molecular Formula: C₁₀H₉NS
• Molecular Weight: 175.25
• Mol File: 62532-99-4.mol
• Article Data: 38

Chemical Properties

• Melting Point: 35-36 °C
• Boiling Point: 303.8 °C at 760 mmHg
• Flash Point: 137.5 °C
• Appearance: /
• Density: 1.196 g/cm³
• Vapor Pressure: 0.000911mmHg at 25°C
• Refractive Index: 1.65
• PKA: 2.96±0.10(Predicted)
• CAS DataBase Reference: 2-THIEN-2-YLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-THIEN-2-YLANILINE(62532-99-4)
• EPA Substance Registry System: 2-THIEN-2-YLANILINE(62532-99-4)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 62532-99-4(Hazardous Substances Data)

Usage

Description

2-Thien-2-ylaniline, with the molecular formula C8H9NS, is a fused heterocyclic aromatic amine that features a thiophene ring and an aniline group. 2-THIEN-2-YLANILINE is recognized for its unique chemical properties and reactivity, which make it a versatile building block in the synthesis of organic materials and pharmaceuticals. Its potential medicinal and biological applications include anti-tumor and anti-inflammatory properties, highlighting its significance in the development of new therapeutic agents.

Uses

Used in Pharmaceutical Industry:
2-Thien-2-ylaniline is used as a key intermediate in the synthesis of pharmaceuticals for its potential anti-tumor and anti-inflammatory properties. Its unique structure allows for the development of new drugs that can target specific biological pathways, offering novel treatment options for various diseases.
Used in Organic Material Synthesis:
In the field of organic materials, 2-Thien-2-ylaniline is utilized as a building block for creating new compounds with tailored properties. Its reactivity and the presence of the thiophene ring contribute to the formation of materials with specific characteristics, such as improved stability or enhanced performance in various applications.
Used in Organic Electronics:
2-Thien-2-ylaniline is studied for its potential use as a light-emitting material in organic electronics. Its electronic properties and the ability to form stable films make it a promising candidate for applications in organic light-emitting diodes (OLEDs) and other electronic devices.
Used in Solar Cell Technology:
Additionally, 2-Thien-2-ylaniline has been investigated for its potential as a photovoltaic material in solar cells. Its light-absorbing properties and compatibility with other materials in solar cell structures suggest its use in improving the efficiency and performance of solar energy conversion devices.
Overall, 2-Thien-2-ylaniline's diverse range of uses and potential applications across various industries underscores its importance in the development of innovative materials and technologies.

InChI:InChI=1/C10H9NS/c11-9-5-2-1-4-8(9)10-6-3-7-12-10/h1-7H,11H2

Upstream product

• 6165-68-0 thiophene boronic acid 
• 615-36-1 2-bromoaniline 
• 88-74-4 2-nitro-aniline 
• 609-73-4 o-nitroiodobenzene 
• 3302-39-4 1-azido-2-bromobenzene 
• 51207-30-8 2-ortho-nitrophenylthiophene 
• 6165-69-1 Thien-3-ylboronic acid 
• 615-43-0 2-iodophenylamine 
• 583-68-6 2-bromo-p-toluidine 
• 1003-09-4 2-bromothiophene 
• 191171-55-8 2-anilineboronic acid pinacol ester 

Downstream Products

• 1182844-53-6 4-phenylthieno[3,2-c]quinoline 
• 247-52-9 benzo<4,5>thieno<3,2-b>thiophene 

Relevant articles and documents

α-Bromoacrylic Acids as C1 Insertion Units for Palladium-Catalyzed Decarboxylative Synthesis of Diverse Dibenzofulvenes

Herein α-bromoacrylic acids have been employed as C1 insertion units to achieve the palladium-catalyzed [4 + 1] annulation of 2-iodobiphenyls, which provides an efficient platform for the construction of diverse dibenzofulvenes. This protocol enables the formation of double C(aryl)-C(vinyl) bonds via a C(vinyl)-Br bond cleavage and decarboxylation. It is particularly noteworthy that the method features a broad substrate scope, and various interesting frameworks, such as bridged ring, fused (hetero)aromatic ring, and divinylbenzene, can be successfully incorporated into the products.

Self-Assembled Multilayer Iron(0) Nanoparticle Catalyst for Ligand-Free Carbon-Carbon/Carbon-Nitrogen Bond-Forming Reactions

Self-assembled multilayer iron(0) nanoparticles (NPs, 6-10 nm), namely, sulfur-modified Au-supported Fe(0) [SAFe(0)], were developed for ligand-free one-pot carbon-carbon/carbon-nitrogen bond-forming reactions. SAFe(0) was successfully prepared using a well-established metal-nanoparticle catalyst preparative protocol by simultaneous in situ metal NP and nanospace organization (PSSO) with 1,4-bis(trimethylsilyl)-1,4-dihydropyrazine (Si-DHP) as a strong reducing agent. SAFe(0) was easy to handle in air and could be recycled with a low iron-leaching rate in reaction cycles.

Cobalt(II)-Catalyzed [5+2] C?H Annulation of o-Arylanilines with Alkynes: An Expedient Route to Dibenzo-[b,d]azepines

The first example of CoCl2-catalyzed formal [5+2] oxidative annulation of o-arylanilines with alkynes was developed, giving access to various important imine-containing dibenzo-[b,d]azepine scaffolds through sequential C?C/C?N bond formation. The reaction employs catalytic amount of manganese and oxygen as cooxidants, and features a broad substrate scope. Preliminary mechanistic studies suggested that C?H activation is involved in the rate-determining step. Moreover, both internal and terminal alkynes are well tolerated in this transformation. Besides, a regioselective migratory insertion was observed when using terminal alkynes as substrates. (Figure presented.).