3867-18-3

Basic information

• Product Name: 2-AMINOSTYRENE
• Synonyms: 2-AMINOSTYRENE;2-Styrenamine;o-Vinylaniline;2-vinylbenzenamine;2-ethenylaniline
• CAS NO: 3867-18-3
• Molecular Formula: C₈H₉N
• Molecular Weight: 119.16376
• Mol File: 3867-18-3.mol
• Article Data: 81

Chemical Properties

• Boiling Point: 212.46°C (rough estimate)
• Flash Point: 93.84 °C
• Appearance: /
• Density: 1.0181
• Refractive Index: 1.6124
• Storage Temp.: 2-8°C(protect from light)
• PKA: 3.86±0.10(Predicted)
• CAS DataBase Reference: 2-AMINOSTYRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINOSTYRENE(3867-18-3)
• EPA Substance Registry System: 2-AMINOSTYRENE(3867-18-3)

Safety Data

• Hazardous Substances Data: 3867-18-3(Hazardous Substances Data)

Usage

Description

2-Aminostyrene, also known as 2-Vinylaniline, is an organic compound with the molecular formula C8H9N. It is a versatile building block in the synthesis of various organic molecules and has attracted significant attention due to its potential applications in different fields.

Uses

Used in Pharmaceutical Industry:
2-Aminostyrene is used as a key intermediate in the synthesis of cyclopeptides, such as solomonamides, which are considered potential antitumor agents. These cyclopeptides have shown promising results in inhibiting the growth of cancer cells and are being investigated for their potential use in cancer treatment.
Used in Chemical Synthesis:
2-Aminostyrene serves as a valuable building block in the synthesis of various organic molecules, including pharmaceuticals, dyes, and other specialty chemicals. Its unique structure allows for a wide range of chemical reactions, making it a useful compound in the development of new materials and products.

Upstream product

• 579-71-5 2-nitrostyrene 
• 2039-88-5 2-bromostyrene 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 552-89-6 2-nitro-benzaldehyde 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 529-23-7 o-aminobenzaldehyde 
• 4363-34-2 vinylboronic acid 
• 615-36-1 2-bromoaniline 
• 5344-90-1 2-Aminobenzyl alcohol 
• 1031-15-8 methyltriphenylphosphonium chloride 
• 100-52-7 benzaldehyde 
• 201024-81-9 C,N-diphenylnitrone 
• 175846-71-6 N-(2-vinyl-phenyl)benzamide 
• 33768-43-3 N-(2-formylphenyl)benzamide 

Downstream Products

• 24341-84-2 2-phenyl-1,2-dihydrobenzo[e][1,2]azaborinine 
• 29124-68-3 N-(2-vinylphenyl)acetamide 
• 76466-73-4 ethyl 2-chloro-2-<(o-vinylphenyl)azo>acetoacetate 
• 95-20-5 2-methyl-1H-indole 
• 91-63-4 2-methylquinoline 
• 1780-19-4 1,2,3,4-tetrahydro-2-methylquinoline 
• 442850-92-2 (2-vinylphenyl)carbamic acid tert-butyl ester 
• 894810-88-9 N-(2-vinylphenyl)methanesulphonamide 
• 875897-55-5 (E)-1-phenyl-N-(2-vinylphenyl)methanimine 
• 120-72-9 indole 
• 1007873-41-7 C₂₉H₃₇N₃O₂ 
• 1161929-01-6 C₁₄H₁₇N 
• 1161928-93-3 C₂₁H₁₉N 
• 1161928-85-3 C₁₇H₁₆BrN 

Relevant articles and documents

BN Polystyrenes: Emerging Optical Materials and Versatile Intermediates

BN polystyrenes are an emerging class of polyolefins functionalized with aromatic side chains in which at least one CC bond is replaced with a BN bond. This class of structures exhibits unusual photophysical properties relative to organic polymers. BN pol

Synthesis of triphenylarsonium [11C]methylide, a new 11C-precursor. Application in the preparation of [2-11C]indole

The synthesis of the new and highly reactive 11C-precursor triphenylarsonium [11C]methylide 1 and its conversion into [2-11C]indole 6 is described. [11C]Methyltriphenylarsonium iodide 4 was prepared by quaterniz

METHOD OF REDUCING AROMATIC NITRO COMPOUNDS

A method for reducing a substrate selected from 2-methyl-5-nitropyridine and methyl 4-(2-fluoro-3-nitrobenzyl)piperazine-1-carboxylate is provided catalysed by a nitroreductase and a disproportionation agent.

Regioselective Radical Arene Amination for the Concise Synthesis ofortho-Phenylenediamines

The formation of arene C-N bonds directly from C-H bonds is of great importance and there has been rapid recent development of methods for achieving this through radical mechanisms, often involving reactiveN-centered radicals. A major challenge associated with these advances is that of regiocontrol, with mixtures of regioisomeric products obtained in most protocols, limiting broader utility. We have designed a system that utilizes attractive noncovalent interactions between an anionic substrate and an incoming radical cation in order to guide the latter to the areneorthoposition. The anionic substrate takes the form of a sulfamate-protected aniline and telescoped cleavage of the sulfamate group after amination leads directly toortho-phenylenediamines, key building blocks for a range of medicinally relevant diazoles. Our method can deliver both free amines and monoalkyl amines allowing access to unsymmetrical, selectively monoalkylated benzimidazoles and benzotriazoles. As well as providing concise access to valuableortho-phenylenediamines, this work demonstrates the potential for utilizing noncovalent interactions to control positional selectivity in radical reactions.

Iron-Catalyzed Reductive Cyclization by Hydromagnesiation: A Modular Strategy Towards N-Heterocycles

A reductive cyclization to prepare a variety of N-heterocycles, through the use of ortho-vinylanilides, is reported. The reaction is catalyzed by an inexpensive and bench-stable iron complex and generally occurs at ambient temperature. The transformation likely proceeds through hydromagnesiation of the vinyl group, and trapping of the in situ generated benzylic anion by an intramolecular electrophile to form the heterocycle. This iron-catalyzed strategy was shown to be broadly applicable and was utilized in the synthesis of substituted indoles, oxindoles and tetrahydrobenzoazepinoindolone derivatives. Mechanistic studies indicated that the reversibility of the hydride transfer step depends on the reactivity of the tethered electrophile. The synthetic utility of our approach was further demonstrated by the formal synthesis of a reported bioactive compound and a family of natural products.