210536-47-3

Basic information

• Product Name: Benzenamine, 2-ethenyl-4-methoxy- (9CI)
• Synonyms: Benzenamine, 2-ethenyl-4-methoxy- (9CI);4-methoxy-2-vinylbenzenamine
• CAS NO: 210536-47-3
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.18974
• Product Categories: AMINEPRIMARY
• Mol File: 210536-47-3.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 270.3±28.0 °C(Predicted)
• Appearance: /
• Density: 1.053±0.06 g/cm3(Predicted)
• PKA: 4.84±0.10(Predicted)
• CAS DataBase Reference: Benzenamine, 2-ethenyl-4-methoxy- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 2-ethenyl-4-methoxy- (9CI)(210536-47-3)
• EPA Substance Registry System: Benzenamine, 2-ethenyl-4-methoxy- (9CI)(210536-47-3)

Safety Data

• Hazardous Substances Data: 210536-47-3(Hazardous Substances Data)

Usage

General Description

Benzenamine, 2-ethenyl-4-methoxy- (9CI), also known as 4-methoxy-2-vinylaniline, is a chemical compound with the molecular formula C9H11NO. It is an aromatic amine that is commonly used in the production of dyes, pigments, and pharmaceuticals. This chemical is a yellow liquid at room temperature and is insoluble in water. It is primarily used as an intermediate in the synthesis of various organic compounds and is known to have moderate acute toxicity. Additionally, it is important to handle this chemical with caution and adhere to proper safety protocols when working with it.

Upstream product

• 104-94-9 4-methoxy-aniline 
• 74-86-2 acetylene 
• 20357-24-8 5-methoxy-2-nitro-benzaldehyde 
• 879-55-0 (5-methoxy-2'-nitrophenyl)methanol 
• 1882-69-5 5-methoxy-2-nitro-benzoic acid 
• 32338-02-6 2-bromo-4-methoxyaniline 
• 206432-09-9 2-bromo-4-methoxyphenyl carbamic acid ethyl ester 
• 639006-06-7 2-ethenyl-4-methoxyphenyl carbamic acid ethyl ester 
• 126759-31-7 2-vinyl-4-methoxynitrobenzene 

Downstream Products

• 522613-62-3 (4-methoxy-2-vinylphenyl)carbamic acid tert-butyl ester 
• 116707-99-4 1,3-dimethyl-5-methoxyindolin-2-one 
• 139717-71-8 5-methoxy-N-(4-toluenesulfonyl)-1H-indole 
• 1420809-03-5 C₂₀H₂₉NO₂ 

Relevant articles and documents

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.

Hydroxyl Assisted Rhodium Catalyst Supported on Goethite Nanoflower for Chemoselective Catalytic Transfer Hydrogenation of Fully Converted Nitrostyrenes

Control of chemoselectivity is a special challenge for the reduction of nitroarenes bearing one or more unsaturated groups. Here, we report a flower-like Rh/α-FeOOH catalyst for the chemoselective hydrogenation of nitrostyrene to vinylaniline over full conversion, which benefits the new functionalized aminostyrene because the multisubstituted aminostyrenes are usually commercially unavailable. This catalyst does not only show desirable selectivity for the vinylanilines, but also exhibits the inertness to various other reducible groups over wide reaction duration. The catalytic selectivity for the reduction of the nitro group towards vinyl group was investigated by the control experiments and FT-IR analysis. We have found that the abundant hydroxyl groups in the α-FeOOH may contribute to the improvement of catalytic activity and selectivity. Furthermore, the catalyst exhibits excellent stability and keeps its catalytic performance even after 6 cycles. (Figure presented.).

Pd-tBuONO Cocatalyzed Aerobic Indole Synthesis

A Pd-tBuONO co-catalyzed scalable and practical synthesis of indoles with molecular oxygen as terminal oxidant is developed. Either terminal or internal 2-vinylanilines could be smoothly converted to desired indoles under one general condition. This method has been evaluated in the large scale synthesis of indomethacin and a potential anti-breast cancer drug candidate 1. (Figure presented.).