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589-09-3

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589-09-3 Usage

Description

N-ALLYLANILINE, also known as N-(2-Propenyl)aniline, is an organic compound that serves as a crucial intermediate in the pharmaceutical industry. It is characterized by its clear yellow to slightly red-brown liquid appearance.

Uses

Used in Pharmaceutical Industry:
N-ALLYLANILINE is used as a pharmaceutical intermediate for the synthesis of various drugs and medications. Its unique chemical structure allows it to be a versatile building block in the development of new pharmaceutical compounds.
N-ALLYLANILINE is used as a chemical intermediate for [application reason], which involves its role in the synthesis of specific drugs or medications that target particular health conditions or diseases.

Synthesis Reference(s)

Journal of the American Chemical Society, 80, p. 437, 1958 DOI: 10.1021/ja01535a048Tetrahedron Letters, 34, p. 4901, 1993 DOI: 10.1016/S0040-4039(00)74041-X

Check Digit Verification of cas no

The CAS Registry Mumber 589-09-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,8 and 9 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 589-09:
(5*5)+(4*8)+(3*9)+(2*0)+(1*9)=93
93 % 10 = 3
So 589-09-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H11N/c1-2-8-10-9-6-4-3-5-7-9/h2-7,10H,1,8H2/p+1

589-09-3 Well-known Company Product Price

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  • Alfa Aesar

  • (H55821)  N-Allylaniline, 95%   

  • 589-09-3

  • 1g

  • 108.0CNY

  • Detail
  • Alfa Aesar

  • (H55821)  N-Allylaniline, 95%   

  • 589-09-3

  • 5g

  • 377.0CNY

  • Detail
  • Alfa Aesar

  • (H55821)  N-Allylaniline, 95%   

  • 589-09-3

  • 25g

  • 946.0CNY

  • Detail

589-09-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name N-Allylaniline

1.2 Other means of identification

Product number -
Other names Benzenamine, N-2-propenyl-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:589-09-3 SDS

589-09-3Relevant articles and documents

Preparation and Coordination Properties Including Catalytic Activities of a Bulky 2-Methyl-3-thioxo-1,3-diphosphapropene

Liang, Hongze,Ito, Shigekazu,Yoshifuji, Masaaki

, p. 425 - 427 (2004)

(Matrix presented) 2-Methyl-3,3-diphenyl-3-thioxo-1-(2,4,6-tri-tert- butylphenyl)-1,3-diphosphapropene, which bears a P=C-P=S skeleton, was prepared and used as a ligand of transition-metal complexes. The palladium complexes containing the ligated 3-thioxo-1,3-diphophapropene were stable and used for catalytic reactions such as cross-couplings and direct conversion of allyl alcohol to allylaniline.

Copper(i)-catalysed intramolecular hydroarylation-redox cross-dehydrogenative coupling ofN-propargylanilines with phosphites

Li, Guangzhe,Yu, Guo,Wang, Chengdong,Morita, Taiki,Zhang, Xuhai,Nakamura, Hiroyuki

, p. 113 - 116 (2021/12/29)

Intramolecular hydroarylation-redox cross-dehydrogenative coupling ofN-propargylanilines with phosphite diesters proceeded in the presence of Cu(i)-catalysts (20 mol%) to selectively give 2-phosphono-1,2,3,4-tetrahydroquinolines in good yields with 100% atomic utilization. P-H and two C-H bonds are activated at once and these hydrogen atoms are trapped by a propargylic triple bond in the molecule.

Regioselective Radical Arene Amination for the Concise Synthesis ofortho-Phenylenediamines

Gillespie, James E.,Morrill, Charlotte,Phipps, Robert J.

supporting information, p. 9355 - 9360 (2021/07/19)

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.

Nickel-Catalyzed Aminofluoroalkylation of Alkenes: Access to Difluoroalkylated N-Containing Heterocyclic Compounds

Fu, Xiaoyi,Sun, Yijie,Wu, Fanhong,Wu, Jingjing,Zhang, Tianyu

supporting information, (2021/12/03)

A nickel-catalyzed aminofluoroalkylative cyclization of unactive alkenes with iododifluoromethyl ketones was developed to construct versatile difluoroalkylated Nitrogen-containing heterocycles including aziridines, pyrrolidines and piperidines in moderate to high yields. This method features a broad substrate scope and has been demonstrated on gram scale.

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