13519-80-7

Basic information

• Product Name: 4-Chloro-N-allylaniline
• Synonyms: 4-Chloro-N-allylaniline;N-Chloro-N-2-propenyl-benzenamine;Nsc73155
• CAS NO: 13519-80-7
• Molecular Formula: C₉H₁₀ClN
• Molecular Weight: 167.64
• Mol File: 13519-80-7.mol
• Article Data: 45

Chemical Properties

• Boiling Point: 272.9 °C at 760 mmHg
• Flash Point: 118.9 °C
• Appearance: /
• Density: 1.125 g/cm³
• Vapor Pressure: 0.0059mmHg at 25°C
• Refractive Index: 1.582
• PKA: 3.42±0.50(Predicted)
• CAS DataBase Reference: 4-Chloro-N-allylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-N-allylaniline(13519-80-7)
• EPA Substance Registry System: 4-Chloro-N-allylaniline(13519-80-7)

Safety Data

• Hazardous Substances Data: 13519-80-7(Hazardous Substances Data)

Usage

Description

4-Chloro-N-allylaniline is an organic compound with the formula C9H10ClN. It is a derivative of aniline in which a chlorine atom is attached to the fourth carbon and an allyl group is attached to the nitrogen atom. This chemical is characterized by its pale yellow to orange liquid appearance, strong pungent odor, and its classification as a hazardous material due to its potential for causing skin, eye, and respiratory irritation.

Uses

Used in Dye Production:
4-Chloro-N-allylaniline is utilized as a key intermediate in the synthesis of various dyes. Its unique chemical structure allows for the creation of a wide range of colorants used in different industries.
Used in Pharmaceutical Manufacturing:
In the pharmaceutical industry, 4-Chloro-N-allylaniline serves as an important intermediate for the development and production of various medications. Its chemical properties make it a valuable component in the synthesis of drugs with specific therapeutic applications.
Used in Agrochemical Production:
4-Chloro-N-allylaniline is also employed as an intermediate in the manufacturing of agrochemicals. Its role in this industry is crucial for the development of products designed to enhance crop protection and improve agricultural yields.
It is important to handle 4-Chloro-N-allylaniline with care due to its hazardous nature, ensuring proper safety measures are in place to minimize potential health risks to individuals and the environment.

InChI:InChI=1/C9H10ClN/c1-2-7-11-9-5-3-8(10)4-6-9/h2-6,11H,1,7H2

Upstream product

• 106-47-8 4-chloro-aniline 
• 106-95-6 allyl bromide 
• 116808-70-9 cyclopropyldiphenylsulfonium triflate 
• 589-09-3 N-allyl-N-phenylamine 
• 107-18-6 allyl alcohol 
• 22774-67-0 4-chloro-N-prop-2-ynylaniline 
• 1172142-55-0 N-allyl-N-(4-chlorophenyl)-2-nitrobenzenesulfonamide 
• 18437-66-6 N-(t-butoxycarbonyl)-4-chloroaniline 
• 1121-60-4 pyridine-2-carbaldehyde 
• 15022-08-9 diallylcarbonate 
• 3296-05-7 1-azido-4-chlorobenzene 
• 71-43-2 benzene 
• 2622-05-1 allylmagnesium bromide 
• 100-00-5 4-chlorobenzonitrile 

Downstream Products

• 882787-24-8 N-(2-allyl-4-chloro-phenyl)-acrylamide 
• 1172142-67-4 methyl 2-[N-allyl-N-(4-chlorophenyl)sulfamoyl]acetate 
• 340011-50-9 N-allyl N-(4-chlorophenyl)acrylamide 
• 66236-14-4 N-(2-allyl-4-chlorophenyl)methanesulfonamide 

Relevant articles and documents

One-pot Construction of Difluorinated Pyrrolizidine and Indolizidine Scaffolds via Copper-Catalyzed Radical Cascade Annulation

A convenient approach to the synthesis of diverse difluorinated nitrogen-containing polycycles via a copper-catalyzed radical cascade annulation of amine-containing olefins and ethyl bromodifluoroacetate was developed. Three new bonds, including a Csp3 ?CF2 and two C?N bonds, are forged simultaneously in this strategy. Through this strategy, a series of difluorinated pyrrolizidine and indolizidine derivatives have been conveniently synthesized in good yields. (Figure presented.).

Rate acceleration and diastereoselectivity in chelation-controlled indium-promoted Barbier allylation of pyridine-2- and quinoline-2-imines in aqueous solvents

The imines generated in situ from 2-pyridinecarboxaldehyde/2- quinolinecarboxaldehyde and aryl amines undergo indium-mediated Barbier allylation in aqueous media to provide homoallylic amines. Crotyl and cinnamyl bromides lead to diastereoselective allyla

Indium-mediated barbier reactions of azides: A facile synthesis of N-allylamine derivatives

N-Allylic amines are conveniently prepared in high yields by the reaction of azides with allylindium reagents in the presence of sodium iodide in DMF at ambient temperature.

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

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.

Fused ring compound and preparation method thereof

The invention provides a fused ring compound and a preparation method thereof. In the method, precursor compounds A and B prepared under the conditions of triethylamine as a base, DMF as a solvent andpalladium acetate and triphenylphosphine as a catalyst react to generate a series of new fused ring compounds with a unique stereoselectivity. Compared with the conventional fused ring compound, thefused ring compound prepared by the invention has a more complicated structure, a mild reaction condition and a high reaction yield. The fused ring compound also shows a broader prospect of use in chemical production and clinical medicine.