1688-69-3

Basic information

• Product Name: 4-(ALLYLOXY)ANILINE
• Synonyms: 4-(ALLYLOXY)ANILINE;AKOS BBB/088;AKOS BC-2571;CHEMBRDG-BB 4023587;4-(allyloxy)phenylamine;AKOS BB219;UKRORGSYN-BB BBV-182194;4-(allyloxy)aniline(SALTDATA: FREE)
• CAS NO: 1688-69-3
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.19
• Mol File: 1688-69-3.mol
• Article Data: 40

Chemical Properties

• Boiling Point: 271.5°C at 760 mmHg
• Flash Point: 126.7°C
• Appearance: /
• Density: 1.037g/cm³
• Vapor Pressure: 0.00642mmHg at 25°C
• Refractive Index: 1.554
• CAS DataBase Reference: 4-(ALLYLOXY)ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(ALLYLOXY)ANILINE(1688-69-3)
• EPA Substance Registry System: 4-(ALLYLOXY)ANILINE(1688-69-3)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 1688-69-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Medicinal Chemistry, 27, p. 347, 1984 DOI: 10.1021/jm00369a019Tetrahedron Letters, 35, p. 3965, 1994 DOI: 10.1016/S0040-4039(00)76714-1

InChI:InChI=1/C9H11NO/c1-2-7-11-9-5-3-8(10)4-6-9/h2-6H,1,7,10H2

Upstream product

• 1568-66-7 1-allyloxy-4-nitrobenzene 
• 6622-73-7 4-acetamidophenyl allyl ether 
• 13997-71-2 1-(allyloxy)-4-iodobenzene 
• 100-02-7 4-nitro-phenol 
• 25244-30-8 4-(allyloxy)bromobenzene 
• 1746-13-0 allyl phenyl ether 
• 1222062-47-6 2-[(4-allyloxyphenylamino)methylene]malonic acid diethyl ester 
• 17061-85-7 1-nitro-4-(prop-2-ynyloxy)benzene 
• 824-78-2 4-nitrophenol sodium salt 
• 123-30-8 4-amino-phenol 
• 48121-05-7 4-Allylamino-phenol 
• 657394-21-3 N-allyl-N-(4-(allyloxy)phenyl)acetamide 
• 657394-20-2 acetic acid 4-(acetyl-allyl-amino)-phenyl ester 
• 103796-98-1 N-allyl-N-(4-hydroxyphenyl)acetamide 

Downstream Products

• 35736-25-5 3-(2-hydroxy-5-aminophenyl)-1-propene 
• 2487-97-0 1-isocyanato-4-(allyloxy)benzene 
• 947240-32-6 N-(4-allyloxyphenyl)-2-bromoacetamide 
• 1158178-33-6 4-(allyloxy)phenyl cyanamide 
• 1507400-66-9 2-{[4-(allyloxy)phenyl]amino}benzonitrile 

Relevant articles and documents

Aluminium chloride-potassium iodide-acetonitrile system: A mild reagent system for aromatic claisen rearrangement at ambient temperature

Claisen rearrangement is used as the standard methods for the generation of complex organic substance. It is one of the well-known methods for the introduction of carbon-carbon bond. We have developed a protocol using allyl aryl ether as a substrate and AlCl3-KI as a mild reagent system and acetonitrile (CH3CN) is taken as solvent at ambient temperature. The reagent system presented in this current work is found to be appropriate for Claisen rearrangement of several aromatic alcohols with excellent yields.

NOVEL MACROCYCLIC DERIVATIVES, PROCESS FOR PREPARING SAME AND PHARMACEUTICAL COMPOSITIONS CONTAINING SAME

Compound of formula (I): wherein A1, A2, Ra, Rb, Rc, Rd, R3, R4, X, Y and G are as defined in the description, and their use in the manufacture of medicaments.

AMINATION AND HYDROXYLATION OF ARYLMETAL COMPOUNDS

In one aspect, the present disclosure provides methods of preparing a primary or secondary amine and hydroxylated aromatic compounds. In some embodiments, the aromatic compound may be unsubstituted, substituted, or contain one or more heteroatoms within the rings of the aromatic compound. The methods described herein may be carried out without the need for transition metal catalysts or harsh reaction conditions.