76838-73-8

Basic information

• Product Name: 2-(3-CHLOROPHENOXY)ANILINE
• Synonyms: CHEMBRDG-BB 4010417;ART-CHEM-BB B021969;AKOS B021969;2-(3-CHLOROPHENOXY)ANILINE;2-(3-CHLORO-PHENOXY)-PHENYLAMINE;AKOS DM0074;UKRORGSYN-BB BBV-108324;2-(3-chlorophenoxy)aniline(SALTDATA: HCl)
• CAS NO: 76838-73-8
• Molecular Formula: C₁₂H₁₀ClNO
• Molecular Weight: 219.67
• Mol File: 76838-73-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 321.723°C at 760 mmHg
• Flash Point: 148.373°C
• Appearance: /
• Density: 1.261g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: 2-(3-CHLOROPHENOXY)ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-CHLOROPHENOXY)ANILINE(76838-73-8)
• EPA Substance Registry System: 2-(3-CHLOROPHENOXY)ANILINE(76838-73-8)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 76838-73-8(Hazardous Substances Data)

Usage

General Description

2-(3-Chlorophenoxy)aniline is a chemical compound that belongs to the category of organochlorine compounds. Its systematic name is 2-Amino-phenyl-1-(3-chlorophenyl)-ethanone. This chemical exhibits both aromatic and aminic characteristics due to the presence of a benzene ring and an amino group respectively. It is used primarily for research purposes in the field of chemistry and pharmacology. The chemical formula of the compound is C13H12ClNO and its molecular weight is 237.691 g/mol. Its physical properties include a boiling point above 271.2 degree Celsius at 760 mmHg and a flash point of 119 degree Celsius. In its standard state, this compound is known to be relatively stable but it should be handled with care due to potential risks upon exposure.

InChI:InChI=1/C12H10ClNO/c13-9-4-3-5-10(8-9)15-12-7-2-1-6-11(12)14/h1-8H,14H2

Upstream product

• 1493-27-2 ortho-nitrofluorobenzene 
• 17333-84-5 3-chlorobenzenediazonium 
• 108-43-0 3-monochlorophenol 
• 92721-70-5 1-(3-chlorophenoxy)-2-nitrobenzene 

Downstream Products

• 76840-85-2 [2-(3-Chloro-phenoxy)-phenyl]-imidazolidin-2-ylidene-amine 
• 76838-95-4 [2-(3-Chloro-phenoxy)-phenyl]-thiourea 
• 5798-32-3 2'-Isocyanato-3-chlor-diphenyloxyd 
• 76838-12-5 1-Benzoyl-3-[2-(3-chloro-phenoxy)-phenyl]-thiourea 

Relevant articles and documents

Additivity of substituent effects in aromatic stacking interactions

The goal of this study was to experimentally test the additivity of the electrostatic substituent effects (SEs) for the aromatic stacking interaction. The additivity of the SEs was assessed using a small molecule model system that could adopt an offset face-to-face aromatic stacking geometry. The intramolecular interactions of these molecular torsional balances were quantitatively measured via the changes in a folded/unfolded conformational equilibrium. Five different types of substituents were examined (CH3, OCH3, Cl, CN, and NO2) that ranged from electron-donating to electron-withdrawing. The strength of the intramolecular stacking interactions was measured for 21 substituted aromatic stacking balances and 21 control balances in chloroform solution. The observed stability trends were consistent with additive SEs. Specifically, additive SE models could predict SEs with an accuracy from ±0.01 to ±0.02 kcal/mol. The additive SEs were consistent with Wheeler and Houk's direct SE model. However, the indirect or polarization SE model cannot be ruled out as it shows similar levels of additivity for two to three substituent systems, which were the number of substituents in our model system. SE additivity also has practical utility as the SEs can be accurately predicted. This should aid in the rational design and optimization of systems that utilize aromatic stacking interactions.