94-89-3

Basic information

• Product Name: 3-[(2-Chlorophenyl)amino]propanenitrile
• Synonyms: 3-[(2-CHLOROPHENYL)AMINO] PROPANENITRILE;B-(O-CHLOROANILINO)PROPIONITRILE;3-(o-chloroanilino)propiononitrile;N-Cyanoethyl-2-chloroaniline;N-(2-CYANOETHYL)-O-CHLOROANILINE;2-Chloro-N-(2-cyanoethyl)-aniline;3-(2-Chloroanilino)propanenitrile;3-(o-Chlorophenylamino)propiononitrile
• CAS NO: 94-89-3
• Molecular Formula: C₉H₉ClN₂
• Molecular Weight: 180.63
• EINECS: 202-373-7
• Mol File: 94-89-3.mol

Chemical Properties

• Boiling Point: 358.4 °C at 760 mmHg
• Flash Point: 170.6 °C
• Appearance: Light brown transparent oily liquid
• Density: 1.226 g/cm³
• Vapor Pressure: 2.55E-05mmHg at 25°C
• Refractive Index: 1.593
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 3-[(2-Chlorophenyl)amino]propanenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[(2-Chlorophenyl)amino]propanenitrile(94-89-3)
• EPA Substance Registry System: 3-[(2-Chlorophenyl)amino]propanenitrile(94-89-3)

Safety Data

• Hazardous Substances Data: 94-89-3(Hazardous Substances Data)

Usage

Uses

Used in Scientific Research:
3-[(2-Chlorophenyl)amino]propanenitrile is used as a research tool for studying the endocannabinoid system, specifically focusing on the CB1 receptor. Its high selectivity for CB1 makes it an ideal candidate for investigating the physiological and pharmacological effects mediated by this receptor.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 3-[(2-Chlorophenyl)amino]propanenitrile is utilized in the development of new drugs targeting the endocannabinoid system. Its agonistic properties at the CB1 receptor can be leveraged to explore potential therapeutic effects in various conditions, such as pain management, neuroprotection, and appetite regulation.
Used in Toxicological Studies:
3-[(2-Chlorophenyl)amino]propanenitrile is also used in toxicological research to understand the risks and side effects associated with synthetic cannabinoids. This is crucial for assessing the safety profile of these compounds and informing regulatory decisions regarding their use.
Used in Forensic Analysis:
In forensic science, 3-[(2-Chlorophenyl)amino]propanenitrile is employed as a reference compound for the detection and identification of synthetic cannabinoids in biological samples. This aids in the investigation of cases involving the abuse of these substances.

InChI:InChI=1/C9H9ClN2/c10-8-4-1-2-5-9(8)12-7-3-6-11/h1-2,4-5,12H,3,7H2

Upstream product

• 107-13-1 acrylonitrile 
• 95-51-2 o-chloroaniline 
• 1075-76-9 N-cyanoethylaniline 
• 101195-42-0 N-(β-cyanoethyl)-N-(o-chlorophenyl)-4-amino-2-butenenitrile 
• 101195-43-1 N-(β-cyanoethyl)-N-(o-chlorophenyl)-4-amino-2-butenenitrile 

Downstream Products

• 55240-21-6 C₁₀H₈Cl₂N₂O 
• 101195-43-1 N-(β-cyanoethyl)-N-(o-chlorophenyl)-4-amino-2-butenenitrile 
• 101195-42-0 N-(β-cyanoethyl)-N-(o-chlorophenyl)-4-amino-2-butenenitrile 
• 104086-51-3 N-(2-cyanoethyl)-N',N'-dimethyl-2'-chlorofumaranilide 

Relevant articles and documents

Halogenated method of aromatic compound

The invention belongs to the field of organic synthesis, and particularly relates to synthesis of aromatic halogens, in particular to arylamine. The invention discloses a synthesis method of a corresponding ortho-halogenated product from aromatic compounds such as carbazole and phenol. The method comprises the following steps: adding a metal sulfonate salt catalyst, aromatic amine, carbazole, phenol and other hydrogen - heteroatom-containing aromatic compound reaction substrates, a halogenation reagent and a reaction solvent at a specific reaction temperature. After the drying agent is dried, the yield of the reaction product and the nuclear magnetic characterization determining structure are determined by column chromatography. The reaction product yield is determined by gas chromatography. By adopting the method, under the cheap metal salt catalyst, a plurality of ortho-substituted brominated and chloro products can be obtained with moderate to excellent yield.

Synthesis and Catalytic Application of Mixed Valence Iron (FeII/FeIII)-Based OMS-MIL-100(Fe) as an Efficient Green Catalyst for the aza-Michael Reaction

Abstract: In the present study, open metal site iron-based MOF [MIL-100(Fe)], by a solvothermal method with polygonal morphology, are synthesised and then applied as a heterogeneous green catalyst for aza-Michael addition of various amines with α, β-unsaturated compounds. The MIL-100(Fe) was found to be efficient, selective, green and heterogeneous catalyst for the aza-Michael reaction. The proposed catalyst has better recyclability and can be reused six times without apparent loss of activity. Graphical Abstract: [Figure not available: see fulltext.].

β-Cyclodextrin promoted aza-Michael addition of amines to conjugated alkenes in water

Highly efficient and environmentally benign aza-Michael additions of amines to α,β-unsaturated compounds catalyzed by β-cyclodextrin in water to produce the corresponding β-amino compounds in excellent yields under mild conditions are described. β-Cyclodextrin can be recovered and reused in subsequent reactions without loss of activity.