26307-01-7

Basic information

• Product Name: N,N-dichlorocyclohexanamine
• Synonyms: Cyclohexanamine, N,N-dichloro-; N,N-Dichlorocyclohexylamine; N,N-Dichloro-cyclohexylamine
• CAS NO: 26307-01-7
• Molecular Formula: C₆H₁₁Cl₂N
• Molecular Weight: 168.0642
• Mol File: 26307-01-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 197.6°C at 760 mmHg
• Flash Point: 73.3°C
• Density: 1.2g/cm³
• Vapor Pressure: 0.375mmHg at 25°C
• Refractive Index: 1.503
• CAS DataBase Reference: N,N-dichlorocyclohexanamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dichlorocyclohexanamine(26307-01-7)
• EPA Substance Registry System: N,N-dichlorocyclohexanamine(26307-01-7)

Safety Data

• Hazardous Substances Data: 26307-01-7(Hazardous Substances Data)

Usage

General Description

N,N-dichlorocyclohexanamine is a chemical compound that is an amine derivative of cyclohexane with two chlorine atoms attached to the nitrogen atom. It is commonly used as a reactive intermediate in the synthesis of pharmaceuticals, agricultural chemicals, and other organic compounds. N,N-dichlorocyclohexanamine is a clear, colorless liquid with a strong ammonia-like odor. It is classified as a hazardous chemical and should be handled with care due to its toxic and corrosive properties. N,N-dichlorocyclohexanamine is also known for its potential to cause skin and eye irritation, as well as respiratory problems if inhaled. It is important to use proper safety precautions when working with this chemical.

Upstream product

• 108-91-8 cyclohexylamine 
• 4998-76-9 cyclohexylamine hydrochloride 

Downstream Products

• 6681-70-5 cyclohexyl-N-chloroketimine 
• 110-83-8 cyclohexene 
• 185-79-5 3,3-pentamethylenediaziridine 
• 52123-66-7 N-Phenyl-N'-cyclohexyldiimide N-oxide 
• 68277-74-7 N,N-Dibromocyclohexylamin 
• 74386-79-1 N-cyclohexylnitramine 

Relevant articles and documents

Organic chloramine analysis and free chlorine quantification by electrospray and atmospheric pressure chemical ionization tandem mass spectrometry

Atmospheric pressure chemical ionization (APCI) and electrospray ionization (ESI), together with tandem mass spectrometry (MSn), are used to study the mechanism of chlorination of amines and to develop a method for qualitative and quantitative determination of organic chloramines. Cyclohexylamine and 1,4-butanediamine (putrescine) are used as model compounds to investigate the mechanisms of the reactions between primary aliphatic amines and hypochlorous acid (aqueous Cl2). The chlorination products are identified and characterized by collision-induced dissociation (CID) and H/D exchange. Chlorination occurs by eledtrophilic addition of Cl+ and may be followed by HCl elimination, hydrolysis, or, in the case of diamines, amine elimination by intramolecular nucleophilic substitution. The relative rates of chlorination at amine and chloramine nitrogens are a function of pH and depend on the basicity of the amine. A novel method for active chlorine quantification using ESI or APCI mass spectrometry is suggested on the basis of the extent of chlorination of a sacrifical amine standard. This measurement has a limit of detection for N-chlorocyclohexylamine in the range of 0.1-10 μM, a linear dynamic range of 102-103, and an accuracy of ±10%, as determined for wastewater samples.

The N-chlorination of primary amines using FeCl3 and m-CPBA

A simple and effective method for the synthesis of N,Ndichloroamines from primary amines was conducted successfully with m-CPBA as oxidant and FeCl 3 as chlorine source at 0 °C. Moreover, N,N-dichloroamines could be converted into nitriles or N-chloroimines in good yields.

An insight of the reactions of amines with trichloroisocyanuric acid

The reaction between amines or α-aminoacids with trichloroisocyanuric acid is studied under various conditions: N,N-dichloroamines, nitriles and ketones can be obtained from primary amines, while free aminoacids undergo oxidative decarboxylation to the corresponding nitrile of one less carbon atom.