10218-88-9

Basic information

• Product Name: N-chloro-1,1-dimethylethylamine
• Synonyms: N-chloro-1,1-dimethylethylamine;2-Propanamine, N-chloro-2-methyl-;Einecs 233-530-8
• CAS NO: 10218-88-9
• Molecular Formula: C₄H₁₀ClN
• Molecular Weight: 107.5819
• EINECS: 233-530-8
• Mol File: 10218-88-9.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 91.7°Cat760mmHg
• Flash Point: 9.3°C
• Appearance: /
• Density: 0.937g/cm³
• Vapor Pressure: 53.2mmHg at 25°C
• Refractive Index: 1.418
• CAS DataBase Reference: N-chloro-1,1-dimethylethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-chloro-1,1-dimethylethylamine(10218-88-9)
• EPA Substance Registry System: N-chloro-1,1-dimethylethylamine(10218-88-9)

Safety Data

• Hazardous Substances Data: 10218-88-9(Hazardous Substances Data)

Usage

General Description

N-Chloro-1,1-dimethylethylamine is a chemical compound with the molecular formula C5H12ClN. It is a strong oxidizing agent and is commonly used as a chlorinating reagent in organic synthesis. This chemical is a volatile, colorless liquid with a strong odor, and it is highly reactive with a range of organic compounds. N-Chloro-1,1-dimethylethylamine is also used in the production of pharmaceuticals, agrochemicals, and other industrial products. However, it should be handled with caution as it can be hazardous if not used properly.

InChI:InChI=1/C4H10ClN/c1-4(2,3)6-5/h6H,1-3H3

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Relevant articles and documents

ELECTROCHEMICAL CHLORINATION OF AMINES

We have studied the laws governing the electrochemical chlorination of primary and secondary amines in aqueous solution on a ruthenium-titanium anode under conditions of diaphragm electrolysis.It was found that in order to ensure the most complete conversion of the amines into the corresponding chloramines it is necessary to add NaHCO3 to the electrolyte .Under the conditions of electrolysis primary amines are converted almost quantitatively into dichloramines.High yields of the N-chloro-derivatives of secondary amines can be obtained with high current densities and concentrations of NaCl.

Copper-catalyzed one-pot oxidative amidation between methylarenes and amines

A new method for the direct one-pot oxidative amidation between methylarenes and amines catalyzed by copper has been developed. This method integrates methylarene oxidation and amide bond formation, which are usually accomplished separately, into a single operation. In addition, the reaction provides a relatively high yield and has a wide substrate scope. Moreover, the starting reagents are abundant and available in a convenient way at a cheaper price.

Two-step continuous flow synthesis of amide via oxidative amidation of methylarene

A green and efficient method for the synthesis of amides has been developed through oxidative amidation between methylarenes with amines in a two-step continuous flow system. This method integrates methylarene oxidation and amide formation into a single operation which is usually accomplished separately. Oxidation with tert-butyl hydroperoxide (TBHP) as “green” oxidant, the synthesis of amides under mild reaction conditions in continuous flow system and the utilization of methylarenes as starting material make this methodology novel and environment friendly. The practical value of this method is highlighted through the synthesis of high-profile pharmaceutical agents, acetylprocainamide.

Chemo- and Regioselective Functionalization of Isotactic Polypropylene: A Mechanistic and Structure-Property Study

Polyolefins represent a high-volume class of polymers prized for their attractive thermomechanical properties, but the lack of chemical functionality on polyolefins makes them inadequate for many high-performance engineering applications. We report a metal-free postpolymerization modification approach to impart functionality onto branched polyolefins without the deleterious chain-coupling or chain-scission side reactions inherent to previous methods. The identification of conditions for thermally initiated polyolefin C-H functionalization combined with the development of new reagents enabled the addition of xanthates, trithiocarbonates, and dithiocarbamates to a variety of commercially available branched polyolefins. Systematic experimental and kinetic studies led to a mechanistic hypothesis that facilitated the rational design of reagents and reaction conditions for the thermally initiated C-H xanthylation of isotactic polypropylene (iPP) within a twin-screw extruder. A structure-property study showed that the functionalized iPP adheres to polar surfaces twice as strongly as commercial iPP while demonstrating similar tensile properties. The fundamental understanding of the elementary steps in amidyl radical-mediated polyolefin functionalization provided herein reveals key structure-reactivity relationships for the design of improved reagents, while the demonstration of chemoselective and scalable iPP functionalization to realize a material with improved adhesion properties indicates the translational potential of this method.