16395-67-8

Basic information

• Product Name: 1-chloro-N,N-bis(chloromethyl)methanamine
• CAS NO: 16395-67-8
• Molecular Formula: C₃H₆Cl₃N
• Molecular Weight: 162.4454
• Mol File: 16395-67-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 196.4°C at 760 mmHg
• Flash Point: 72.6°C
• Density: 1.359g/cm³
• Vapor Pressure: 0.4mmHg at 25°C
• Refractive Index: 1.484
• CAS DataBase Reference: 1-chloro-N,N-bis(chloromethyl)methanamine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-chloro-N,N-bis(chloromethyl)methanamine(16395-67-8)
• EPA Substance Registry System: 1-chloro-N,N-bis(chloromethyl)methanamine(16395-67-8)

Safety Data

• Hazardous Substances Data: 16395-67-8(Hazardous Substances Data)

Usage

Physical State

Clear, colorless liquid at room temperature

Molecular Structure

Contains a nitrogen atom bonded to two chloromethyl groups and a chlorine atom

Reactivity

Highly reactive

Hazardous Nature

Can be hazardous if not handled properly

Uses

a. Intermediate in the manufacturing of various pharmaceuticals and agrochemicals
b. Reagent in organic synthesis
c. Production of epoxy resins
d. Cross-linking agent for polymers

Safety Measures

Appropriate safety measures and proper handling protocols should be followed due to potential health and environmental hazards.

Upstream product

• 100-97-0 hexamethylenetetramine 
• 1201890-62-1 tris(azidomethyl)amine 

Downstream Products

• 49777-84-6 Tris(methyldiphenylsilylmethyl)amin 
• 49777-83-5 Tris(triphenylsilylmethyl)amin 
• 49777-80-2 Tris(triphenylsilylmercaptomethyl)amin 
• 10333-53-6 bis-(dipropylamino)methane 
• 78752-23-5 N,N,N-tris((diphenylphosphanyl)methyl)amine 
• 34880-53-0 1,1,1,5,5,5-hexanitro-3-azapentane 

Relevant articles and documents

Experimental and theoretical studies on some energetic functionalized trimethylamine derivatives

The synthesis and structural properties (from X-ray diffraction or B3LYP/6-31G(d) calculations) of three energetic compounds derived from tris(chloromethyl)amine and of tris(chloromethyl)amine itself were investigated and compared to those of compounds with similar structures. The compounds have almost planar NC3 units at their amine center, and the substituents bound to the CH2 groups tend to be reactive towards further substitution. Multiple hyperconjugation was used to explain these observations.

Synthesis of azidochloromethane and azidobromomethane

By treatment of tris(azidomethyl)amine with dry hydrogen halide, azidochloromethane and azidobromomethane were prepared. The former product, which is more stable than the latter, was isolated as a colorless liquid. The desired azidohalomethanes are intermediates in the nucleophilic substitution of dihalomethanes to generate diazidomethane but could not be detected in this transformation.