6154-14-9

Basic information

• Product Name: N-chloromethanamine
• Synonyms: Methanamine, N-chloro-; N-Chloromethanamine; N-Chloromethylamine
• CAS NO: 6154-14-9
• Molecular Formula: CH₄ClN
• Molecular Weight: 65.5
• Mol File: 6154-14-9.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 13.6°C at 760 mmHg
• Appearance: /
• Density: 1.003g/cm³
• Vapor Pressure: 1160mmHg at 25°C
• Refractive Index: 1.38
• PKA: 0.39±0.70(Predicted)
• CAS DataBase Reference: N-chloromethanamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-chloromethanamine(6154-14-9)
• EPA Substance Registry System: N-chloromethanamine(6154-14-9)

Safety Data

• Hazardous Substances Data: 6154-14-9(Hazardous Substances Data)

Usage

Description

N-chloromethanamine, also known as a methylamine dichloramine derivative, is a chemical compound with the potential to induce colitis in mice. It is characterized by its ability to cause inflammation in the colon, making it a significant compound for studying the mechanisms and treatments of colitis.

Uses

Used in Pharmaceutical Research:
N-chloromethanamine is used as a research tool for studying the pathophysiology of colitis. Its ability to induce colitis in mice makes it a valuable compound for understanding the underlying mechanisms of the disease and for testing potential therapeutic interventions.
Used in Drug Development:
N-chloromethanamine is used as a starting point for the development of new drugs targeting colitis. By understanding how this compound causes inflammation in the colon, researchers can design and synthesize new molecules with improved efficacy and reduced side effects.
Used in Toxicology Studies:
N-chloromethanamine is used as a model compound in toxicology studies to investigate the effects of chemicals on the gastrointestinal tract. This helps in assessing the potential risks and safety profiles of new drugs and chemicals before they are introduced into the market.

InChI:InChI=1/CH4ClN/c1-3-2/h3H,1H3

Upstream product

• 7651-91-4 N,N-dichloromethylamine 
• 14265-45-3 sulfite^(2-) 
• 7778-54-3 calcium hypochlorite 
• 74-89-5 methylamine 
• 593-51-1 methylamine hydrochloride 
• 7732-18-5 water 
• 14989-30-1 hypochloric acid 

Downstream Products

• 3400-24-6 N-methylheptanamide 
• 3400-23-5 3-hexyl-2-methyl-oxaziridine 
• 74-89-5 methylamine 
• 100-61-8 N-methylaniline 
• 17011-73-3 1-cyclohexyl-2-methyl-3-ethyl-1,2-diazacyclopropane 
• 79951-46-5 trans-(1R,4S)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine 
• 79617-96-2 Sertraline 
• 624-78-2 N-Ethylmethylamine 
• 50-00-0 formaldehyd 
• 7651-91-4 N,N-dichloromethylamine 
• 817-73-2 ethyl N-methylthiocarbamate 
• 100-60-7 N-methylcyclohexylamine 
• 35161-70-7 N-methylhexanamine 
• 3400-29-1 N-methyl-2-nitrobenzamide 

Relevant articles and documents

Synthesis of the first representatives of 3-ethynyldiaziridines

1,2-Dimethyl-3-(3,3-diethoxypropyn-1-yl)- and 1,2-dimethyl-3-(3-hydroxymethyl-3-methylbutyn-1-yl)diaziridines have been synthesised by the interaction of 4,4-diethoxybutyn-2-al and 4-hydroxymethyl-4-methylpentyn-2-al, respectively, with equimolar amounts of MeNH2 and MeNHCl (or MeNHOSO3H) at pH 9.5-10; the use of an excess of an amine in reactions with 4,4-diethoxybutyn-2-al resulted in a mixture of isomeric 5(3)-diethoxymethyl-1-methylpyrazoles and a mixture of Z/E isomers of 1-cyano3,3-diethoxy-2-methylaminoprop-1-enes.

-

-

Use of N-chloro-N-methyl-p-toluenesulfonamide in N-chlorination reactions

Second-order rate constants (k2) were determined for the addition of ten nitrogenous organic compounds (benzylamine, 2,2,2- trifluoethylamine chlorhidrate, methylamine chlorhidrate, glycine ethyl ester chlorhidrate, glycine, glycylglycine chlorhidrate, morpholine, pyperidine, pyperazine and dimethylamine) to the N-chloro-N-methyl-p-toluenesulfonamide (NCNMPT) in the formation reaction of N-chloramines in aqueous solution at 25 °C and ionic strength 0.5 M. The series of nucleophiles considered is structurally very varied and covers five pKa units. The kinetic behaviour is similar for all compounds, being the elementary step the transfer of chlorine from the NCNMPT molecule to the nitrogen of the free amino group. These reactions were found first order in both reagents. The values of the rate constants indicate that the more basic amines produce N-chloramines more readily. Rate constants for the nucleophilic attack are shown to correlate with literature data for some of these nitrogenous organic compounds in their reaction with N-methyl-N-nitroso-p-toluenesulfonamide. Both reactions involve that the rate determining step is the attack of nitrogenous compounds upon electrophilic centre (Cl or else NO group). NCNMPT is a particularly interesting substrate, for which has not hitherto been published kinetic information, that allows us to assess the efficiency and the competitiveness of this reaction and compare it with other agents with a Cl+ atom. Copyright 2013 John Wiley & Sons, Ltd. N-chloro-N-methyl-p-toluensulfonamide is a particularly chlorinating agent. The kinetic behaviour has been studied in the formation reaction of N-chloramines using ten nitrogenous compounds. Copyright

Synthesis of 4-aroyl-1,2,4-triazolidin-3-ones via ring extension in reactions of 1,2-di- and 1,2,3,3-tetraalkyldiaziridines with aroyl isocyanates

Reactions of 1,2-di-and 1,2,3,3-tetraalkyldiaziridines with aroyl isocyanates involve opening of the diaziridine ring through cleavage of the C-N bond followed by cyclization of the zwitterionic intermediate into 4-aroyl-1,2,4-triazolidin-3-one derivative