2424-01-3

Basic information

• Product Name: Methyldiallylamine
• Synonyms: 2-Propen-1-amine, N-methyl-N-2-propenyl-;N,N-Di(2-propenyl)-N-methylamine;N-Allyl-N-methyl-2-propen-1-amine;n-methyl-n-2-propenyl-2-propen-1-amin;N-methyl-N-2-propenyl-2-Propen-1-amine;DIALLYLMETHYLAMINE;MDAA;METHYLDIALLYLAMINE
• CAS NO: 2424-01-3
• Molecular Formula: C₇H₁₃N
• Molecular Weight: 111.18
• EINECS: 219-354-4
• Product Categories: monomer;Acyclic;Alkenes;Organic Building Blocks
• Mol File: 2424-01-3.mol
• Article Data: 15

Chemical Properties

• Melting Point: 112 °C
• Boiling Point: 111 °C(lit.)
• Flash Point: 45 °F
• Appearance: Colorless transparent liquid
• Density: 0.789 g/mL at 25 °C(lit.)
• Vapor Pressure: 5.196mmHg at 25°C
• Refractive Index: n20/D 1.43(lit.)
• PKA: 8.01±0.50(Predicted)
• CAS DataBase Reference: Methyldiallylamine(CAS DataBase Reference)
• NIST Chemistry Reference: Methyldiallylamine(2424-01-3)
• EPA Substance Registry System: Methyldiallylamine(2424-01-3)

Safety Data

• Hazard Codes: F,C
• Statements: 11-34
• Safety Statements: 16-26-36/37/39-45
• RIDADR: UN 2733 3/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 2424-01-3(Hazardous Substances Data)

Usage

Uses

Diallylmethylamine may be used in the synthesis of the following:diallyldimethylammonium iodidediallylethylmethylammonium bromidediallylbenzylmethylammonium chloridealkyl substituted diallylmethyl quaternary ammonium salt monomers

General Description

Diallylmethylamine is a tertiary amine. It can be prepared from the reaction between aqueous methylamine and allylchloride in the presence of polyglycol-400 (phase transfer catalyst).

InChI:InChI=1/C7H13N/c1-3-5-7(8)6-4-2/h3-4,7H,1-2,5-6,8H2

Upstream product

• 106-95-6 allyl bromide 
• 74-89-5 methylamine 
• 107-18-6 allyl alcohol 
• 124-02-7 diallylamine 
• 74-88-4 methyl iodide 
• 7664-93-9 sulfuric acid 
• 124-38-9 carbon dioxide 
• 50-00-0 formaldehyd 
• 107-05-1 3-chloroprop-1-ene 
• 2568-61-8 N-methyl-N,N-dipropargylamine 

Downstream Products

• 1344667-71-5 2-allyl-6-methylbenzoic acid 
• 83505-34-4 2-(N-Allyl-N-methylamino)cyclohex-2-enone 

Relevant articles and documents

Synthesis of high-molecular-weight polyamine by radical polymerization of N,N-diallyl-N-methylamine

The first synthesis of high-molecular-weight poly( N,N-diallyl-N-methylamine) by thermal (at 30 and 50 °C) and photoinduced (at 21 °C) radical polymerization of N,N-diallyl-N-methylamine (DAMA) in aqueous solution in the presence of an equimolar amount of trifluoroacetic acid (TFA) and by polymerization of the newly synthesized equimolar DAMA · TFA salt is reported. Data of 1H NMR spectroscopy indicate that the molecules of the monomer under chosen conditions are in the protonated form. This leads to a decrease in the contribution of the reaction of degradative chain transfer to the monomer and its transformation into effective chain transfer to the monomer. A bimolecular chain termination mechanism was established and the possibility of controlling the polymerization rate and the molecular weight of the polymer was demonstrated.

Production method of N-methyldiallylamine

The invention discloses a production method of N-methyldiallylamine. The method comprises the following steps: adding monomethylamine and water into a high-pressure reaction kettle, adding a phase transfer catalyst, and dropwise adding chloropropene and an alkali liquor catalyst into the high-pressure reaction kettle to obtain a reaction solution; and layering the reaction solution, wherein the upper oil phase is a N-methyldiallylamine crude product; and pumping the crude product into a rectifying still for refinement. According to the method, the amination reaction is adopted, the reaction speed is high, the raw materials can fully react, the yield is high (99% or above), few byproducts are generated, and meanwhile, the byproduct N-methylallylamine can be repeatedly reacted; through the method, the prepared N-methyldiallylamine is colorless transparent liquid in appearance; when the chromaticity is measured by a colorimeter, the chromaticity is smaller than or equal to 17, the content detected by a GC gas chromatography is larger than or equal to 98.5%, and the moisture is smaller than or equal to 0.1%; the purity of the N-methyldiallylamine is high; and lower-layer wastewater is easy to treat, and the cost of subsequent wastewater treatment is saved.

1,4-Dioxane-Tuned Catalyst-Free Methylation of Amines by CO2 and NaBH4

A catalyst-free reductive functionalization of CO2 with amines and NaBH4 was developed. The N-methylation of amines was carried out with CO2 as a C1 building block and 1,4-dioxane as the solvent. Notably, the six-electron reduction of CO2 to form the methyl group occurred simultaneously with formation of the C?N bond to give the N-methylated amine.