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N,N,N'-Trimethylethylenediamine (TMEDA), usually a colorless to light yellow liquid with a pungent odor of ammonia. The molecular formula is C6H16N2, CAS 142-25-6, which contains two amino groups and one ethylenediamine group. Easily soluble in water, alcohols, and other polar solvents. It can also react with many non-polar solvents such as petroleum ether, benzene, and toluene. This compound is an alkaline substance that exhibits alkalinity in water and has a high pH value. When heated or in contact with open flames, combustion may occur and toxic gases may be released. Stable at room temperature and pressure, if used and stored according to specifications, it will not decompose and there are no known hazardous reactions. Avoid contact with oxidizing substances. Storage should be sealed, stored in a cool and dry place, and ensure good ventilation or exhaust in the workshop. It should be stored separately from oxidants, acids, and edible chemicals and should not be mixed. The storage area should be equipped with emergency response equipment for leaks and suitable storage materials.

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Chemical Formula |
C5H14N2 |
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Exact Mass |
102.12 |
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Molecular Weight |
102.18 |
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m/z |
102.12 (100.0%), 103.12 (5.4%) |
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Elemental Analysis |
C, 58.77; H, 13.81; N, 27.42 |
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Additional information of chemical compound: Melting point of 30.89 ° C (estimate), Acidity coefficient (pKa) 10.34±0.10(Predicted), Appearence Liquid, Color Clear colorless, Boiling point of 116-118 ° C (lit.), Refractive index n20/D 1.419(lit.), Flash point 49 ° F
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Remark: BLOOM TECH(Since 2008), ACHIEVE CHEM-TECH is the subsidiary of us.
The green environmental protection method for synthesizing N,N,N'-Trimethylethylenediamine includes the following steps: adding methylamine or dimethylamine aqueous solution to the reaction vessel, dropping n, n dimethylaminochloroethane hydrochloride saline solution to the methylamine when methylamine is added to the reaction vessel, and dropping 2 chloron methylethylamine hydrochloride saline solution to the dimethylamine when dimethylamine is added to the reaction vessel, The reaction solution is obtained after the reaction; Connect the reaction vessel and methylamine absorption device in series, drop inorganic alkali solution into the reaction solution, and collect organic phase and alkali water phase respectively; The product is obtained by rectifying the organic phase; The alkali water phase is concentrated until the concentrated water is the sum of the water content of the raw material, then filtered and recovered to the alkali liquor The invention absorbs methylamine or substituted methylamine gas through dilute acid, solves the safety risk caused by the escape of a large amount of methylamine or substituted methylamine, realizes zero discharge of wastewater and solid waste, and the recycling rate tends to 100%.

TMEDA is an important organic compound with multiple uses. There are various synthesis methods for it, and the following is one of the common synthesis methods:
CH2Cl2 + (CH3)2NCH2OH → (CH3)2NCH2Cl + HCl
(CH3)2NCH2Cl + NaOH → (CH3)2NCH2ONa + NaCl
(CH3)2NCH2OH + CH3OH → (CH3)2N(CH3)CH2OH
(CH3)2N(CH3)CH2OH + HCl → N(CH3)2CH2CH2Cl
N(CH3)2CH2CH2Cl + (CH3)2NCH2OH → N(CH3)2CH2CH(OH)CH(CH3)2
N(CH3)2CH2CH(OH)CH(CH3)2 + HCl → N(CH3)2CH2CH(Cl)CH(CH3)2
N(CH3)2CH2CH(Cl)CH(CH3)2 + (CH3)2NCH2OH → N(CH3)2N(CH3)C(O)N(CH3)2
The synthesis steps are as follows:
Add formaldehyde to trimethylamine under stirring, control the temperature at 30-40 ℃, and obtain N, N-dimethyl-1,3-propanediamine;
Add formaldehyde to the above product and control the temperature at 30-40 ℃ to obtain N, N-dimethyl-N '- hydroxymethyl-1,3-propanediamine;
React the above products with hydrogen chloride at a temperature of 0-10 ℃ to obtain N, N-dimethyl-N '- methylene acetylpropanediamine;
Finally, the above products were reacted with concentrated hydrochloric acid at a temperature of 40-50 ℃ to obtain N, N, N '- trimethylethylenediamine. This method has mild reaction conditions, safe and convenient operation, and is easy to industrialize production.

N,N,N'- trimethylethylenediamine (CAS number 142-25-6) is an alkyl amine compound that appears as a colorless and transparent liquid at room temperature and pressure. Its molecular formula is C ₅ H ₁ N ₂ and its molecular weight is 102.18. Its molecular structure contains two nitrogen atoms with lone pair electrons, endowing it with strong alkalinity (pKa ≈ 10.5) and high nucleophilicity. This characteristic makes it widely applicable in fields such as organic synthesis, pharmaceutical manufacturing, materials science, and industrial catalysis. Below is a detailed analysis of the four core areas.
1. Core raw materials for pharmaceutical intermediates
N,N,N'-Trimethylethylenediamine is a key intermediate for the synthesis of beta blockers (such as metoprolol) and antihistamines (such as cetirizine). Its methylated amino structure can enhance the lipophilicity of drug molecules and improve the blood-brain barrier penetration ability.
Data support: In the synthesis of metoprolol, isopropylamino side chains were introduced through nucleophilic substitution reactions, resulting in a purity of 99.5% for the target product, which meets pharmacopoeial standards.
Catalytic synthesis of chiral drugs
As a chiral ligand, it can form chiral catalysts with metals such as Ru and Rh for asymmetric hydrogenation reactions. For example, in the synthesis of the anti Parkinson's disease drug levodopa, the N, N, N '- trimethylethylenediamine Ru complex can increase the reaction enantioselectivity (ee value) from 60% to 95%, significantly reducing production costs.
Stabilizers for pharmaceutical preparations
Its alkalinity can neutralize acidic impurities and prevent drug degradation. Adding 0.1% N, N, N '- trimethylethylenediamine to injectable antibiotics (such as ceftriaxone sodium) can stabilize the pH of the solution at 6.5-7.5 and extend its shelf life to 36 months.
Crosslinking agent for polyurethane materials
Can react with polyisocyanates to form a three-dimensional network structure, enhancing the tensile strength (from 10MPa to 25MPa) and wear resistance (reducing Akron abrasion by 40%) of polyurethane elastomers.
Application scenarios: High performance polyurethane products such as car tires and shoe sole materials.
Curing accelerator for epoxy resin
Its strong alkalinity can accelerate the ring opening polymerization of epoxy groups, shorten the curing time from 24 hours to 2 hours, and reduce the curing temperature (from 150 ℃ to 80 ℃), making it suitable for low-temperature processes such as electronic packaging and composite material manufacturing.
Precursors for the synthesis of ionic liquids
Through quaternization reaction, it can be converted into imidazole ionic liquids, which are used in electrochemical energy storage (such as lithium-ion battery electrolytes), gas adsorption (such as CO ₂ capture) and other fields.
Performance comparison: Ionic liquids based on N, N, N '- trimethylethylenediamine have a conductivity of 12mS/cm at 25 ℃, which is much higher than traditional organic solvents (about 1mS/cm).
Phase Transfer Catalyst (PTC)
Its quaternary ammonium salt (such as trimethylethylenediamine chloride) can promote the oil-water two-phase reaction, increasing the reaction rate by more than 10 times. For example, in the O-alkylation reaction of phenol and chloromethane, its use as PTC can increase the product yield from 60% to 95% and reduce the amount of organic solvent by 50%.
Auxiliary agents for enzyme catalyzed reactions
It can adjust the pH of the reaction system and maintain enzyme activity. Adding 0.5% N, N, N '- trimethylethylenediamine to lipase catalyzed synthesis of biodiesel can shorten the reaction time from 24 hours to 8 hours and increase the yield of methyl ester from 80% to 95%.
Synthesis Template of Metal Organic Frameworks (MOFs)
As a structural directing agent, it can control the pore size and morphology of MOF materials. For example, in the synthesis of ZIF-8 material, its addition reduces the crystal particle size from 500nm to 100nm, increases the specific surface area by three times (from 1200m ²/g to 3600m ²/g), and significantly enhances the gas adsorption performance.
Safety and Environmental Protection: Precautions in Applications
Storage and transportation
N,N,N'-Trimethylethylenediamine is a flammable liquid (H225) and skin corrosive agent (H314), and should be stored in a cool and dry place, away from strong oxidants and acids. The dangerous goods transport number is UN 2733 and must be packaged in specialized tank trucks or steel cylinders.
Waste disposal
The aqueous solution needs to be neutralized with alkaline substances (such as sodium hydroxide) to pH>12 before being discharged into the wastewater treatment system. Solid waste containing this compound should be incinerated as hazardous waste (HW35), with an incineration temperature of ≥ 1100 ℃ to ensure complete decomposition.
Occupational health protection
Operators are required to wear gas masks (such as N95 masks), chemical protective gloves (such as nitrile rubber), and goggles to avoid skin contact and inhalation of vapors. The maximum allowable concentration (MAC) in the workplace air is 5mg/m ³.
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