N,N,N',N'-Tetramethylmethanediamine

Base Information

• Chemical Name: N,N,N',N'-Tetramethylmethanediamine
• CAS No.: 51-80-9
• Deprecated CAS: 102830-06-8,29572-95-0,29572-95-0
• Molecular Formula: C5H14 N2
• Molecular Weight: 102.18
• Hs Code.: 29212900
• European Community (EC) Number: 200-124-7
• NSC Number: 166169,54796
• UN Number: 1993
• UNII: Z870I525KS
• DSSTox Substance ID: DTXSID1058761
• Nikkaji Number: J48.656F
• Wikipedia: Bis(dimethylamino)methane
• Wikidata: Q27295126
• Mol file: 51-80-9.mol

Synonyms:51-80-9;N,N,N',N'-Tetramethylmethanediamine;N,N,N',N'-Tetramethyldiaminomethane;Bis(dimethylamino)methane;Tetramethylmethylenediamine;METHANEDIAMINE, N,N,N',N'-TETRAMETHYL-;Methylenebis(dimethylamine);[(dimethylamino)methyl]dimethylamine;Dimethyl((dimethylamino)methyl)amine;102830-06-8;N,N,N',N'-Tetramethylmethylenediamine;NSC 166169;Methylenediamine, N,N,N',N'-tetramethyl-;N,N,N',N'-Tetramethyldiaminomethan;EINECS 200-124-7;UNII-Z870I525KS;AI3-26640;N,N,N',N'-Tetramethyldiaminomethan [German];n,n,n,n-tetramethyldiaminomethane;Z870I525KS;Dimethyl[(dimethylamino)methyl]amine;NSC-54796;NSC-166169;EC 200-124-7;Tetramethyl methylene diamine;N,N',N'-Tetramethyldiaminomethan;N,N',N'-Tetramethylmethanediamine;N,N',N'-Tetramethylmethylenediamine;WLN: 1N1&1N1&1;Methanediamine,N,N',N'-tetramethyl-;Methylenediamine,N,N',N'-tetramethyl-;N,N',N'-TETRAMETHYLDIAMINOMETHANE;N,N,N,N-Tetramethylmethanediamine;NSC54796;MFCD00008328;bisdimethylaminomethane;Bis-dimethylaminomethane;tetramethyldiaminomethane;bis-dimethylamino-methane;bis (dimethylamino)methane;bis-(dimethylamino)methane;bis-(dimethylamino)-methane;SCHEMBL64976;bis-(di-methylamino)-methane;C(N(C)C)N(C)C;TETRAMETHYLMETHANEDIAMINE;DTXSID1058761;2,4-dimethyl-2,4-diazapentane;dimethylaminomethyl-dimethyl-amine;((CH3)2N)2CH2;N,N,N',N'-tetramethydiaminomethane;n,n,n',n'-tetramethylmethylendiamin;BBL027709;N,N,N',N'-tetramethyidiaminomethane;NSC166169;STL146737;AKOS000121074;N,N,N', N'-tetramethyldiaminomethane;N,N,N',N',-tetramethyldiaminomethane;AT28827;NA 9069;N,N,N',N'-Tetramethyl-methane diamine;N,N,N/',N/'-Tetramethylmethanediamine;LS-90020;VS-08582;N,N,N',N'-Tetramethyldiaminomethane, 99%;FT-0629352;T0969;EN300-23836;N,N,N\',N\'-TETRAMETHYLDIAMINOMETHANE;Q27295126;F0001-1334

Chemical Property of N,N,N',N'-Tetramethylmethanediamine

Chemical Property:

• Appearance/Colour: slightly yellow liquid
• Melting Point: -55°C
• Refractive Index: n20/D 1.401(lit.)
• Boiling Point: 85 °C(lit.)
• PKA: 7.67±0.10(Predicted)
• Flash Point: °C
• PSA: 6.48000
• Density: 0.813g/cm³
• LogP: 0.06710
• Storage Temp.: Flammables area
• Water Solubility.: Fully miscible in water.
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 102.115698455
• Heavy Atom Count: 7
• Complexity: 35.3
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99.9% ^*data from raw suppliers

N,N,N',N'-Tetramethyldiaminomethane >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: F,C
• Statements: 11-34
• Safety Statements: 16-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aliphatic
• Canonical SMILES: CN(C)CN(C)C
• Uses: N,N,N',N'-Tetramethylmethylenediamine is a reagent used as a convenient source of the Mannich intermediate.

Technology Process of N,N,N',N'-Tetramethylmethanediamine

There total 24 articles about N,N,N',N'-Tetramethylmethanediamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + dimethyl amine (124-40-3) → bis-(dimethylamino)methane (51-80-9)

Guidance literature:

In water; at 0 - 20 ℃;

DOI:10.1016/S0040-4020(96)01174-X

Reference yield: 62.0%

(Me2N)2Zr[iPrNC(NMe2)NiPr]2 + oxygen (80937-33-3) → bis-(dimethylamino)methane (51-80-9) + Zr(=O)[iPrNC(NMe2)NiPr]2 + {Zr(μ-O)[iPrNC(NMe2)NiPr]2}2 + {Zr(μ-O)[iPrNC(NMe2)NiPr]2}n + dimethyl amine (124-40-3)

Guidance literature:

In toluene; at 90 ℃; for 40h; under 760.051 Torr; Temperature; Reagent/catalyst; Solvent; Kinetics; Schlenk technique;

DOI:10.1021/ic4016965

Reference yield: 58.4%

Zr(NMe2)2[MeC(NiPr)2]2 + oxygen (80937-33-3) → bis-(dimethylamino)methane (51-80-9) + {(μ-O)Zr[MeC(NiPr)2]2}n + {(μ-O)Zr[MeC(NiPr)2]2}2 + dimethyl amine (124-40-3)

Guidance literature:

In benzene-d6; at 70 ℃; Concentration; Temperature;

DOI:10.1039/c4cc04032e

upstream raw materials:

1,4-dioxane

dimethylchloroamine

diethylmagnesium

dimethyl amine

Downstream raw materials:

methyl-(3-phenyl-propyl)-amine

[3-(4-isopropyl-phenyl)-but-3-enyl]-dimethyl-amine

1,4-bis(dimethylamino)-2-butyne

NCNMe₂

Refernces

ELECTROPHILIC SUBSTITUTION REACTIONS OF 3-ACETYLAMINO-5-METHOXYBENZOFURAN

10.1007/BF00663850

The research investigates the impact of the acetylamino group on the electrophilic substitution reactions of benzofuran, specifically focusing on the reactivity of the 2-position with respect to electrophilic reagents. The study aimed to understand the influence of the acetylamino group on directing these reactions exclusively to the 2-position of the heterocycle and to explore the potential of these compounds in Mannich and azo coupling reactions, which benzofuran itself does not undergo. The researchers concluded that the presence of a 3-acetylamino group significantly increases the reactivity of the 2-position towards electrophilic reagents. The chemicals used in the study include 3-acetylaminobenzofurans, phosphorus oxychloride, ammonium acetate, bis(dimethylamino)methane, phenyldiazonium chloride, N-bromosuccinimide, and various solvents and reagents for the synthesis and characterization of the compounds, such as DMF, glacial acetic acid, dioxane, and DMSO-d6 for spectroscopic analysis.