| Identification | More | [Name]
N,N,N',N'-TETRAMETHYLDIAMINOMETHANE | [CAS]
51-80-9 | [Synonyms]
AKOS 92634
BIS(DIMETHYLAMINO)METHANE
N,N,N',N'-TETRAMETHYLDIAMINOMETHANE
N,N,N',N'-TETRAMETHYLMETHYLENEDIAMINE
TETRAMETHYL METHYLENEDIAMINE
((CH3)2N)2CH2
Dimethyl[(dimethylamino)methyl]amine
Methylenebis(dimethylamine)
Methylenediamine, N,N,N',N'-tetramethyl-
N,N,N',N'-Tetramethyldiaminomethan
n,n,n’,n’-tetramethyldiaminomethan
n,n,n’,n’-tetramethyl-methanediamin
NA 9069
tetramethyldiaminomethane
Bis(dimethylamino)methane~N,N,NN-Tetramethyldiaminomethane
2-hydroxy-3-amino-5-chlorobenzoate
2,4-Dimethyl-2,4-diazapentane
METHANEDIAMINENNNNTETRAMETHYL
Bis(dimethylamino)methane, N,N,Nμ,Nμ-Tetramethylmethanediamine
N,N'-Methylenebis(dimethylamine) | [EINECS(EC#)]
200-124-7 | [Molecular Formula]
C5H14N2 | [MDL Number]
MFCD00008328 | [Molecular Weight]
102.18 | [MOL File]
51-80-9.mol |
| Questions And Answer | Back Directory | [Synthesis]
In a 1 L three-necked flask, 162 g of formaldehyde aqueous solution was added. After cooling to 0–5 °C, 545 g of dimethylamine aqueous solution was slowly added dropwise. The mixture was allowed to warm naturally to room temperature (28 °C) and stirred for 8 hours. After cooling the reaction solution to 0–5 °C, 250 g of potassium hydroxide solid was slowly added. The organic phase was separated and dried with 50 g of sodium hydroxide. After filtration, the organic phase was distilled under normal pressure to obtain 172 g of N,N,N',N'-TETRAMETHYLDIAMINOMETHANE, with a yield of 84% and an HPLC purity of 99%. |
| Chemical Properties | Back Directory | [Appearance]
slightly yellow liquid | [Melting point ]
-55°C | [Boiling point ]
85 °C(lit.)
| [density ]
0.749 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.401(lit.)
| [Fp ]
9 °F
| [storage temp. ]
Flammables area | [solubility ]
sol H2O, ether | [form ]
Liquid | [pka]
7.67±0.10(Predicted) | [color ]
Clear colorless | [Stability:]
Stable, but highly flammable. Incompatible with acids, acid chlorides, acid anhydrides, strong oxidizing agents, carbon dioxide. | [Water Solubility ]
Fully miscible in water. | [BRN ]
1731946 | [InChI]
1S/C5H14N2/c1-6(2)5-7(3)4/h5H2,1-4H3 | [InChIKey]
VGIVLIHKENZQHQ-UHFFFAOYSA-N | [SMILES]
CN(C)CN(C)C | [CAS DataBase Reference]
51-80-9(CAS DataBase Reference) | [EPA Substance Registry System]
Methanediamine, N,N,N',N'-tetramethyl- (51-80-9) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS02,GHS05 | [Signal word ]
Danger | [Hazard statements ]
H225-H314 | [Precautionary statements ]
P210-P233-P240-P280-P303+P361+P353-P305+P351+P338 | [Hazard Codes ]
F,C | [Risk Statements ]
R11:Highly Flammable.
R34:Causes burns. | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2733 3/PG 2
| [WGK Germany ]
3
| [RTECS ]
PA6700000
| [TSCA ]
Yes | [REACH Registrations]
Active | [HazardClass ]
3 | [PackingGroup ]
II | [HS Code ]
29212900 | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Flam. Liq. 2
Skin Corr. 1B | [Safety Profile]
Poison by intraperitoneal route. Flammable liquid and very dangerous fire hazard when exposed to powerful oxidizers, heat or open flame. When heated to decomposition it emits toxic fumes of NOx. See also AMINES. |
| Raw materials And Preparation Products | Back Directory | [Preparation Products]
2-(2-NITROPHENYL)ACRYLALDEHYDE-->METHYL-(3-PHENYL-PROPYL)-AMINE-->1,1-Dimethyl-2-methylenehydrazine-->2-DIMETHYLAMINOMETHYLPHENOL (CONTAINS PHENOL)-->DIMETHYLPHOSPHORAMIDOUS DICHLORIDE-->N,N,N',N'-TETRAETHYLMETHYLENEDIAMINE-->PF-9366-->2-Butanone, 4-(dimethylamino)- (6CI,7CI,8CI,9CI)-->N,N'-Dimorpholinomethane-->1-Dimethylamino-2-methylpentan-3-one-->1-chloro-N,N-diMethylMethanaMine-->N,N-Dimethyltrimethylsilylamine-->Gramine-->7-Nitrogramine-->2-[(DIMETHYLAMINO)METHYL]-4,6-DIMETHYLBENZENOL |
| Hazard Information | Back Directory | [Chemical Properties]
slightly yellow liquid | [Uses]
N,N,N',N'-Tetramethylmethylenediamine is a reagent used as a convenient source of the Mannich intermediate. | [Purification Methods]
N,N,N',N'-TETRAMETHYLDIAMINOMETHANE is dried over potassium hydroxide pellets and distilled.
| [Precautions]
N,N,N',N'-Tetramethylmethylenediamine is highly flammable. Potent lachrymator. Emits toxic fumes under fire conditions. Handle with gloves in a well-ventilated fume hood. Incompatible with acids, acid chlorides, strong oxidizing agents, and carbon dioxide.
|
| Spectrum Detail | Back Directory | [Spectrum Detail]
N,N,N',N'-TETRAMETHYLDIAMINOMETHANE(51-80-9)MS
N,N,N',N'-TETRAMETHYLDIAMINOMETHANE(51-80-9)1HNMR
N,N,N',N'-TETRAMETHYLDIAMINOMETHANE(51-80-9)IR1
N,N,N',N'-TETRAMETHYLDIAMINOMETHANE(51-80-9)IR2
N,N,N',N'-TETRAMETHYLDIAMINOMETHANE(51-80-9)Raman
|
| Well-known Reagent Company Product Information | Back Directory | [Acros Organics]
N,N,N',N'-Tetramethyldiaminomethane, 99%(51-80-9) | [Alfa Aesar]
N,N,N',N'-Tetramethylmethylenediamine, 99%(51-80-9) | [Sigma Aldrich]
51-80-9(sigmaaldrich) | [TCI AMERICA]
N,N,N',N'-Tetramethyldiaminomethane,>98.0%(GC)(T)(51-80-9) |
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