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Tetramethylethylenediamine

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Identification
Molecular formula
C6H16N2
CAS number
110-18-9
IUPAC name
N,N,N',N'-tetramethylethane-1,2-diamine
State
State

Tetramethylethylenediamine is a liquid at room temperature.

Melting point (Celsius)
-55.60
Melting point (Kelvin)
217.55
Boiling point (Celsius)
120.20
Boiling point (Kelvin)
393.35
General information
Molecular weight
116.21g/mol
Molar mass
116.2050g/mol
Density
0.7755g/cm3
Appearence

Tetramethylethylenediamine (TMEDA) is a colorless liquid with a strong, fishy ammoniacal odor. It is typically used as a solvent and in coordination chemistry. It may appear slightly yellow if impure.

Comment on solubility

Solubility of N,N,N',N'-Tetramethylethane-1,2-diamine

N,N,N',N'-tetramethylethane-1,2-diamine, often referred to as TMEDA, exhibits unique solubility properties that make it a valuable compound in various applications. Understanding its solubility is crucial for effective utilization in chemical processes.

Solubility Characteristics:

  • Polar Characteristics: Due to its amine functional groups and the presence of nitrogen atoms, TMEDA is relatively polar.
  • Solvent Compatibility: It exhibits good solubility in polar organic solvents such as methanol and ethanol.
  • Limited Solubility in Non-polar Solvents: Conversely, TMEDA is less soluble in non-polar solvents like hexane or cyclohexane.
  • Hydrogen Bonding: The ability to form hydrogen bonds significantly enhances its solubility in water, making it more soluble than many other amines.

In summary, the solubility of N,N,N',N'-tetramethylethane-1,2-diamine is characterized by its:

  1. High solubility in polar solvents,
  2. Moderate water solubility due to hydrogen bonding,
  3. Minimal solubility in non-polar environments.

These properties underline the importance of TMEDA as a ligand in coordination chemistry as well as its role in various organic reactions.

Interesting facts

Interesting Facts about N,N,N',N'-Tetramethylethane-1,2-diamine

N,N,N',N'-Tetramethylethane-1,2-diamine, often referred to simply as TMEDA, is a fascinating organic compound that plays significant roles in various chemical processes. Here are some noteworthy aspects of this compound:

  • Versatile Ligand: TMEDA is widely used as a bidentate ligand in coordination chemistry. It can effectively complex with metals, enhancing their reactivity and stability in various applications.
  • Use in Organometallic Chemistry: TMEDA is particularly important in organometallic reactions, where it helps to stabilize certain metal alkyls, enabling the study and utility of these otherwise unstable species.
  • Solvent Properties: Due to its unique structure, TMEDA functions well as a solvent, especially in reactions where other solvents may interfere.
  • Applications in Synthesis: TMEDA finds applications in organic synthesis, such as in the formation of amines and other crucial intermediates.
  • Toxicity Considerations: While TMEDA is highly useful, it is essential to handle it with caution. It is known to pose certain health risks, emphasizing the importance of safety protocols in laboratory settings.

In summary, N,N,N',N'-tetramethylethane-1,2-diamine is not just a compound with interesting chemical properties, but it also serves as a bridge in understanding and facilitating complex chemical reactions. As chemists continue to explore its capabilities, TMEDA will undoubtedly remain a relevant subject of study in the field of coordination chemistry.

Synonyms
N,N,N',N'-Tetramethylethylenediamine
110-18-9
Temed
TMEDA
Tetramethylethylenediamine
N,N,N',N'-tetramethylethane-1,2-diamine
1,2-Bis(dimethylamino)ethane
Tetramethyldiaminoethane
Tetrameen
Propamine D
1,2-Ethanediamine, N,N,N',N'-tetramethyl-
N1,N1,N2,N2-Tetramethylethane-1,2-diamine
Tetramethyl ethylene diamine
N,N,N',N'-TETRAMETHYL-1,2-ETHANEDIAMINE
[2-(dimethylamino)ethyl]dimethylamine
MFCD00008335
tmen
1,2-Bis-(dimethylamino)ethane
Ethylenediamine, N,N,N',N'-tetramethyl-
N,N,N',N'-Tetramethylethanediamine
N,N,N',N'-Tetramethyl-1,2-diaminoethane
N,N,N',N'-tetramethylethylendiamine
Dimethyl(2-(dimethylamino)ethyl)amine
1,2-Di-(dimethylamino)ethane
N,N,N',N'-tetramethyl-ethane-1,2-diamine
DTXSID5026122
CHEBI:32850
K90JUB7941
Dimethyl[2-(dimethylamino)ethyl]amine
1,2-Ethanediamine, N1,N1,N2,N2-tetramethyl-
CCRIS 4870
HSDB 5396
N,N,N,N-Tetramethylethylenediamine
EINECS 203-744-6
UN2372
UNII-K90JUB7941
AI3-26631
9U3
pentafluorophenylglycine
N,N,N',N'-tetramethyl ethylene diamine
tetramethylethlenediamine
Tetramethylethyenediamine
tetramethylethylendiamine
tetramethyl ethylenediamine
tetramethyl-ethylenediamine
tetramethylethylene diamine
tetramethylethylene-diamine
TEMED [MI]
N,N,N',N'-TETRAMETHYL-ETHYLENEDIAMINE
N,N,N
SCHEMBL15334
1,2-di(dimethylamino) ethane
N,N'-tetramethylethylenediamine
1,2-bis(dimethyl-amino)ethane
DTXCID206122
ethane, 1,2-bisdimethylamino-
CHEMBL3181913
N,N,N',N'-Tetramethylenediamine
HMS1787N22
BCP25463
ethane, 1,2-bis-(dimethylamino)-
n,n,n'n'-tetramethylethylenediamine
n,n,n,n,-tetramethylethylenediamine
n,n,n,n-tetramethylethylene diamine
(CH3)2NCH2CH2N(CH3)2
N,N,N',N'-Tetramethylethenediamine
N,N,N',N'tetramethylethylenediamine
Tox21_200241
BBL011565
N,N,N',N'-tetramethylethlenediamine
N,N,N',N'-tetramethyletylenediamine
n,n,n,n -tetramethylethylene diamine
STL146736
N,N,N',N' tetramethylethylenediamine
N,N,N',N'-tetramethyl-ethylendiamin
N,N,N`,N`-Tetramethylethylenediamine
N,N,N1,N1-Tetramethylethylenediamine
AKOS000119849
n,n,n',n',-tetramethylethylenediamine
n,n,n',n'- tetramethylethylenediamine
n,n,n',n'-tetra-methylethylenediamine
N,N,N',N'-tetramethyl ethylendiamine
N,N,N',N'-tetramethyl-ethylendiamine
FT00547
N,N, N',N'-tetramethylethylenediamine
N,N,N', N'-Tetramethylethylenediamine
N,N,N',N'-Tetramethyl ethylenediamine
N,N,N',N'-Tetramethylethylene diamine
N,N,N',N'-tetramethylethylene-diamine
UN 2372
n,n,n',n'-tetramethyl-ethylene diamine
N, N, N',N'-tetramethylethylenediamine
N,N, N', N'-tetramethylethylenediamine
N,N,N', N'-tetramethyl-ethylenediamine
N,N,N', N'-tetramethylethylene diamine
N,N,N',N'-tetra methyl ethylenediamine
NCGC00248573-01
NCGC00257795-01
BP-30082
CAS-110-18-9
N, N, N', N'-tetramethylethylenediamine
N,N,N',N'-tetra methyl ethylene diamine
N,N,N',N'-tetramethyletane-1,2-diamine
VS-02982
N,N,N',N' tetramethyl-1,2-ethanediamine
N,N,N2,N2-tetramethylethane-1,2-diamine
N, N, N', N'-Tetra-methylethylenediamine
N, N, N', N'-Tetramethylethylene diamine
N,N,N',N'-tetramethyl-1,2-ethylenediamine
N,N,N',N'-Tetramethylethylenediamine, 99%
NS00019866
T0147
T2515
1,2-Diaminoethane, N,N,N',N'-tetramethyl-
EN300-16690
D97674
N1, N1,N2,N2-tetramethylethane-1,2-diamine
TETRAMETHYLETHYLENEDIAMINE, N,N,N',N'-
A802159
N,N,N',N'-Tetramethylethylenediamine, >=99.0%
N,N,N',N'-Tetramethylethylenediamine, redistilled
doi:10.14272/KWYHDKDOAIKMQN-UHFFFAOYSA-N.1
Z56755629
F0001-0217
N,N,N',N'-TETRAMETHYL-1,2-ETHANEDIAMINE [HSDB]
N~1~,N~1~,N~2~,N~2~-tetramethylethane-1,2-diamine
N,N,N',N'-Tetramethylethylenediamine, Electrophoresis Grade
1,2-Di-(dimethylamino)ethane [UN2372] [Flammable liquid]
N,N,N',N'-Tetramethylethylenediamine, purum, >=98.0% (GC)
N,N,N',N'-Tetramethylethylenediamine, ReagentPlus(R), 99%
1,2-Bis(dimethylamino)ethane;TEMED;1,2-Di-(dimethylamino)ethane
InChI=1/C6H16N2/c1-7(2)5-6-8(3)4/h5-6H2,1-4H
N,N,N',N'-Tetramethylethylenediamine, >=99.5%, purified by redistillation
N,N,N',N'-Tetramethylethylenediamine, Vetec(TM) reagent grade, >=99%
N,N,N inverted exclamation marka,N inverted exclamation marka-Tetramethylethylenediamine
N,N,N',N'-Tetramethylethylenediamine, BioReagent, for molecular biology, >=99% (GC)
N,N,N',N'-Tetramethylethylenediamine, BioReagent, suitable for electrophoresis, ~99%
N,N,N',N'-Tetramethylethylenediamine, TEMED, biochemical grade suitable for electrophoresis
TETRAMETHYLETHYLENEDIAMINE TEMED TD N,N,N