U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C6H16N2
Molecular Weight 116.2046
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Tetramethylethylenediamine

SMILES

CN(C)CCN(C)C

InChI

InChIKey=KWYHDKDOAIKMQN-UHFFFAOYSA-N
InChI=1S/C6H16N2/c1-7(2)5-6-8(3)4/h5-6H2,1-4H3

HIDE SMILES / InChI

Molecular Formula C6H16N2
Molecular Weight 116.2046
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Synthesis and characterization of hyperbranched polyglycerol hydrogels.
2006-11
Structure of n-butyllithium in mixtures of ethers and diamines: influence of mixed solvation on 1,2-additions to imines.
2006-07-26
Electrophoresis of proteins and DNA on horizontal sodium dodecyl sulfate polyacrylamide gels.
2006-07-12
Amino acid availability and true metabolizable energy content of corn distillers dried grains with solubles in adult cecectomized roosters.
2006-07
Spectroscopy and structures of copper complexes with ethylenediamine and methyl-substituted derivatives.
2006-06-22
The use of enzyme technology for improved energy utilization from full-fat oilseeds. Part II: flaxseed.
2006-06
The use of enzyme technology for improved energy utilization from full-fat oilseeds. Part I: canola seed.
2006-06
Evaluation of the inclusion of soybean oil and soybean processing by-products to soybean meal on nutrient composition and digestibility in swine and poultry.
2006-06
Di-, tri-, and tetranuclear zinc hydroxamate complexes as structural models for the inhibition of zinc hydrolases by hydroxamic acids.
2006-05-29
Inhibition of histone deacetylation in 293GPG packaging cell line improves the production of self-inactivating MLV-derived retroviral vectors.
2006-04-07
Dinuclear copper(II) complexes with {Cu2(mu-hydroxo)bis(mu-carboxylato)}+ cores and their reactions with sugar phosphate esters: A substrate binding model of fructose-1,6-bisphosphatase.
2006-04-03
Ultrasonic pretreatment of liquid NaK metal catalyst for side-chain alkenylation of o-xylene with 1,3-butadiene.
2006-04
Pyrazine as a building block for molecular architectures with PtII.
2006-03-06
Fixing the conformations of diamineplatinum(II)-GpG chelates: NMR and CD signatures of individual rotamers.
2006-03
Co-complexes of ortho-dilithiated thiophenol or 2-trimethylsilylthiophenol with lithiated TMEDA molecules: synthesis, crystal structures and theoretical studies (TMEDA = N,N,N',N'-tetramethylethylenediamine).
2006-02-21
[Au(CN)4]- as both an intramolecular and intermolecular bidentate ligand with [(tmeda)Cu(mu-OH)] dimers: from antiferro- to ferromagnetic coupling in polymorphs.
2006-02-20
Monolithic silica-based capillary column with strong chiral cation-exchange type surface modification for enantioselective non-aqueous capillary electrochromatography.
2006-02-17
Decacyclene as complexation manifold: synthesis, structure and properties of its Fe2 and Fe4 slipped triple-decker complexes.
2006-02-01
Analysis of prion strains by PrPSc profiling in sporadic Creutzfeldt-Jakob disease.
2006-02
Mixed guanidinato/alkylimido/azido tungsten(VI) complexes: synthesis and structural characterization.
2006-01-09
Targeting the active site of the placental isozyme of alkaline phosphatase by phage-displayed scFv antibodies selected by a specific uncompetitive inhibitor.
2005-12-22
Multifunctional cadmium single source precursor for the selective deposition of CdO or CdS by a solution route.
2005-12-07
Carbon black nanoparticles induce type II epithelial cells to release chemotaxins for alveolar macrophages.
2005-12-06
Blue-native PAGE in plants: a tool in analysis of protein-protein interactions.
2005-11-16
Cyclic trimer versus head-tail dimer in metal-nucleobase complexes: importance of relative orientation (syn, anti) of the metal entities and relevance as a metallaazacrown compound.
2005-11-14
Brief communication: mtDNA variation in North Cameroon: lack of Asian lineages and implications for back migration from Asia to sub-Saharan Africa.
2005-11
Designing molecular bistability in ruthenium dimethyl sulfoxide complexes.
2005-10-31
New palladium(II) and platinum(II) complexes with the model nucleobase 1-methylcytosine: antitumor activity and interactions with DNA.
2005-10-17
Intramolecular charge-transfer fluorescence of 1-phenyltridecamethylbicyclo[2.2.2]octasilane.
2005-10-07
Metabolisable energy and amino acid digestibility of high-oil maize, low-phytate maize and low-phytate soybean meal for White Pekin ducks.
2005-10
Ligand exchange reaction between an alkylzinc primary amide and a dialkylmagnesium compound: crystal structures of [(thf)MeMg-mu-N(H)SiiPr3]2 and (tmeda)Mg[N(H)SiiPr3]2.
2005-09-05
Lewis base catalyzed ring opening of aziridines with silylated nucleophiles.
2005-08-04
Synthesis and structures of monomeric magnesium, calcium, strontium, and barium amides involving the N,N-(2,4,6-trimethylphenyl)(trimethylsilyl)amido ligand.
2005-06-27
Enhanced detergent extraction for analysis of membrane proteomes by two-dimensional gel electrophoresis.
2005-06-07
[catena-Poly[[[(N,N,N',N'-tetramethylethylenediamine)copper(II)]-mu-oxalato] tetrahydrate]].
2005-05
Hypervalent, low-coordinate phosphorus(III) centers in complexes of the phosphadiazonium cation with chelate ligands.
2005-03-23
Synthesis, structures and reactions of lithium complexes of [(o-RCHC6H4)PPh2=NSiMe3]-(R = H, SiMe3) ligands.
2005-03-07
Effect of polymerization conditions on the network properties of dex-HEMA microspheres and macro-hydrogels.
2005-01-06
Degradation of cell wall polysaccharides by combinations of carbohydrase enzymes and their effect on nutrient utilization and broiler chicken performance.
2005-01
Identification and characterization of tyrosylprotein sulfotransferase from human saliva.
2005
Comparative proteomics using 2-D gel electrophoresis and mass spectrometry as tools to dissect stimulons and regulons in bacteria with sequenced or partially sequenced genomes.
2005
SDS-PAGE electrophoretic property of human chorionic gonadotropin (hCG) and its beta-subunit.
2005
Parallel screening of homogeneous copper catalysts for the oxidation of benzylic alcohols with molecular oxygen in aqueous solutions.
2004-11-09
Engineering lipobeads: properties of the hydrogel core and the lipid bilayer shell.
2004-11-09
Oxidative stress inactivates cobalamin-independent methionine synthase (MetE) in Escherichia coli.
2004-11
A spectroscopic study on defluorination of poly(tetrafluoroethylene) by alkyllithium/electron-donating solvents.
2004-11
Multinuclear calixarene synthons with covalently linked aryl-palladium(II) complexes.
2004-09-17
Proinflammatory role of inducible nitric oxide synthase in acute hyperoxic lung injury.
2004-09-15
Flagellin acting via TLR5 is the major activator of key signaling pathways leading to NF-kappa B and proinflammatory gene program activation in intestinal epithelial cells.
2004-08-23
Adaptation of an amphibian mucociliary clearance model to evaluate early effects of tobacco smoke exposure.
2004-08-20
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:59:38 GMT 2025
Edited
by admin
on Mon Mar 31 18:59:38 GMT 2025
Record UNII
K90JUB7941
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TEMED
MI  
Preferred Name English
Tetramethylethylenediamine
Systematic Name English
TMEDA
Common Name English
TETRAMETHYLETHYLENEDIAMINE, N,N,N',N'-
Systematic Name English
N,N,N',N'-Tetramethyl-1,2-ethanediamine [HSDB]
Common Name English
TEMED [MI]
Common Name English
N,N,N',N'-Tetramethyl-1,2-ethanediamine
HSDB  
Systematic Name English
N,N,N',N'-Tetramethylethylenediamine
Systematic Name English
Code System Code Type Description
CHEBI
32850
Created by admin on Mon Mar 31 18:59:38 GMT 2025 , Edited by admin on Mon Mar 31 18:59:38 GMT 2025
PRIMARY
ECHA (EC/EINECS)
203-744-6
Created by admin on Mon Mar 31 18:59:38 GMT 2025 , Edited by admin on Mon Mar 31 18:59:38 GMT 2025
PRIMARY
CAS
110-18-9
Created by admin on Mon Mar 31 18:59:38 GMT 2025 , Edited by admin on Mon Mar 31 18:59:38 GMT 2025
PRIMARY
PUBCHEM
8037
Created by admin on Mon Mar 31 18:59:38 GMT 2025 , Edited by admin on Mon Mar 31 18:59:38 GMT 2025
PRIMARY
EPA CompTox
DTXSID5026122
Created by admin on Mon Mar 31 18:59:38 GMT 2025 , Edited by admin on Mon Mar 31 18:59:38 GMT 2025
PRIMARY
RS_ITEM_NUM
1A00400
Created by admin on Mon Mar 31 18:59:38 GMT 2025 , Edited by admin on Mon Mar 31 18:59:38 GMT 2025
PRIMARY
HSDB
5396
Created by admin on Mon Mar 31 18:59:38 GMT 2025 , Edited by admin on Mon Mar 31 18:59:38 GMT 2025
PRIMARY
WIKIPEDIA
TETRAMETHYLETHYLENEDIAMINE
Created by admin on Mon Mar 31 18:59:38 GMT 2025 , Edited by admin on Mon Mar 31 18:59:38 GMT 2025
PRIMARY
MERCK INDEX
m10547
Created by admin on Mon Mar 31 18:59:38 GMT 2025 , Edited by admin on Mon Mar 31 18:59:38 GMT 2025
PRIMARY Merck Index
FDA UNII
K90JUB7941
Created by admin on Mon Mar 31 18:59:38 GMT 2025 , Edited by admin on Mon Mar 31 18:59:38 GMT 2025
PRIMARY