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411019

N,N,N′,N′-Tetramethylethylenediamine

Name: N,N,N′,N′-Tetramethylethylenediamine
Brand: ALDRICH

≥99.5%, purified by redistillation

동의어(들):

1,2-Bis(dimethylamino)ethane, TEMED, TMEDA

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About This Item

Linear Formula:

(CH₃)₂NCH₂CH₂N(CH₃)₂

CAS Number:

110-18-9

Molecular Weight:

116.20

Beilstein:

1732991

EC Number:

203-744-6

MDL number:

MFCD00008335

UNSPSC 코드:

12352100

PubChem Substance ID:

24865721

NACRES:

NA.22

추천 제품

Slide 1 of 10

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Sigma-Aldrich

T22500

N,N,N′,N′-Tetramethylethylenediamine

Sigma-Aldrich

230707

n-Butyllithium solution

Sigma-Aldrich

8.08742

N,N,N′,N′-Tetramethyl ethylenediamine

Sigma-Aldrich

T9281

N,N,N′,N′-Tetramethylethylenediamine

Sigma-Aldrich

369497

N,N,N′,N′′,N′′-Pentamethyldiethylenetriamine

Sigma-Aldrich

T7024

N,N,N′,N′-Tetramethylethylenediamine

Sigma-Aldrich

127124

N,N,N′-Trimethylethylenediamine

Sigma-Aldrich

549983

N,N,N′,N′-Tetramethyl-1,3-propanediamine

Sigma-Aldrich

195596

sec-Butyllithium solution

Sigma-Aldrich

152692

4-Bromobenzotrifluoride

Quality Level

200

분석

≥99.5%

양식

liquid

정제법

redistillation

expl. lim.

9.08 %

refractive index

n20/D 1.4179 (lit.)

bp

120-122 °C (lit.)

mp

−55 °C (lit.)

density

0.775 g/mL at 20 °C (lit.)

작용기

amine

SMILES string

CN(C)CCN(C)C

InChI

1S/C6H16N2/c1-7(2)5-6-8(3)4/h5-6H2,1-4H3

InChI key

KWYHDKDOAIKMQN-UHFFFAOYSA-N

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일반 설명

N,N,N′,N′-Tetramethylethylenediamine (TMEDA) is a bidentate tertiary amine. It is a Lewis base having good solvating properties. It is useful ligand for organolithium chemistry. Ultrafast molecular structural dynamics of the charge transfer in N,N,N′,N′-tetramethylethylenediamine has been studied by Rydberg fingerprint spectroscopy.

애플리케이션

Hydrogenolysis of Cationic Half-Sandwich Zinc Complexes Containing a Chelating Amine: Facile Cleavage of Zinc-Carbon Bond by Dihydrogen To Give Zinc Hydride Cations.: This research explores the hydrogenolysis of cationic zinc complexes facilitated by N,N,N′,N′-Tetramethylethylenediamine (TMEDA), emphasizing the cleavage of zinc-carbon bonds, contributing significantly to catalyst development and organic synthesis (Mahawar et al., 2024, DOI: 10.1002/chem.202401262).

Electrophoresis.: This study highlights the use of TMEDA in electrophoresis applications, enhancing the resolution and efficiency of protein and nucleic acid separations, vital for biochemical research (Sonagra & Dholariya, 2024, PubMed ID: 36251838).

Dihydrogen Cleavage by a Zinc-Zinc Bond of a Heteroleptic Dizinc(I) Cation.: TMEDA is utilized in the activation of zinc-zinc bonds for hydrogen cleavage, demonstrating its importance in inorganic chemistry and catalyst development (Mahawar et al., 2024, DOI: 10.1021/acs.inorgchem.4c01116).

Nontoxic Initiator Alternatives to TEMED for Redox Hydrogel Polymerization.: The study investigates safer alternatives to TMEDA for hydrogel polymerization, essential for biomedical applications and polymer chemistry (Pumford et al., 2024, DOI: 10.1021/acsabm.3c01264).

Photoinduced Alkylsulfonylation and Cyanoalkylsulfonylation of Morita-Baylis-Hillman Adducts via Multicomponent Insertion of Sulfur Dioxide.: This paper discusses the role of TMEDA in facilitating multicomponent reactions for organic synthesis, crucial for developing new synthetic methodologies (Song et al., 2024, DOI: 10.1021/acs.joc.4c00052).