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Documentos Principais

411019

Sigma-Aldrich

N,N,N′,N′-tetrametiletilenodiamina

≥99.5%, purified by redistillation

Sinônimo(s):

1,2-Bis(dimetilamino)etano, TEMED, TMEDA

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About This Item

Fórmula linear:
(CH3)2NCH2CH2N(CH3)2
Número CAS:
Peso molecular:
116.20
Beilstein:
1732991
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22

Nível de qualidade

Ensaio

≥99.5%

Formulário

liquid

purificado por

redistillation

Lim. expl.

9.08 %

índice de refração

n20/D 1.4179 (lit.)

p.e.

120-122 °C (lit.)

pf

−55 °C (lit.)

densidade

0.775 g/mL at 20 °C (lit.)

grupo funcional

amine

cadeia de caracteres SMILES

CN(C)CCN(C)C

InChI

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

chave InChI

KWYHDKDOAIKMQN-UHFFFAOYSA-N

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Descrição geral

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.

Aplicação


  • 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).

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

61.7 °F - closed cup

Ponto de fulgor (°C)

16.5 °C - closed cup

Equipamento de proteção individual

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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We have explored the ultrafast molecular structural dynamics associated with charge transfer in N,N,N',N'-tetramethylethylenediamine using Rydberg fingerprint spectroscopy in conjunction with self-interaction corrected density functional theory. Excitation at 239 nm prepares the molecule in the Franck-Condon region of the 3s

Global Trade Item Number

SKUGTIN
411019-1.2L
411019-100ML4061832019741
411019-1L4061832019758
411019-12X100ML
411019-2L4061838119728
411019-500ML4061835158102

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