411019
N,N,N′,N′-Tetramethylethylenediamine
≥99.5%, purified by redistillation
Synonyme(s) :
1,2-Bis(dimethylamino)ethane, TEMED, TMEDA
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About This Item
Formule linéaire :
(CH3)2NCH2CH2N(CH3)2
Numéro CAS:
Poids moléculaire :
116.20
Numéro Beilstein :
1732991
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22
Produits recommandés
Niveau de qualité
Pureté
≥99.5%
Forme
liquid
Produit purifié par
redistillation
Limite d'explosivité
9.08 %
Indice de réfraction
n20/D 1.4179 (lit.)
Point d'ébullition
120-122 °C (lit.)
Pf
−55 °C (lit.)
Densité
0.775 g/mL at 20 °C (lit.)
Groupe fonctionnel
amine
Chaîne SMILES
CN(C)CCN(C)C
InChI
1S/C6H16N2/c1-7(2)5-6-8(3)4/h5-6H2,1-4H3
Clé InChI
KWYHDKDOAIKMQN-UHFFFAOYSA-N
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Catégories apparentées
Description générale
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.
Application
- 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).
Mention d'avertissement
Danger
Mentions de danger
Classification des risques
Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B
Code de la classe de stockage
3 - Flammable liquids
Classe de danger pour l'eau (WGK)
WGK 1
Point d'éclair (°F)
61.7 °F - closed cup
Point d'éclair (°C)
16.5 °C - closed cup
Équipement de protection individuelle
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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