Accéder au contenu
Merck
Toutes les photos(1)

Key Documents

Autres documents

411019

Sigma-Aldrich

N,N,N′,N′-Tetramethylethylenediamine

≥99.5%, purified by redistillation

Synonyme(s) :

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

Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme
Toutes les photos(1)

About This Item

Formule linéaire :
(CH3)2NCH2CH2N(CH3)2
Numéro CAS:
110-18-9
Poids moléculaire :
116.20
Numéro Beilstein :
1732991
Numéro CE :
203-744-6
Numéro MDL:
MFCD00008335
Code UNSPSC :
12352100
ID de substance PubChem :
24865721
Nomenclature NACRES :
NA.22

Niveau de qualité

200

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.)

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

Vous recherchez des produits similaires ? Visite Guide de comparaison des produits

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).

Pictogrammes

FlameCorrosionSkull and crossbones
GHS02,GHS05,GHS06

Mention d'avertissement

Danger

Mentions de danger

H225 - H302 - H314 - H331

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Organometallic p-complexes XII. The metalation of benzene and ferrocene by n-butyllithium-N, N, N', N'-tetramethylethylenediamine
Rausch MD and Ciappenelli DJ.
Journal of Organometallic Chemistry, 10(1), 127-136 (1967)
Hajime Mori et al.
The Journal of organic chemistry, 71(24), 9004-9012 (2006-11-18)
The novel example of a vinylic hydrogen more reactive than a benzylic hydrogen was found by treatment of a twisted styrene derivative with a strong base followed by D(2)O quenching. In this paper, the full details of the examples of
Marina V Novoselova et al.
Colloids and surfaces. B, Biointerfaces, 181, 680-687 (2019-06-22)
High intensity focused ultrasound (HIFU) is widely used in medical practice, including cancer therapy. Also this approach is promising for remote release of encapsulated drugs in various other biomedical applications where local treatment is needed. Our approach underpins the minimization
Is N, N, N', N'-tetramethylethylenediamine a good ligand for lithium?
Collum DB.
Accounts of Chemical Research, 25(10), 448-454 (1992)
Xinxin Cheng et al.
The journal of physical chemistry. A, 119(12), 2813-2818 (2015-02-26)
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
Afficher tous les articles scientifiques apparentés

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique