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Merck

411019

Sigma-Aldrich

四甲基乙二胺

≥99.5%, purified by redistillation

别名:

1,2-双(二甲基氨基)乙烷, TEMED, TMEDA

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About This Item

线性分子式:
(CH3)2NCH2CH2N(CH3)2
CAS号:
分子量:
116.20
Beilstein:
1732991
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

≥99.5%

形狀

liquid

純化經由

redistillation

expl. lim.

9.08 %

折射率

n20/D 1.4179 (lit.)

bp

120-122 °C (lit.)

mp

−55 °C (lit.)

密度

0.775 g/mL at 20 °C (lit.)

官能基

amine

SMILES 字串

CN(C)CCN(C)C

InChI

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

InChI 密鑰

KWYHDKDOAIKMQN-UHFFFAOYSA-N

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一般說明

N,N,N′,N′-四甲基乙二胺(TMEDA)是一个双配位基的叔胺。这是一种具有良好溶剂化性质的路易斯碱。它是有机硅化学中重要配体。用里德伯格指纹图谱研究了 N,N,N′,N′-t四甲基乙二胺中电荷转移的超快分子结构动力学。

應用


  • 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).

訊號詞

Danger

危險分類

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

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 1

閃點(°F)

61.7 °F - closed cup

閃點(°C)

16.5 °C - closed cup

個人防護裝備

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


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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

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