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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:
110-18-9
分子量:
116.20
Beilstein:
1732991
EC 号:
203-744-6
MDL编号:
MFCD00008335
UNSPSC代码:
12352100
PubChem化学物质编号:
24865721
NACRES:
NA.22
价格与库存信息目前不能提供

质量水平

200

方案

≥99.5%

表单

liquid

纯化方式

redistillation

expl. lim.

9.08 %

折射率

n20/D 1.4179 (lit.)

沸点

120-122 °C (lit.)

mp

−55 °C (lit.)

密度

0.775 g/mL at 20 °C (lit.)

官能团

amine

SMILES字符串

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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相关类别

一般描述

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。[1]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。[2]

应用


  • 含有螯合胺的阳离子半夹心锌配合物的氢解：通过氢气轻松裂解锌-碳键以生成氢化锌阳离子：这项研究探索了由N,N,N′,N′-四甲基乙二胺 (TMEDA) 促进的阳离子锌配合物的氢解，强调了锌-碳键的裂解，这为催化剂的开发和有机合成做出了重大贡献（Mahawar等人，2024年，DOI：10.1002/chem.202401262）。

  • 电泳：这项研究强调了TMEDA在电泳应用中的作用，提高了蛋白质和核酸分离的分辨率和效率，这对于生物化学研究至关重要（Sonagra& Dholariya，2024年，PubMed ID：36251838）。

  • 杂配二锌(I)阳离子的锌-锌键通过氢气裂解：TMEDA用于激活锌-锌键以进行氢裂解，证明了其在无机化学和催化剂开发中的重要性（Mahawar等人，2024，DOI：10.1021/acs.inorgchem.4c01116）。

  • 用于氧化还原水凝胶聚合的非毒性引发剂替代TEMED：该研究调查了用于水凝胶聚合的更安全的TMEDA替代品，这对于生物医学应用和高分子化学至关重要（Pumford等人，2024，DOI：10.1021/acsabm.3c01264）。

  • 通过二氧化硫的多组分插入，光诱导的Morita-Baylis-Hillman加合物的烷基磺酰化和氰基烷基磺酰化：本文讨论了TMEDA在促进有机合成多组分反应中的作用，这对于开发新的合成方法至关重要（Song等人，2024，DOI：10.1021/acs.joc.4c00052）。

警示用语：

Danger

危险分类

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

储存分类代码

3 - Flammable liquids

WGK

WGK 1

闪点(°F)

61.7 °F - closed cup

闪点(°C)

16.5 °C - closed cup

个人防护装备

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

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
SHBR7142
SHBR9954
SHBS1265
SHBR2573
SHBR3527

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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
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)
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
Is N, N, N', N'-tetramethylethylenediamine a good ligand for lithium?
Collum DB.
Accounts of Chemical Research, 25(10), 448-454 (1992)
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实验方案

Cross-Coupling Reactions in Water

TPGS-750-M surfactant enables various reactions in water at room temperature, enhancing efficiency and versatility in synthesis.

Cross-Coupling Reactions in Water

TPGS-750-M surfactant enables various reactions in water at room temperature, enhancing efficiency and versatility in synthesis.

Cross-Coupling Reactions in Water

TPGS-750-M surfactant enables various reactions in water at room temperature, enhancing efficiency and versatility in synthesis.

Cross-Coupling Reactions in Water

TPGS-750-M surfactant enables various reactions in water at room temperature, enhancing efficiency and versatility in synthesis.

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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