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D157805

Sigma-Aldrich

N,N′-二甲基乙二胺

98%

别名:

DMEDA, 1,2-双(甲氨基)乙烷

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About This Item

线性分子式:
CH3NHCH2CH2NHCH3
CAS号:
110-70-3
分子量:
88.15
Beilstein:
878142
EC 号:
203-793-3
MDL编号:
MFCD00008290
UNSPSC代码:
12352100
PubChem化学物质编号:
24893484
NACRES:
NA.22
价格与库存信息目前不能提供

质量水平

200

方案

98%

表单

liquid

折射率

n20/D 1.431 (lit.)

沸点

119 °C (lit.)

密度

0.819 g/mL at 20 °C (lit.)

SMILES字符串

CNCCNC

InChI

1S/C4H12N2/c1-5-3-4-6-2/h5-6H,3-4H2,1-2H3

InChI key

KVKFRMCSXWQSNT-UHFFFAOYSA-N

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应用

N,N′-二甲基乙二胺可用作以下过程的配体：
  • 铜催化铁氰化钾参与的芳基溴代物的氰化反应，形成相应的苄腈。[1]
  • 铜催化碳化二亚胺和异氰基乙酸酯的串联反应，形成苯并咪唑[1,5-α]咪唑。[2]
  • 1,1-二溴烯烃的氨基硫化反应，形成N-稠杂环。[3]
  • 与氯化亚铁结合，用于NH-亚砜亚胺与芳基碘化物的N-芳基化反应，形成N-芳基亚砜亚胺。[4]
  • 在叔丁醇钾存在下，它可催化未活化苯的直接C-H芳基化反应，形成相应的联芳基。[5]

象形图

FlameCorrosion
GHS02,GHS05

警示用语：

Danger

危险声明

H226,H314

危险分类

Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

储存分类代码

3 - Flammable liquids

WGK

WGK 3

闪点(°F)

78.8 °F - closed cup

闪点(°C)

26 °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
0000326658
MKCT1247
0000231482
MKCS8561
0000211335

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Organocatalysis in cross-coupling: DMEDA-catalyzed direct C? H arylation of unactivated benzene.
Liu W, et al.
Journal of the American Chemical Society, 132(47), 16737-16740 (2010)
Copper-catalyzed synthesis of N-fused heterocycles through regioselective 1, 2-aminothiolation of 1, 1-dibromoalkenes.
Xu H, et al.
Organic Letters, 12(16), 3704-3707 (2010)
Chandi C Malakar et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(29), 8882-8885 (2012-06-26)
Water makes it possible: The Cu(2)O-catalyzed reaction between easily available o-bromobenzylbromides and benzamidines by using Cs(2)CO(3) as the base and N,N'-dimethylethylenediamine (DMEDA) as the additive in water as the solvent gives access to substituted quinazolines in a single step with
Xiaohu Deng et al.
The Journal of organic chemistry, 74(15), 5742-5745 (2009-06-17)
CuI/L5 (N,N'-dimethylethylenediamine) proves to be an efficient catalyst system for the amination of arylhalides with guanidines. The same catalyst system is then successfully applied to the one-step synthesis of 1-H-2-amino-benzimidazoles through tandem aminations of 1,2-dihaloarenes in modest yields. This methodology
A Szent-Györgyi
Physiological chemistry and physics, 12(2), 99-110 (1980-01-01)
Most inanimate systems are build of closed-shell molecules in which electrons lack excitability and mobility. These electrons can be rendered reactive and mobile by taking out some of them, desaturating the system electronically. Single electrons can be taken out of
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    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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