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Merck
CN
所有图片(1)

主要文件

8.03779

Sigma-Aldrich

N,N-Dimethylethylenediamine

for synthesis

别名:

N,N-Dimethylethylenediamine, 2-(Dimethylamino)ethylamine, 1-Amino-2-dimethylaminoethane

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About This Item

线性分子式:
NH2C2H4N(CH3)2
CAS号:
分子量:
88.15
MDL编号:
UNSPSC代码:
12352116
EC索引号:
203-541-2
NACRES:
NA.22

蒸汽压

29 hPa ( 20 °C)

质量水平

方案

≥98.0% (GC)

自燃温度

225 °C

效能

1135 mg/kg LD50, oral (Rat)

expl. lim.

1.3-10.8 % (v/v)

pH值(酸碱度)

11.4 (20 °C, 10 g/L in H2O)

沸点

107-109 °C/1013 hPa

mp

<-70 °C

转变温度

flash point 12.5 °C

密度

0.81 g/cm3 at 20 °C

储存温度

2-30°C

SMILES字符串

N(CCN)(C)C

InChI

1S/C4H12N2/c1-6(2)4-3-5/h3-5H2,1-2H3

InChI key

DILRJUIACXKSQE-UHFFFAOYSA-N

一般描述

N,N-Dimethylethylenediamine (DMEDA) is used as a bidentate ligand in coordination chemistry due to the presence of two nitrogen atoms, one with lone pairs that can coordinate to a metal center. It is used as a ligand and base in Suzuki-Miyaura and Sonogashira coupling reactions, enhancing palladium catalyst stability, and deprotonating alkynes. It acts as a nucleophile and a base, promoting reactions involving proton transfer or nucleophilic attack. It is commonly used in amination reactions to synthesize substituted amines and in epoxide ring openings to form amino alcohols. Additionally, DMEDA serves as a chelating agent, forming stable complexes with transition metals. It acts as a secondary amine in reductive amination to synthesize tertiary amines.

应用



  • N, N′, N′′ versus N, N′, O imine-containing coordination motifs: ligand-directed synthesis of mononuclear and binuclear CuII compounds: This study explores ligand-directed synthesis involving N,N-dimethylethylenediamine in copper compounds (RE Ferraz de Paiva et al., 2017).


  • Reversible interconversion between methanol-diamine and diamide for hydrogen storage based on manganese catalyzed (de)hydrogenation: Research on the dehydrogenative condensation of methanol and N,N-dimethylethylenediamine for hydrogen storage (Z Shao et al., 2020).


  • Influence of water vapor and acid gases on CO2 adsorption using N,N-dimethylethylenediamine decorated Cu-BTC: This article investigates the effects of environmental factors on the adsorption efficiency of Cu-BTC decorated with N,N-dimethylethylenediamine (F Song et al., 2019).


  • Triple chemical derivatization strategy assisted liquid chromatography-mass spectrometry for determination of retinoic acids in human serum: A study on the chemical derivatization involving N,N-dimethylethylenediamine for analyzing retinoic acids in serum (GG Gong et al., 2022).


  • Silicoaluminophosphate molecular sieve DNL-6: Synthesis with a novel template, N, N′-dimethylethylenediamine, and its catalytic application: Discusses the synthesis and catalytic applications of a molecular sieve developed using N,N′-dimethylethylenediamine as a template (P Wu et al., 2018).



分析说明

Assay (GC, area%): ≥ 98.0 % (a/a)
Density (d 20 °C/ 4 °C): 0.806 - 0.809
Identity (IR): passes test

警示用语:

Danger

危险分类

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A

储存分类代码

3 - Flammable liquids

WGK

WGK 1

闪点(°F)

53.1 °F - closed cup

闪点(°C)

11.7 °C - closed cup


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