8.03779
N,N-Dimethylethylenediamine
for synthesis
别名:
N,N-Dimethylethylenediamine, 2-(Dimethylamino)ethylamine, 1-Amino-2-dimethylaminoethane
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关于此项目
线性分子式:
NH2C2H4N(CH3)2
化学文摘社编号:
分子量:
88.15
UNSPSC Code:
12352116
EC Index Number:
203-541-2
NACRES:
NA.22
MDL number:
产品名称
N,N-Dimethylethylenediamine, for synthesis
SMILES string
N(CCN)(C)C
InChI
1S/C4H12N2/c1-6(2)4-3-5/h3-5H2,1-2H3
InChI key
DILRJUIACXKSQE-UHFFFAOYSA-N
vapor pressure
29 hPa ( 20 °C)
assay
≥98.0% (GC)
autoignition temp.
225 °C
potency
1135 mg/kg LD50, oral (Rat)
expl. lim.
1.3-10.8 % (v/v)
pH
11.4 (20 °C, 10 g/L in H2O)
bp
107-109 °C/1013 hPa
mp
<-70 °C
transition temp
flash point 12.5 °C
density
0.81 g/cm3 at 20 °C
storage temp.
2-30°C
Quality Level
Analysis Note
Assay (GC, area%): ≥ 98.0 % (a/a)
Density (d 20 °C/ 4 °C): 0.806 - 0.809
Identity (IR): passes test
Density (d 20 °C/ 4 °C): 0.806 - 0.809
Identity (IR): passes test
Application
- 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).
General description
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.
signalword
Danger
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A
存储类别
3 - Flammable liquids
wgk
WGK 1
flash_point_f
53.1 °F - closed cup
flash_point_c
11.7 °C - closed cup
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