8.03779

N,N-Dimethylethylenediamine

for synthesis

• 동의어(들): N,N-Dimethylethylenediamine, 2-(Dimethylamino)ethylamine, 1-Amino-2-dimethylaminoethane
• Linear Formula: NH₂C₂H₄N(CH₃)₂
• CAS Number: 108-00-9
• Molecular Weight: 88.15
• MDL number: MFCD00008175
• UNSPSC 코드: 12352116
• EC 인덱스 번호: 203-541-2
• NACRES: NA.22

속성

• vapor pressure: 29 hPa ( 20 °C)
• Quality Level: 200
• 분석: ≥98.0% (GC)
• autoignition temp.: 225 °C
• 효능: 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
• 전이 온도: flash point 12.5 °C
• density: 0.81 g/cm³ at 20 °C
• 저장 온도: 2-30°C
• SMILES string: N(CCN)(C)C
• InChI: 1S/C4H12N2/c1-6(2)4-3-5/h3-5H2,1-2H3
• InChI key: DILRJUIACXKSQE-UHFFFAOYSA-N

설명

일반 설명

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.

애플리케이션

• 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).

분석 메모

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

안전성 정보

• 픽토그램: GHS02,GHS05,GHS07
• 신호어: Danger
• 유해 및 위험 성명서: H225 - H302 + H312 - H314
• 예방조치 성명서: P210 - P233 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 1
• Flash Point (°F): 53.1 °F - closed cup
• Flash Point (°C): 11.7 °C - closed cup