134030-22-1

Basic information

• Product Name: N,N-Bis(2,6-diisopropylphenyl)ethylenediamine
• Synonyms: N,N-Bis(2,6-diisopropylphenyl)ethylenediamine;N,N'-Bis(2,6-diisopropylphenyl)ethylenediamine;N1,N2-bis(2,6-diisopropylphenyl)ethane-1,2-diamine;N,Nμ-Bis(2,6-diisopropylphenyl)-1,2-ethanediamine;N-(2-aMinoethyl)-N-[2,6-bis(propan-2-yl)phenyl]-2,6-bis(propan-2-yl)aniline
• CAS NO: 134030-22-1
• Molecular Formula: C₂₆H₄₀N₂
• Molecular Weight: 380.61
• Mol File: 134030-22-1.mol
• Article Data: 17

Chemical Properties

• Melting Point: 101-106 °C
• Boiling Point: 503.5°C at 760 mmHg
• Flash Point: 288.9°C
• Appearance: /
• Density: 0.977g/cm³
• Vapor Pressure: 2.9E-10mmHg at 25°C
• Refractive Index: 1.562
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 4.65±0.50(Predicted)
• CAS DataBase Reference: N,N-Bis(2,6-diisopropylphenyl)ethylenediamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Bis(2,6-diisopropylphenyl)ethylenediamine(134030-22-1)
• EPA Substance Registry System: N,N-Bis(2,6-diisopropylphenyl)ethylenediamine(134030-22-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 134030-22-1(Hazardous Substances Data)

Usage

General Description

N,N-Bis(2,6-diisopropylphenyl)ethylenediamine, also known as Neocuproine, is a chemical compound commonly used as a chelating agent in various chemical and biochemical processes. It is a bidentate ligand that forms stable complexes with metals such as copper, nickel, and cobalt. Neocuproine is often employed in analytical chemistry for the determination of metal ions, and it has also been used in the development of various pharmaceuticals and in catalytic processes. Its strong chelating properties make it useful in the extraction and separation of metals, as well as in the detection and quantification of metal ions in complex matrices. Additionally, it is known for its low toxicity and chemical stability, making it a versatile and valuable compound in various fields of science and industry.

InChI:InChI=1/C26H40N2/c1-17(2)21-11-9-12-22(18(3)4)25(21)27-15-16-28-26-23(19(5)6)13-10-14-24(26)20(7)8/h9-14,17-20,27-28H,15-16H2,1-8H3

Upstream product

• 74663-75-5 1,2-bis(2,6-diisopropylphenylimino)ethane 
• 74663-75-5 (1E,2E)-N¹,N²-bis(2,6-diisopropylphenyl)-ethane-1,2-diimine 
• 24544-04-5 2,6-diisopropylbenzenamine 
• 131543-46-9 Glyoxal 
• 28458-49-3 2-(2’,4’,6’-trimethylanilido)nitrobenzene 
• 88-05-1 2,4,6-trimethylaniline 
• 1227099-71-9 2,6-diisopropyl-N-(2-nitrophenyl) aniline 

Downstream Products

• 865620-21-9 1,3-bis(2,6-diisopropylphenyl)-2-(pentafluorophenyl)imidazolidine 
• 35681-38-0 1-(tert-butyl)-1H-benzimidazol-2-amine 
• 258278-25-0 1,3-bis(2,6-diisopropylphenyl)imidazolidinium chloride 

Relevant articles and documents

Isolation of a copper(I) triazolide: A "click" intermediate

(Figure Presented) Click snapshot: In an aprotic medium, a copper(I) triazolide complex is synthesized from a sterically hindered copper acetylide and an organoazide (see scheme: yellow Cu, blue N, dark gray C, gray H). This result provides direct evidence for such a complex, which had previously been hypothesized.

Hydrosilylation and Mukaiyama aldol-type reaction of quinolines and hydrosilylation of imines catalyzed by a mesoionic carbene-stabilized borenium ion

Aldimines and ketimines containing electron-donating and electron-withdrawing groups can be hydrosilylated with borenium catalysts at as low as 1 mol% catalyst loading at room temperature, providing the corresponding secondary amines in excellent yields. Reactions with 2-phenylquinoline gave the 1,4-hydrosilylquinoline product selectively which can be further functionalized in a one-pot synthesis to give unique γ-amino alcohol derivatives. Control experiments suggest that the borenium ion catalyzes both the hydrosilylation and subsequent addition to the aldehyde.

Synthesis of pentafluorobenzene-based NHC adducts and their catalytic activity in the microwave-assisted reactions of aldehydes

N-Heterocyclic carbenes (NHCs) have been widely used in organometallic chemistry as ligands, as well as standalone organocatalysts in various reactions, mostly using aromatic aldehydes as substrates. We have previously demonstrated the efficiency of azolium-2-carboxylate zwitterions in the hydroxymethylation of aldehydes, especially aliphatic aldehydes, under microwave irradiation. In the present work, we report a series of pentafluorobenzene-based NHC adducts and their efficiency in the hydroxymethylation and self-condensation of aliphatic and aromatic aldehydes using microwave irradiation. The free carbenes are released under the reaction conditions and 1,3-dimesityl-2-(perfluorophenyl)imidazolidine and 1,3-bis(2,6-dimethylphenyl)-2-(perfluorophenyl)imidazolidine proved to be the most potent precatalysts.

Mechanochemistry for facilitated access to N,N-diaryl NHC metal complexes

A user-friendly and solvent-free mechanosynthetic strategy allowed light-sensitive silver(i) complexes featuring N,N-diaryl N-heterocyclic carbenes (NHC), including challenging and sterically hindered ligands, to be yielded efficiently. The first transmet