N1,N2-Dimesitylethane-1,2-diamine

Base Information

• Chemical Name: N1,N2-Dimesitylethane-1,2-diamine
• CAS No.: 134030-21-0
• Molecular Formula: C20H28N2
• Molecular Weight: 296.456
• Hs Code.: 2921290000
• European Community (EC) Number: 878-578-6
• DSSTox Substance ID: DTXSID10420139
• Nikkaji Number: J1.444.879I
• Wikidata: Q72447455
• Mol file: 134030-21-0.mol

Synonyms:134030-21-0;N1,N2-Dimesitylethane-1,2-diamine;N,N'-Bis(2,4,6-trimethylphenyl)ethylenediamine;N,N'-bis(2,4,6-trimethylphenyl)ethane-1,2-diamine;C20H28N2;MFCD16877211;UPCMLD00WV-78;N1,N2-Dimesityl-1,2-ethanediamine;N,N'-Dimesitylethylenediamine;SCHEMBL2756366;DTXSID10420139;AKOS005305484;AC-9499;DS-16659;SY025268;BB 0263002;CS-0085869;D5643;FT-0752392;F10258;?N,N'-Bis(2,4,6-trimethylphenyl)ethylenediamine;A887973;N,N/'-Bis(2,4,6-trimethylphenyl)ethylenediamine;N,N/'-Bis(2,4,6-trimethylphenyl)ethane-1,2-diamine;N~1~,N~2~-Bis(2,4,6-trimethylphenyl)ethane-1,2-diamine

Chemical Property of N1,N2-Dimesitylethane-1,2-diamine

Chemical Property:

• Boiling Point: 471.5oC at 760 mmHg
• PKA: 5.28±0.50(Predicted)
• Flash Point: 289.4oC
• PSA: 24.06000
• Density: 1.033
• LogP: 5.20700
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 296.225248902
• Heavy Atom Count: 22
• Complexity: 274

Purity/Quality:

98% ^*data from raw suppliers

N,N''-Bis(2,4,6-trimethylphenyl)ethane-1,2-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)NCCNC2=C(C=C(C=C2C)C)C)C
• Use Description: N,N'-Bis(2,4,6-trimethylphenyl)ethylenediamine, a chemical compound, has applications in various fields. In the field of organic chemistry and synthesis, it serves as a valuable ligand or reagent in the development of asymmetric catalysts for enantioselective reactions. Its unique chemical structure, with bulky substituents, makes it valuable in promoting stereochemistry control in chemical reactions, particularly those involving chiral molecules. This is vital in the production of optically pure compounds used in pharmaceuticals and agrochemicals. In the field of polymer science, it can be employed as a stabilizer or antioxidant to improve the longevity and performance of polymers and plastics. Its significance varies within these fields, but it consistently plays a pivotal role in advancing enantioselective synthesis, catalyst development, and materials innovation across diverse scientific and industrial applications.

Technology Process of N1,N2-Dimesitylethane-1,2-diamine

There total 11 articles about N1,N2-Dimesitylethane-1,2-diamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

N,N'-bis(2,4,6-trimethylphenyl)ethanediimine (56222-36-7) → N,N'-dimesityl-1,2-ethanediamine (134030-21-0)

Guidance literature:

With hydrogen; tris(pentafluorophenyl)borane; In ⁽²⁾H₈-toluene; at 120 ℃; for 24h; under 3040.2 Torr;

DOI:10.1021/ic200663v

Reference yield: 95.0%

(E,E)-N1,N2-bis(2,4,6-trimethylphenyl)ethane-1,2-diimine (56222-36-7) → N,N'-dimesityl-1,2-ethanediamine (134030-21-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃;

DOI:10.1039/b801684d

Reference yield: 75.0%

N,N′-bis(2,4,6-trimethylphenyl)oxalamide (91325-46-1) → N,N'-dimesityl-1,2-ethanediamine (134030-21-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 120 ℃; for 1.5h; Microwave irradiation;

DOI:10.1039/c4ra06128d

upstream raw materials:

N,N'-bis(2,4,6-trimethylphenyl)ethanediimine

(E,E)-N¹,N²-bis(2,4,6-trimethylphenyl)ethane-1,2-diimine

2,4,6-trimethylaniline

2,4,6-trimethylphenyl bromide

Downstream raw materials:

(C₂H₄N₂(2,4,6-Me₃C₆H₂)2)BBr

Refernces

• 1、 Peeck, Lars H.,Leuthaeusser, Steffen,Plenio, Herbert. "Switched stereocontrol in Grubbs - Hoveyda complex catalyzed ROMP utilizing proton-switched NHC ligands". . p. 4339 - 4345. Retrieved 2010.
• 2、 Pattenaude, Scott A.,Mullane, Kimberly C.,Schelter, Eric J.,Ferrier, Maryline G.,Stein, Benjamin W.,Bone, Sharon E.,Lezama Pacheco, Juan S.,Kozimor, Stosh A.,Fanwick, Phillip E.,Zeller, Matthias,Bart, Suzanne C.. "Redox-Active vs Redox-Innocent: A Comparison of Uranium Complexes Containing Diamine Ligands". . p. 6530 - 6539. Retrieved 2018.
• 3、 Sevincek, Resul,Tuerkmen, Hayati,Ayguen, Muhittin,Cetinkaya, Bekir,Garcia-Granda, Santiago. "trans-[1,3-Bis(2,4,6-trimethyl-phenyl)-imidazolidin-2-yl-idene] -dichlorido(triphenyl-phosphine-P)palladium(II)". . p. m277-m279. Retrieved 2007.
• 4、 Bestvater, Brian P.,Clarke, Joshua J.,Crudden, Cathleen M.,DeJesus, Joseph F.,Devaraj, Karthik,Eisenberger, Patrick,Kojima, Ryoto. "Hydrosilylation and Mukaiyama aldol-type reaction of quinolines and hydrosilylation of imines catalyzed by a mesoionic carbene-stabilized borenium ion". . p. 6786 - 6791. Retrieved 2021/08/20.
• 5、 -. "N-heterocyclic carbene ruthenium catalyst containing electron donating group and preparation method of N-heterocyclic carbene ruthenium catalyst". Paragraph 0102; 0103; 0105; 0106. . Retrieved 2018/03/28.