1,3-Bis(2,4,6-trimethylphenyl)imidazolinium chloride

Base Information

• Chemical Name: 1,3-Bis(2,4,6-trimethylphenyl)imidazolinium chloride
• CAS No.: 173035-10-4
• Molecular Formula: C21H27ClN2
• Molecular Weight: 342.912
• Hs Code.: 29332990
• European Community (EC) Number: 627-865-2
• DSSTox Substance ID: DTXSID40938277
• Mol file: 173035-10-4.mol

Synonyms:1,3-Bis(2,4,6-trimethylphenyl)imidazolinium chloride;1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride;MFCD09039279;1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride;1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-1-ium;chloride;SIMes.HCl;1,3-Dimesitylimidazolidinium chloride;C21H27ClN2;SCHEMBL442699;DTXSID40938277;COGMCBFILULEOS-UHFFFAOYSA-M;AKOS025213338;SC11711;AS-10095;SY020087;B3158;CS-0035217;A811480;1,3-dimesityl-4,5-dihydro-1H-imidazol-3-iumchloride;1,3-Bis-(2,4,6-trimethylphenyl)imidazolidinium chloride;1,3-Bis(2,4,6-trimethylphenyl)imidazolinium chloride, 95%;1,3-bis(2,4,6-trimethyl-phenyl)-4,5-dihydro-1h-imidazol-3-ium chloride;1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride;4,5-Dihydro-1,3-bis-(2,4,6-trimethylphenyl)-1H-imidazolinium chloride;1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-1-ium chloride;1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride;1,3-BIS(2,4,6-TRIMETHYLPHENYL)-IMIDAZOLIDINIUM-CHLORIDE;1,3-BIS-(2,4,6-TRIMETHYL-PHENYL)-IMIDAZOLIDIN-1-IUM CHLORIDE;1,3-DIMESITYLIMIDAZOLIDINE HYDROCHLORIDE;1,3-DIMESITYLIMIDAZOLIDINE, CHLORIDE SALT

Chemical Property of 1,3-Bis(2,4,6-trimethylphenyl)imidazolinium chloride

Chemical Property:

• Appearance/Colour: beige to pink-brown powder
• Melting Point: 280-286 °C
• PSA: 6.48000
• LogP: 5.75310
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: air sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 342.1862766
• Heavy Atom Count: 24
• Complexity: 379

Purity/Quality:

97% ^*data from raw suppliers

1,3-Bis-(2,4,6-trimethylphenyl)imidazolidiniumChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)N2CC[N+](=C2)C3=C(C=C(C=C3C)C)C)C.[Cl-]
• Uses: N-Heterocyclic Carbene Ligands Precursor to an N-heterocyclic carbene catalysts N-Heterocyclic Carbene Ligands Precursor to an N-heterocyclic carbene catalysts used for: A regioselective cycloadditon of terminal acetylenes with azides leading to 1,4-disubstitutedtriazoles. Internal acetylenes can also be used with this catalyst.Markovnikov-type hydration of terminal alkynesHydrosilylation of ketones and cycloaddition of azides and alkynesSuzuki-Miyaura reactionsLuminescence experiments

Technology Process of 1,3-Bis(2,4,6-trimethylphenyl)imidazolinium chloride

There total 21 articles about 1,3-Bis(2,4,6-trimethylphenyl)imidazolinium chloride 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: 97.0%

orthoformic acid triethyl ester (122-51-0) + N1,N2-dimesitylethane-1,2-diaminium chloride (258278-23-8) → 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride (173035-10-4)

Guidance literature:

at 145 ℃; for 0.0833333h; microwave irradiation;

DOI:10.1055/s-2006-932455

Reference yield: 97.0%

orthoformic acid triethyl ester (122-51-0) + N,N'-dimesityl-1,2-ethanediamine (134030-21-0) → 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride (173035-10-4)

Guidance literature:

With ammonium chloride; at 110 ℃; for 1.5h;

DOI:10.1021/jo702720a

Reference yield: 92.0%

N,N'-dimesityl-4,5-dihydro-1H-imidazolium tetrafluoroborate → 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride (173035-10-4)

Guidance literature:

With Dowex 1x4-50 anion exchange resin, chloride form; In methanol; water;

DOI:10.1039/c0cc03367g

upstream raw materials:

dichloromethane

1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene

orthoformic acid triethyl ester

N¹,N²-dimesitylethane-1,2-diaminium chloride

Downstream raw materials:

1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene

1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene

2-methoxy-1,3-bis[(2,4,6-trimethyl)phenyl]imidazolidine

2-ethoxy-1,3-bis[(2,4,6-trimethyl)phenyl]imidazolidine