1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride

Base Information

• Chemical Name: 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride
• CAS No.: 250285-32-6
• Molecular Formula: C27H37ClN2
• Molecular Weight: 425.057
• Hs Code.: 29332900
• European Community (EC) Number: 627-434-9
• DSSTox Substance ID: DTXSID40370572
• Mol file: 250285-32-6.mol

Synonyms:250285-32-6;1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride;1,3-bis(2,6-diisopropylphenyl)-1h-imidazol-3-ium chloride;1,3-Bis(2,6-di-i-propylphenyl)imidazolium chloride;MFCD02684545;2,5-Bis(2,6-diisopropylphenyl)imidazolium chloride;1,3-Bis[2,6-bis(1-methylethyl)phenyl]-1H-imidazolium chloride;1,3-bis[2,6-di(propan-2-yl)phenyl]imidazol-1-ium;chloride;1 pound not3-bis(2 pound not6-diisopropylphenyl)imidazolium chloride;1,3-bis[2,6-bis(propan-2-yl)phenyl]-3H-1lambda5-imidazol-1-ylium chloride;1,3-bis[2,6-diisopropylphenyl]imidazolium chloride;C27H37ClN2;SCHEMBL360316;YSZC1308;1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, 97%;DTXSID40370572;AVJBQMXODCVJCJ-UHFFFAOYSA-M;1,3-Bis-(2,6-diisopropyl-phenyl)-3H-imidazol-1-ium chloride;AMY14361;AKOS015909582;AB12644;CS-W001127;DS-1503;SC11683;SY009873;D3611;FT-0647536;EN300-264573;1,3-Bis(2,6-diisopropylphenyl)imidazoliumchloride;A817614;1,3 Bis(2,6-di-i-propylphenyl)imidazolium chloride;J-503876;N,N'-bis(2,6-diisopropylphenyl)imidazolium chloride;1,3-Bis(2,6-di-i-propylphenyl)-imidazolium chloride;1,3-bis(2,6-di-iso-propylphenyl)imidazolium chloride;1,3-Bis(2,6-diisopropylphenyl)imidazol-1-ium chloride;Z1741968357;1,3-bis(2,6-diisopropylphenyl)-1H-imidazole-3-ium chloride;1,3-bis[2,6-di(propan-2-yl)phenyl]imidazol-1-ium,chloride;1,3-bis[2,6-bis(propan-2-yl)phenyl]-3h-1|E?-imidazol-1-ylium chloride

Chemical Property of 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride

Chemical Property:

• Appearance/Colour: White, off-white or tan powder
• Melting Point: 278 °C (dec.)(lit.)
• PSA: 8.81000
• LogP: 4.25160
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic
• Water Solubility.: Slightly soluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 424.2645269
• Heavy Atom Count: 30
• Complexity: 421

Purity/Quality:

99% ^*data from raw suppliers

1,3-Bis(2,6-diisopropylphenyl)imidazolium Chloride ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)C1=C(C(=CC=C1)C(C)C)N2C=C[N+](=C2)C3=C(C=CC=C3C(C)C)C(C)C.[Cl-]
• Uses: 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is also used in organic synthesis, as well as a pharmaceutical intermediate. 1,3-Bis(2,6-diisopropylphenyl)imidazolium Chloride is used as a reagent in the synthesis of NHC Copper(I) complexes bearing dipyridylamine ligands which exhibit interesting luminescent properties and are potential candidates for organic light-emitting diode applications. 1,3-Bis(2,6-diisopropylphenyl)imidazolium Chloride is also used as a reagent in the synthesis of 5,6-Dimethyl-9-oxo-9H-xanthene-4-acetic Acid Methyl Ester (D476595); the methyl ester derivative of the drug Vadimezan (V084950).

Technology Process of 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride

There total 29 articles about 1,3-Bis(2,6-diisopropylphenyl)imidazolium 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: 100.0%

C34H50Cl2N4Pd (1207373-09-8) → 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride (250285-32-6)

Guidance literature:

With trifluoroacetic acid; In chloroform-d1; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ic9025188

Reference yield: 97.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1,2-bis(2,6-diisopropylphenylimino)ethane (74663-75-5,134750-23-5) → 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride (250285-32-6)

Guidance literature:

With chloro-trimethyl-silane; In ethyl acetate; at 70 ℃; for 2h;

DOI:10.1002/adsc.201500941

Reference yield: 94.0%

1,2-bis(2,6-diisopropylphenylimino)ethane (74663-75-5,134750-23-5) + ethyl chloromethyl ether (3188-13-4) → 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride (250285-32-6)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 24h; Molecular sieve; Inert atmosphere;

DOI:10.1039/c0cc03367g

upstream raw materials:

1,2-bis(2,6-diisopropylphenylimino)ethane

ethyl chloromethyl ether

formaldehyd

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

Downstream raw materials:

chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I)

(η5-cyclopentadienyl)(1,3-bis(2,6-diisopropylphenyl)imidazole-2-ylidene)chloronickel(II)

1,3-bis(2,6-diisopropylphenyl)imidazolium-2-dithiocarboxylate

1,3-bis-(2,6-diisopropylphenyl)-2-(2-oxiranylethylidene)-2,3-dihydro-1H-imidazole

Refernces

• 1、 Schwedtmann, Kai,Holthausen, Michael H.,Feldmann, Kai-Oliver,Weigand, Jan J.. "NHC-mediated synthesis of an asymmetric, cationic phosphoranide, a phosphanide, and coinage-metal phosphanido complexes". . p. 14204 - 14208. Retrieved 2013.
• 2、 Khazipov, Oleg V.,Shevchenko, Maxim A.,Chernenko, Andrey Yu.,Astakhov, Alexander V.,Pasyukov, Dmitry V.,Eremin, Dmitry B.,Zubavichus, Yan V.,Khrustalev, Victor N.,Chernyshev, Victor M.,Ananikov, Valentine P.. "Fast and Slow Release of Catalytically Active Species in Metal/NHC Systems Induced by Aliphatic Amines". . p. 1483 - 1492. Retrieved 2018.
• 3、 -. "Preparation method of NHC-PdCl2-3-chloropyridine complex". Paragraph 0029; 0033-0035; 0041-0042; 0043-0044; 0045-0046. . Retrieved 2021/05/08.
• 4、 -. "Iron-based compound as well as preparation method and application thereof". Paragraph 0032 0039; 0042; 0045; 0048; 0051; 0054; 0057;.... . Retrieved 2021/08/21.