2-Chloro-1,3-dimethylimidazolinium chloride

Base Information

• Chemical Name: 2-Chloro-1,3-dimethylimidazolinium chloride
• CAS No.: 37091-73-9
• Molecular Formula: C5H10Cl2N2
• Molecular Weight: 169.054
• Hs Code.: 29332900
• European Community (EC) Number: 629-540-0
• UNII: 56KA2A1U1D
• DSSTox Substance ID: DTXSID60958250
• Wikidata: Q27261414
• Mol file: 37091-73-9.mol

Synonyms:2-Chloro-1,3-dimethylimidazolinium chloride;37091-73-9;Dmc [MI];MFCD09039290;UNII-56KA2A1U1D;56KA2A1U1D;2-Chloro-1,3-dimethyl-4,5-dihydro-1H-imidazol-3-ium chloride;2-chloro-1,3-dimethyl-4,5-dihydroimidazol-1-ium;chloride;2-Chloro-1,3-dimethyl-4,5-dihydro-3H-imidazol-1-ium chloride;1H-Imidazolium, 2-chloro-4,5-dihydro-1,3-dimethyl-, chloride (1:1);2-Chloro-1,3-dimethylimidazolinium Chloride (90per cent);2-Chloro-1,3-dimethylimidazolidiniumchloride;SCHEMBL265339;DTXSID60958250;AEBBXVHGVADBHA-UHFFFAOYSA-M;AKOS015898276;CS-W008012;AS-10274;SY017259;2-chloro-1,3-dimethylimidazoliniumchloride;C1639;FT-0611682;EN300-310979;J-508595;Q27261414;2-chloro-1,3-dimethyl-4,5-dihydro-3H-imidazolium chloride;2-chloro-1,3-dimethyl-4,5-dihydroimidazol-1-ium chloride;2-Chloro-4,5-dihydro-1,3-dimethyl-1H-imidazolium chloride (1:1)

Chemical Property of 2-Chloro-1,3-dimethylimidazolinium chloride

Chemical Property:

• Appearance/Colour: Yellow powder
• Melting Point: 133-140 °C(lit.)
• PSA: 6.25000
• LogP: -2.93040
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Methanol, Water
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 168.0221037
• Heavy Atom Count: 9
• Complexity: 115

Purity/Quality:

98% ^*data from raw suppliers

2-Chloro-1,3-dimethylimidazoliniumChloride(90%) ^*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

Useful:

• Canonical SMILES: CN1CC[N+](=C1Cl)C.[Cl-]
• Description: 2-Chloro-1,3-dimethylimidazolidinium chloride has various applications including being used as activating agent in total synthesis of macroviracin A, cycloviracin B1 and cyclic silanes; used as reagent for synthesis of tagged glucose as an intermediate in the synthesis of branched oligosaccharides; used as fluorescent chemosensors; 1,2-Diamines as inhibitors of co-activator associated arginine methyltransferase 1; used as allosteric glucokinase activators; as reactant for synthesis of organic azides from primary amines and for aza-Henry reactions1. It can act as a powerful dehydrating agent, replacing DCC under nearly neutral conditions, and has application for the construction of heterocycles2. Moreover, it can be used for one-pot synthesis of 2-aminobenzimidazoles3. It is also applicable to chlorination, oxidation, reduction, and rearrangement under nearly neutral conditions4.
• Uses: Used in the one-pot synthesis of 2-aminobenzimidazoles. Reagent for synthesis of: Tagged glucose as an intermediate in the synthesis of branched oligosaccharides Fluorescent chemosensors 1,2-Diamines as inhibitors of co-activator associated arginine methyltransferase 1 Allosteric glucokinase activatorsReactant for synthesis of: Organic azides from primary aminesReagent for aza-Henry reactions

Technology Process of 2-Chloro-1,3-dimethylimidazolinium chloride

There total 8 articles about 2-Chloro-1,3-dimethylimidazolinium 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: 59.0%

tris(2,3,4,6-tetramethylphenyl)chlorogermane (90753-14-3) + 1,1',3,3'-tetramethyl-2,2'-biimidazolidinylidene (1911-01-9) → hexakis(2,3,4,6-tetramethylphenyl)digermane (90753-01-8) + 2-chloro-1,3-dimethylimidazolinium chloride (37091-73-9)

Guidance literature:

In toluene; Irradiation (UV/VIS); a soln. of chlorogermane and diimidazolidine irradiating for 20 h at -55°C, cold MeOH adding, digermane ppt. sepg., washing with cold MeOH under Ar, drying in vacuo at room temp.; identified by elem. anal., IR, UV, NMR and mass spectra;

DOI:10.1016/0022-328X(84)85144-X

Reference yield: 58.0%

tris(3,5-di-t-butylphenyl)bromogermane + 1,1',3,3'-tetramethyl-2,2'-biimidazolidinylidene (1911-01-9) → hexakis(3,5-di-t-butylphenyl)digermane (90752-99-1) + 2-chloro-1,3-dimethylimidazolinium chloride (37091-73-9)

Guidance literature:

In toluene; Irradiation (UV/VIS); a soln. of chlorogermane and diimidazolidine irradiating for 20 h at -60°C, cold MeOH adding, digermane ppt. sepg., washing with cold MeOH under Ar, drying in vacuo at room temp.; identified by elem. anal., IR, NMR and mass spectra;

DOI:10.1016/0022-328X(84)85144-X

Reference yield: 52.0%

1,1',3,3'-tetramethyl-2,2'-biimidazolidinylidene (1911-01-9) → 2-chloro-1,3-dimethylimidazolinium chloride (37091-73-9) + hexamesityldisilane (82464-49-1)

Guidance literature:

With Mes₃SiCl; In toluene; at -60 ℃; for 16h; Irradiation;

DOI:10.1016/0022-328X(84)85144-X

upstream raw materials:

1,1',3,3'-tetramethyl-2,2'-biimidazolidinylidene

SiCl(2,4,6-trimethylphenyl)3

chlorotri(2,4,6-trimethylphenyl)germane

tris(2,6-dimethylphenyl)chlorogermane