1,3-Dimethylimidazolium-2-carboxylate

Base Information

• Chemical Name: 1,3-Dimethylimidazolium-2-carboxylate
• CAS No.: 536755-29-0
• Molecular Formula: C6H8N2O2
• Molecular Weight: 140.142
• Hs Code.: 2933290090
• European Community (EC) Number: 626-802-6
• DSSTox Substance ID: DTXSID00467811
• Nikkaji Number: J1.857.352K
• Wikidata: Q82294888
• Mol file: 536755-29-0.mol

Synonyms:1,3-dimethylimidazolium-2-carboxylate

Chemical Property of 1,3-Dimethylimidazolium-2-carboxylate

Chemical Property:

• Melting Point: 221-225 °C
• PSA: 48.94000
• LogP: -1.78690
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 140.058577502
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

1,3-Dimethylimidazolium-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-36/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1C=C[N+](=C1C(=O)[O-])C

Technology Process of 1,3-Dimethylimidazolium-2-carboxylate

There total 9 articles about 1,3-Dimethylimidazolium-2-carboxylate 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: 92.0%

1-methyl-1H-imidazole (616-47-7) + carbonic acid dimethyl ester (616-38-6) → N,N'-dimethylimidazolium-2-carboxylate (536755-29-0)

Guidance literature:

at 80 - 90 ℃; Neat (no solvent);

DOI:10.1016/j.jorganchem.2010.11.017

Reference yield: 92.0%

carbon dioxide (124-38-9,18923-20-1) + 1,3-dimethylimidazolim iodide (4333-62-4) → N,N'-dimethylimidazolium-2-carboxylate (536755-29-0)

Guidance literature:

1,3-dimethylimidazolim iodide; With potassium hexamethylsilazane; In toluene; at 23 ℃; for 16h;

carbon dioxide; In toluene; for 1h; under 760.051 Torr;

DOI:10.1002/adsc.201500941

Reference yield: 90.0%

2-ethoxycarbonyl-1,3-dimethylimidazolium hydrogensulfate (1035441-79-2) → N,N'-dimethylimidazolium-2-carboxylate (536755-29-0)

Guidance literature:

With sulfuric acid; for 5h; Heating;

DOI:10.1039/b716508k

upstream raw materials:

1-methyl-1H-imidazole

carbonic acid dimethyl ester

carbon dioxide

1,3-dimethylimidazolium chloride

Downstream raw materials:

1,3-dimethylimidazolium-2-N-(p-chlorophenyl)amidate

1,3-dimethylimidazolium-2-N-(3,5-dichlorophenyl)thioamidate

Refernces

• 1、 Holbrey, John D.,Reichert, W. Matthew,Tkatchenko, Igor,Bouajila, Ezzedine,Walter, Olaf,Tommasi, Immacolata,Rogers, Robin D.. "1,3-Dimethylimidazolium-2-carboxylate: The unexpected synthesis of an ionic liquid precursor and carbene-CO2 adduct". . p. 28 - 29. Retrieved 2003.
• 2、 Ding, Yi-Fan,Yang, Chi-Yuan,Huang, Chun-Xi,Lu, Yang,Yao, Ze-Fan,Pan, Chen-Kai,Wang, Jie-Yu,Pei, Jian. "Thermally Activated n-Doping of Organic Semiconductors Achieved by N-Heterocyclic Carbene Based Dopant". . p. 5816 - 5820. Retrieved 2021.
• 3、 Cheng, Weiguo,Dong, Li,Fu, Mengqian,Su, Qian,Tan, Xin,Yao, Xiaoqian,Ying, Ting,Zhang, Suojiang. "Sterically controlling 2-carboxylated imidazolium salts for one-step efficient hydration of epoxides into 1,2-diols". . p. 2992 - 3000. Retrieved 2021/05/07.