2-Ethynyl-1-methyl-1h-imidazole

Base Information

• Chemical Name: 2-Ethynyl-1-methyl-1h-imidazole
• CAS No.: 37067-93-9
• Molecular Formula: C6H6 N2
• Molecular Weight: 106.12524
• Hs Code.: 2933290090
• European Community (EC) Number: 831-594-7
• DSSTox Substance ID: DTXSID80500992
• Nikkaji Number: J2.425.945E
• Wikidata: Q82353062
• Mol file: 37067-93-9.mol

Synonyms:2-ethynyl-1-methyl-1h-imidazole;37067-93-9;2-Ethynyl-1-methylimidazole;1-METHYL-2-ETHYNYL-IMIDAZOLE;ethynyl-N-methylimidazole;SCHEMBL3062065;DTXSID80500992;AKOS010651487;CS-0107198;D76704;EN300-139702;A1-15003

Chemical Property of 2-Ethynyl-1-methyl-1h-imidazole

Chemical Property:

• Boiling Point: 216.4±23.0 °C(Predicted)
• PKA: 5.37±0.25(Predicted)
• PSA: 17.82000
• Density: 0.93±0.1 g/cm3(Predicted)
• LogP: 0.40140
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 106.053098200
• Heavy Atom Count: 8
• Complexity: 122

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-ethynyl-1-methyl-1H-imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=CN=C1C#C

Technology Process of 2-Ethynyl-1-methyl-1h-imidazole

There total 5 articles about 2-Ethynyl-1-methyl-1h-imidazole 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: 93.0%

2-(trimethylsilyl)ethynyl-1-methylimidazole (115563-50-3) → 2-ethynyl-1-methyl-1H-imidazole (37067-93-9)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 0.25h;

DOI:10.1039/c5cc09571a

Reference yield: 58.0%

dimethyl 1-(1-diazo-2-oxopropyl)phosphonate (90965-06-3) + N-methyl-2-imidazolcarboxaldehyde (13750-81-7) → 2-ethynyl-1-methyl-1H-imidazole (37067-93-9)

Guidance literature:

With methanol; potassium carbonate; at 20 ℃; for 3h;

Reference yield:

1-methyl-2-((triisopropylsilyl)ethynyl)-1H-imidazole → 2-ethynyl-1-methyl-1H-imidazole (37067-93-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1039/c8cc01652f

upstream raw materials:

2-(trimethylsilyl)ethynyl-1-methylimidazole

dimethyl 1-(1-diazo-2-oxopropyl)phosphonate

N-methyl-2-imidazolcarboxaldehyde

Downstream raw materials:

(R)-tert-butyl (4-(4-(1-methyl-1H-imidazol-2-yl)-1H-1,2,3-triazol-1-yl)-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate

1,4-bis(1-methylimidazol-2-ylethynyl)benzene

Refernces

• 1、 Zou, Chao,Lin, Jinqiang,Suo, Sa,Xie, Mo,Chang, Xiaoyong,Lu, Wei. "Palladium(ii) N-heterocyclic allenylidene complexes with extended intercationic Pd?Pd interactions and MMLCT phosphorescence". supporting information. p. 5319 - 5322. Retrieved 2018/06/01.
• 2、 Waidmann, Thomas,Fritsch, Nico,Tucher, Johannes,Rudolf, Marc,Glaser, Felix,Guldi, Dirk M.,Burzlaff, Nicolai. "Battlement-shaped 1D coordination polymer based on a bis(N-methylimidazole- 2-yl)butadiyne ligand". . p. 10157 - 10160. Retrieved 2013/12/04.