1,1'-Oxalyldiimidazole

Base Information

• Chemical Name: 1,1'-Oxalyldiimidazole
• CAS No.: 18637-83-7
• Molecular Formula: C8H6 N4 O2
• Molecular Weight: 190.161
• Hs Code.: 2933290090
• European Community (EC) Number: 627-917-4
• NSC Number: 299886
• DSSTox Substance ID: DTXSID20171887
• Nikkaji Number: J208.825H
• Wikidata: Q83042038
• Mol file: 18637-83-7.mol

Synonyms:1,1'-oxalyldiimidazole

Chemical Property of 1,1'-Oxalyldiimidazole

Chemical Property:

• Melting Point: 114-116 °C(lit.)
• Boiling Point: 441.4°Cat760mmHg
• PKA: 1.92±0.10(Predicted)
• Flash Point: 220.7°C
• PSA: 69.78000
• Density: 1.46g/cm³
• LogP: 0.06020
• Storage Temp.: Refrigerator
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 190.04907545
• Heavy Atom Count: 14
• Complexity: 230

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,1''-Oxalyldiimidazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 21/22-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CN(C=N1)C(=O)C(=O)N2C=CN=C2

Technology Process of 1,1'-Oxalyldiimidazole

There total 11 articles about 1,1'-Oxalyldiimidazole 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%

oxalyl dichloride (79-37-8) + 1-(Trimethylsilyl)imidazole (18156-74-6) → 1,1'-oxalyldiimidazole (18637-83-7)

Guidance literature:

In benzene; at 25 ℃; for 81h;

DOI:10.1246/cl.1983.1819

Reference yield:

Imidazol-1-yl-oxo-acetic acid 4-nitro-phenyl ester → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 1,1'-oxalyldiimidazole (18637-83-7)

Guidance literature:

With water; In acetonitrile; at 25.1 ℃; Rate constant; Mechanism;

Reference yield:

1H-imidazole (288-32-4) + bis(2,4,6-trichlorophenyl) oxalate (1165-91-9) → 1,1'-oxalyldiimidazole (18637-83-7) + 2,4,6-Trichlorophenol (88-06-2,67471-29-8)

Guidance literature:

In acetonitrile; at 5.8 - 44.7 ℃; Rate constant; Kinetics; Mechanism; stoped-flow technique; kinetics and mechanism of the nucleophilic substitution reaction; activation energy; spectral study; effect of imidazole concentraton on rate constant; effect of triethylamine;

DOI:10.1021/jo951627g

upstream raw materials:

1H-imidazole

oxalyl dichloride

1-(diphenylphosphinoyl)imidazole

diphenyl (1H-imidazol-1-yl)phosphonate

Downstream raw materials:

1-(2-furoyl)-imidazole

4-(methylbenzoyl)imidazoline

1,2-bis(2-methylphenyl)-1,2-ethanedione

3-hydroxy-4-(4'-methoxyphenyl)-6-(4''-methoxyphenyl)methyl-2H-pyran-2,5(6H)-dione

Refernces

• 1、 Hadd, Andrew G.,Birks, John W.. "Kinetics and mechanism of the nucleophilic substitution reaction of imidazole with bis(2,4,6-trichlorophenyl) oxalate and bis(2,4-dinitrophenyl) oxalate". . p. 2657 - 2663. Retrieved 1996.
• 2、 Lee, Ji Hoon,Rock, James C.,Park, Seung Bum,Schlautman, Mark A.,Carraway, Elizabeth R.. "Study of the characteristics of three high-energy intermediates generated in peroxyoxalate chemiluminescence (PO-CL) reactions". . p. 802 - 809. Retrieved 2002.