2-Iodoimidazole

Base Information

• Chemical Name: 2-Iodoimidazole
• CAS No.: 3034-62-6
• Molecular Formula: C3H3IN2
• Molecular Weight: 193.975
• Hs Code.: 2933290090
• European Community (EC) Number: 627-466-3
• DSSTox Substance ID: DTXSID00378478
• Nikkaji Number: J1.859.061A
• Wikidata: Q72483668
• ChEMBL ID: CHEMBL4535440
• Mol file: 3034-62-6.mol

Synonyms:2-Iodoimidazole;2-iodo-1H-imidazole;3034-62-6;1H-Imidazole, 2-iodo-;iodoimidazole;MFCD00159701;2-Iodoimidazole, 97%;SCHEMBL8970;CHEMBL4535440;DTXSID00378478;MHHDMDLNVVCTAJ-UHFFFAOYSA-N;AKOS005255524;AB04195;AC-1054;PS-3338;A5590;AM20090422;CS-0188282;FT-0649157;EN300-128760;J-509701

Chemical Property of 2-Iodoimidazole

Chemical Property:

• Vapor Pressure: 0.0012mmHg at 25°C
• Melting Point: 182-186°C
• Boiling Point: 299.3°Cat760mmHg
• PKA: 11.46±0.10(Predicted)
• Flash Point: 134.8°C
• PSA: 28.68000
• Density: 2.335g/cm³
• LogP: 1.01430
• Storage Temp.: Keep Cold
• Sensitive.: Light Sensitive
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 193.93410
• Heavy Atom Count: 6
• Complexity: 48.1

Purity/Quality:

99%, ^*data from raw suppliers

2-Iodoimidazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CN=C(N1)I
• Uses: Reactant involved in:Alkylation leading to alkyl derivatives with antibacterial activityIodination of N-tritylimidazolePhotochemical intramolecular aromatic substitutionsSynthesis of cyclopentapyrazines using thermolysis

Technology Process of 2-Iodoimidazole

There total 5 articles about 2-Iodoimidazole 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: 88.0%

2-iodo-1-triphenylmethylimidazole (67478-46-0) → 2-iodo-1H-imidazole (3034-62-6)

Guidance literature:

With acetic acid; In water; for 5h; Heating;

DOI:10.1055/s-2007-965896

Reference yield: 72.0%

1H-imidazole (288-32-4) → 2-iodo-1H-imidazole (3034-62-6)

Guidance literature:

With iodine; periodic acid; In ethanol; for 0.166667h; microwave irradiation;

DOI:10.3390/10020401

Reference yield:

N-tritylimidazole (15469-97-3) → 2-iodo-1H-imidazole (3034-62-6)

Guidance literature:

With n-butyllithium; iodine; Multistep reaction; 1.) DME;

upstream raw materials:

N-tritylimidazole

2,4,5-triiodoimidazole

ethanol

1H-imidazole

Downstream raw materials:

4-[4-(2-iodo-1H-imidazol-1-yl)butyl]phenylacetic acid

2-iodo-1-(2-(trimethylsilyl)ethynyl)-1H-imidazole

2-iodo-1-(1-methyl-1-phenylethyl)-1H-imidazole

Refernces

• 1、 De Figueiredo, Renata Marcia,Thoret, Sylviane,Huet, Caroline,Dubois, Joelle. "Palladium-catalyzed intramolecular arylation of N-benzyl-2-iodoimidazoles: A facile and rapid access to 5H-imidazo[2,1-α]isoindoles". . p. 529 - 540. Retrieved 2007/12/29.
• 2、 Bond, Roy F.,Bredenkamp, Martin W.,Holzapfel, Cedric W.. "THE SYNTHESIS OF VIRIDAMINE, A PENICILLIUM VIRIDICATUM MYCOTOXIN". . p. 2551 - 2566. Retrieved 2007/10/02.