Imidazole-d4

Base Information

• Chemical Name: Imidazole-d4
• CAS No.: 6923-01-9
• Molecular Formula: C3H4N2
• Molecular Weight: 68.08
• European Community (EC) Number: 693-096-4
• DSSTox Substance ID: DTXSID60470780
• Nikkaji Number: J1.402.361E
• Wikidata: Q72482265
• Mol file: 6923-01-9.mol

Synonyms:Imidazole-d4;6923-01-9;1,2,4,5-tetradeuterioimidazole;Imidazole-d4, 95 atom % D;Imidazole-d4, 98 atom % D;HY-D0837S;DTXSID60470780;1,2,4,5-tet-radeuterioimidazole;AKOS015913565;CS-0542610;D98698

Chemical Property of Imidazole-d4

Chemical Property:

• Vapor Pressure: 0.024mmHg at 25°C
• Melting Point: 89-91 °C(lit.)
• Refractive Index: 1.528
• Boiling Point: 257 °C at 760 mmHg
• PKA: 6.953(at 25℃)
• Flash Point: 145 °C
• PSA: 28.68000
• Density: 1.182 g/cm³
• LogP: 0.40970
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 72.062555120
• Heavy Atom Count: 5
• Complexity: 28.1

Purity/Quality:

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

Imidazole-d4 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,T
• Statements: 22-34-61
• Safety Statements: 22-26-36/37/39-45-53

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CN=CN1
• Isomeric SMILES: [2H]C1=C(N(C(=N1)[2H])[2H])[2H]
• Uses: Imidazole-d4 is a labelled imidazole, a versatile heterocycle used in the preparation of various biologically active compounds such as the amino acid histidine and is present in many antifungal medication. It is also used extensively as a corrosion inhibitor on transition metals such as copper. Imidazole-d4 may be used in the synthesis of 1-ethylimidazole-d8 by reacting with ethyl iodide-d5 and 1-butylimidazole-d12 by reacting with butyl iodide-d9. These compounds form the precursors for the preparation of perdeuterated cellulose solvents, 1-ethyl-3-methylimidazolium acetate (EMIM-OAc-d14) and 1-butyl-3-methylimidazolium acetate (BMIM-OAc-d18).

Technology Process of Imidazole-d4

There total 2 articles about Imidazole-d4 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: 99.0%

1H-imidazole (288-32-4) → 1,2,4,5-deuterated imidazole (6923-01-9,17334-05-3)

Guidance literature:

With water-d2; aluminium; platinum on carbon; at 200 ℃; for 1h; Microwave irradiation;

Reference yield:

1H-imidazole (288-32-4) → 1,2,4,5-deuterated imidazole (6923-01-9,17334-05-3) + 1,2-Dideutero-imidazol (17334-05-3) + imidazole-2,5-d2 (17334-05-3)

Guidance literature:

With water-d2; at 250 ℃; for 36h;

DOI:10.1016/0584-8539(94)E0073-J

Reference yield: 72.0%

1,2,4,5-deuterated imidazole (6923-01-9,17334-05-3) + [bis(acetoxy)iodo]benzene (3240-34-4) → C11H9(2)H2IN2O2

Guidance literature:

In methanol; at 20 ℃; for 16h;

DOI:10.1002/anie.201602569

upstream raw materials:

1H-imidazole

Downstream raw materials:

4,5-dideuterio-1H-imidazole

(2,4,5-d3)imidazole

[(5,10,15,20-tetraphenylchlorin^(2-))Fe(imidazole-d4)2]Cl

Refernces

• 1、 Flakus, Henryk T.,Michta, Anna. "Strong coupling effects in the polarized IR spectra of the chain hydrogen bond systems in imidazole crystals: H/D isotopic 'self-organization' effects in the IR spectra of isotopically diluted imidazole single crystals". . p. 17 - 31. Retrieved 2007/10/03.
• 2、 Hashimoto, Shinji,Ono, Kunio,Takeuchi, Hideo,Harada, Issei. "Vibrational analysis of the imidazolate ring". . p. 1647 - 1660. Retrieved 2007/10/02.