2-Bromo-4,5-dichloro-1H-imidazole

Base Information

• Chemical Name: 2-Bromo-4,5-dichloro-1H-imidazole
• CAS No.: 16076-27-0
• Molecular Formula: C3HBrCl2N2
• Molecular Weight: 215.864
• Hs Code.: 2933290090
• European Community (EC) Number: 624-543-3
• NSC Number: 226574
• UNII: W4VL672K4J
• DSSTox Substance ID: DTXSID80166976
• Nikkaji Number: J86.804C
• Wikidata: Q72454121
• ChEMBL ID: CHEMBL360417
• Mol file: 16076-27-0.mol

Synonyms:2-Bromo-4,5-dichloro-1H-imidazole;16076-27-0;2-Bromo-4,5-dichloroimidazole;1H-Imidazole, 2-bromo-4,5-dichloro-;Imidazole, 2-bromo-4,5-dichloro-;NSC 226574;BRN 0606732;W4VL672K4J;NSC-226574;5-23-04-00463 (Beilstein Handbook Reference);C3HBrCl2N2;2-bromo-4,5-dichloro-imidazole;NSC226574;Imidazole,5-dichloro-;1H-Imidazole,5-dichloro-;C3-H-Br-Cl2-N2;UNII-W4VL672K4J;SCHEMBL189428;CHEMBL360417;DTXSID80166976;BBL028126;MFCD00067894;STL255815;AKOS015901718;2-Bromo-4,5-dichloroimidazole, 96%;PS-5053;LS-78090;A3559;FT-0611427;H10507;W-205866;4,5-dichloro-1h-imidazole-2-carboxylic acid ethyl ester

Chemical Property of 2-Bromo-4,5-dichloro-1H-imidazole

Chemical Property:

• Appearance/Colour: white crystal or powder
• Vapor Pressure: 4.29E-05mmHg at 25°C
• Melting Point: 215-216 °C
• Refractive Index: 1.636
• Boiling Point: 350.788 °C at 760 mmHg
• PKA: 6.32±0.10(Predicted)
• Flash Point: 165.951 °C
• PSA: 28.68000
• Density: 2.136 g/cm³
• LogP: 2.47900
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 213.87002
• Heavy Atom Count: 8
• Complexity: 91.4

Purity/Quality:

98%min ^*data from raw suppliers

2-Bromo-4,5-dichloro-1h-imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1(=C(N=C(N1)Br)Cl)Cl
• Uses: 2-Bromo-4,5-dichloroimidazole may be used in the synthesis of 1-methoxymethyl-2-bromo-4,5-dichloroimidazole, which shows potent insecticidal activity. It may also be used to synthesize 2-substituted 4,5-dichloroimidazoles, via a novel approach that avoids the need for N-protection.

Technology Process of 2-Bromo-4,5-dichloro-1H-imidazole

There total 2 articles about 2-Bromo-4,5-dichloro-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: 74.0%

4,5-dichloroimidazole (15965-30-7) → 2-bromo-4,5-dichloro-1 H-imidazole (16076-27-0)

Guidance literature:

With bromine; In acetic acid; at 25 ℃;

DOI:10.1021/jo00132a045

Reference yield:

→ 2-bromo-4,5-dichloro-1 H-imidazole (16076-27-0)

Guidance literature:

4,5-Dichlorimidazol, wss. NaOH, Br2, CHCl3 (20-25grad);

Reference yield: 92.0%

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) + 2-bromo-4,5-dichloro-1 H-imidazole (16076-27-0) → 2-bromo-4,5-dichloro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole (801303-82-2)

Guidance literature:

2-bromo-4,5-dichloro-1 H-imidazole; With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; at 20 ℃;

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose; With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 60 ℃;

DOI:10.1021/jm040016q

upstream raw materials:

4,5-dichloroimidazole

Downstream raw materials:

4,5-dichloro-imidazole-2-carboxylic acid

2',6'-dimethoxyphenyl-4,5-dichloroimidazol-2-ylcarbinol

2',3'-dimethoxyphenyl-4,5-dichloroimidazol-2-ylcarbinol

1-ethoxymethyl-2-bromo-4,5-dichloroimidazole

Refernces

• 1、 Dirlam,James,Shoop. "Synthesis of some dihydroxyphenyl 4,5-Dichloroimidazol-2-yl ketones: Compounds related to pyoluteorin". . p. 2196 - 2199. Retrieved 2007/10/02.