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Imidazoles

Imidazole (ImH) has the chemical formula C3N2H4 and exists as a white or colorless solid which is capable of dissolving in water and forming a mildly alkaline solution. As an aromatic heterocycle, it belongs to the diazole class of organic compounds and has meta-substituted nitrogen atoms that are non-adjacent to each other.

With its planar 5-membered ring structure, imidazole exhibits two equivalent tautomeric forms due to the ability of hydrogen to bind to either of its nitrogen atoms. Imidazole is a compound of high polarity, as demonstrated by its electric dipole moment of 3.67 D, and it is readily soluble in water.

Imidazole exhibits amphoterism, meaning that it can function as both an acid and a base. When it acts as an acid, the nitrogen-bound proton of imidazole is acidic with a pKa of 14.5, which makes it less acidic than carboxylic acids, phenols, and imides, but slightly more acidic than alcohols.

Imidazole is an aromatic five-membered molecule that comprises of two nitrogen atoms within the ring structure. One of the nitrogen atoms exhibits pyrrole-type behavior, while the other closely resembles a pyridine-type nitrogen.

Many important biological compounds contain imidazole, with the most common example being the amino acid histidine, which features an imidazole side-chain. Histidine is a constituent of numerous proteins and enzymes, where it binds metal cofactors, as observed in hemoglobin.

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Catalog #
Compound Name
Structure
Z-55149

Ethyl 5-nitro-1H-imidazole-2-carboxylate

Purity: 0.97
865998-46-5
Z-61849

5-Chloro-2-methyl-1H-benzo[d]imidazole

Purity: 95%
2818-69-1
Z-58176

4-Nitro-1H-imidazole-5-carbonitrile

Purity: 95%
208510-03-6
Z-59508

2-Hydrazinyl-1H-benzo[d]imidazole

Purity: 95%
15108-18-6
Z-55295

2-Ethyl-1H-imidazole-4,5-dicarbonitrile

Purity: 95%
57610-38-5
Z-62009

5-Methyl-1H-benzo[d]imidazole

Purity: 0.98
614-97-1
Z-58375

Methyl 2-amino-1H-benzo[d]imidazole-4-carboxylate

Purity: 95%
910122-42-8
Z-59654

1-Propyl-1H-imidazole-4-carboxylic acid

Purity: 95%
149096-35-5
Z-55560

4-Chloro-6-fluoro-1H-benzo[d]imidazole

Purity: 95%
1314092-05-1
Z-62025

2,5-Dibromo-4-nitro-1H-imidazole

Purity: 95%
6154-30-9
Z-58431

5-Bromo-2-chloro-1H-benzo[d]imidazole

Purity: 95%
683240-76-8
Z-59681

2-Chloro-1H-benzo[d]imidazole-6-sulfonyl chloride

Purity: 95%
954262-24-7
Z-55660

2,4,5-Trimethyl-4,5-dihydro-1H-imidazole-4,5-diol

Purity: 95%
740025-56-3
Z-62510

2-Amino-1H-imidazole-5-carboxylic acid

Purity: 95%
860011-60-5
Z-58432

2-Chloro-6-nitro-1H-benzo[d]imidazole

Purity: 95%
5955-72-6
Z-54726

tert-Butyl 2-(chloromethyl)-1H-benzo[d]imidazole-1-carboxylate

Purity: 0.97
163798-87-6
Z-60979

Methyl 2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carboxylate

Purity: 95%
106429-57-6
Z-55661

1-(Diethoxymethyl)-4,5-dimethyl-1H-imidazole

Purity: 95%
74483-00-4
Z-62538

5-Fluoro-1H-imidazole

Purity: 95%
30086-17-0
Z-58575

5-(4-Bromophenyl)-1-methyl-1H-imidazole

Purity: 95%
136350-71-5
Z-51491

1H-Imidazole

Purity: 0.99
288-32-4
Z-53035

Methyl 2-oxo-2,3-dihydro-1H-imidazole-4-carboxylate

Purity: 95%
20901-53-5
Z-50666

Methyl 4,5,6,7-tetrahydro-1H-benzo[d]imidazole-6-carboxylate

Purity: 95%
26785-89-7
Z-54018

Methyl 1H-benzo[d]imidazole-4-carboxylate

Purity: 0.98
37619-25-3
Z-51906

2-(Trifluoromethyl)-1H-imidazole

Purity: 95%
66675-22-7
Z-53036

2-Oxo-5-phenyl-2,3-dihydro-1H-imidazole-4-carboxylic acid

Purity: 95%
92809-77-3
Z-50667

Methyl 4,5,6,7-tetrahydro-1H-benzo[d]imidazole-6-carboxylate sulfate

Purity: 95%
131020-48-9
Z-54170

1-Butyl-1H-benzo[d]imidazole

Purity: 95%
4886-30-0
Z-51991

2-Methyl-1H-imidazole

Purity: 0.98
693-98-1
Z-46442

Methyl 1-methyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carboxylate

Purity: 95%
N/A
Z-53256

2-Methyl-1H-imidazole-4,5-dicarboxylic acid

Purity: 95%
5313-35-9
Z-50668

Ethyl 4,5,6,7-tetrahydro-1H-benzo[d]imidazole-6-carboxylate

Purity: 95%
167545-91-7
Z-54270

2-Chloro-1-ethyl-1H-imidazole

Purity: 95%
946061-13-8
Z-52303

1H-Benzo[d]imidazole-6-carbonitrile

Purity: 95%
6287-83-8
Z-46484

1-Methyl-1H-benzo[d]imidazole-5-carbohydrazide

Purity: 95%
N/A
Z-53375

1-(2-Methoxy-4-nitrophenyl)-4-methyl-1H-imidazole

Purity: 95%
958245-17-5
Z-50669

Ethyl 4,5,6,7-tetrahydro-1H-benzo[d]imidazole-6-carboxylate hydrochloride

Purity: 95%
167545-99-5
Z-54271

2-Chloro-1-isopropyl-1H-imidazole

Purity: 95%
1053655-72-3
Z-52370

1-Benzyl-1H-imidazole-4,5-dicarboxylic acid

Purity: 95%
42190-83-0
Z-46487

Methyl 1,2-dimethyl-1H-benzo[d]imidazole-5-carboxylate

Purity: 95%
256936-11-5
Z-53501

1-Methyl-1H-imidazole-5-carbonitrile

Purity: 95%
66121-66-2
Z-50774

4,5,6,7-Tetrahydro-1H-benzo[d]imidazole-6-carboxylic acid compound with sulfuric acid (1:1)

Purity: 95%
131020-49-0
Z-54272

2-Chloro-1-methyl-1H-imidazole

Purity: 0.97
253453-91-7
Z-52422

2-Chloro-5-methyl-1H-benzo[d]imidazole

Purity: 95%
4887-94-9
Z-47757

2-Hydrazinyl-1H-imidazole

Purity: 95%
59214-44-7
Z-53556

4,5,6,7-Tetrahydro-1H-benzo[d]imidazole-7-carboxylic acid

Purity: 95%
361395-33-7
Z-50810

1-Methyl-1H-imidazole-2(3H)-thione

Purity: 95%
60-56-0
Z-54277

1-Isopropyl-1H-imidazole

Purity: 0.97
4532-96-1
Z-52448

1-Methyl-4-nitroimidazole

Purity: 0.96
3034-41-1
Z-47804

2-Methyl-4-nitro-1H-benzo[d]imidazole

Purity: 0.95
76320-88-2
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