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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-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-42205

4-Amino-1-benzyl-1H-imidazole-5-carboxylic acid

Purity: 95%
N/A
Z-38985

2,4,5,6,7-Pentabromo-1H-benzo[d]imidazole

Purity: 95%
16865-25-1
Z-43333

1-Methyl-2-(2-pyrrolidinyl)-1H-benzimidazole

Purity: 95%
524674-38-2
Z-40088

7-Amino-1H-benzo[d]imidazole-5-carboxylic acid

Purity: 95%
712263-15-5
Z-43970

2-(Piperidin-2-yl)-1H-benzo[d]imidazole

Purity: 95%
51785-23-0
Z-42211

1-Methyl-2-(pyridin-2-yl)-1H-benzo[d]imidazole-6-carboxylic acid

Purity: 95%
N/A
Z-38991

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

Purity: 95%
162759-90-2
Z-43442

4-Bromo-2-methyl-1H-benzimidazole

Purity: 95%
20223-87-4
Z-40155

1H-Benzo[d]imidazole-4-carbonitrile

Purity: 0.95
64574-21-6
Z-43985

1-Benzyl-2-(chloromethyl)-1H-benzo[d]imidazole

Purity: 95%
7192-00-9
Z-42212

2-(Pyridin-2-yl)-1H-benzo[d]imidazole-6-carboxylic acid

Purity: 95%
N/A
Z-39184

tert-Butyl 2-hydroxy-1H-benzo[d]imidazole-1-carboxylate

Purity: 95%
161468-45-7
Z-43463

5-(3-Bromophenyl)-1H-imidazole

Purity: 95%
53848-00-3
Z-40274

1-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-imidazole

Purity: 95%
1083180-01-1
Z-44587

Methyl 1-(6-methylpyridin-2-yl)-1H-imidazole-4-carboxylate

Purity: 95%
N/A
Z-42213

2-Ethyl-1-methyl-1H-benzo[d]imidazole-6-carboxylic acid

Purity: 95%
N/A
Z-39245

2-(Thiophen-2-yl)-1H-benzo[d]imidazole-5-carboxylic acid

Purity: 95%
174422-11-8
Z-43517

6-Chloro-5-(2,3-dichlorophenoxy)-2-(methylthio)-1H-benzo[d]imidazole

Purity: 0.95
68786-66-3
Z-40479

2,4-Dichloro-1H-benzo[d]imidazole

Purity: 95%
15965-56-7
Z-44683

Diethyl 2-oxo-1H-benzo[d]imidazole-1,3(2H)-dicarboxylate

Purity: 95%
N/A
Z-42214

2-Benzyl-1-methyl-1H-benzo[d]imidazole-6-carboxylic acid

Purity: 95%
N/A
Z-39517

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

Purity: 95%
16954-05-5
Z-43666

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

Purity: 95%
155815-92-2
Z-40600

Ethyl 1-methyl-1H-imidazole-5-carboxylate

Purity: 95%
66787-70-0
Z-45995

5-(Chloromethyl)-1-(cyclohexylmethyl)-1H-imidazole hydrochloride

Purity: 95%
N/A
Z-42215

2-Benzyl-1H-benzo[d]imidazole-6-carboxylic acid

Purity: 95%
N/A
Z-39518

4,5-Dichloro-1,2-dimethyl-1H-imidazole

Purity: 0.97
175201-56-6
Z-43689

1H-Imidazole hydrochloride

Purity: 95%
1467-16-9
Z-40665

Methyl 1-phenyl-1H-imidazole-4-carboxylate

Purity: 95%
16343-89-6
Z-46052

2-Ethyl-1-methyl-5-nitro-1H-benzo[d]imidazole

Purity: 95%
N/A
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