5-(4-BROMOPHENYL)-1H-TETRAZOLE
CAS50907-23-8
5-(4-Bromophenyl)-1H-tetrazole (CAS 50907-23-8, C7H5BrN4) is a 5-aryl tetrazole carrying a para-bromo handle. The bromide enables palladium-catalyzed cross-coupling, while the NH-tetrazole ring serves as a carboxylic acid bioisostere and as a nitrogen-rich ligand. It is used in medicinal chemistry and materials research. KingPharm supplies research and production grades of 5-(4-bromophenyl)-1H-tetrazole with a batch-specific certificate of analysis.
- CAS No.
- 50907-23-8
- Formula
- C7H5BrN4
- Mol. weight
- 225.05 g/mol
Product Description
5-(4-Bromophenyl)-1H-tetrazole is a white to light-yellow crystalline solid with the formula C7H5BrN4 and a molecular weight of 225.05. It combines two reactive features on one benzene ring: an aryl bromide at the para position and a 1H-tetrazol-5-yl group.
The aryl bromide undergoes Suzuki, Buchwald-Hartwig and related palladium-catalyzed couplings, giving 4-substituted phenyltetrazoles and biaryl tetrazoles. The acidic NH-tetrazole can be N-alkylated or N-arylated, or deprotonated to a tetrazolate that coordinates metal ions.
Compared with building the tetrazole late in a synthesis from a nitrile and an azide, starting from this preformed tetrazole avoids an azide step on advanced intermediates. Compared with 4-bromobenzoic acid, it introduces the tetrazole isostere directly, which is often chosen for higher lipophilicity and metabolic stability of the acidic group.
For procurement, check HPLC purity, the content of residual 4-bromobenzonitrile, water content and residual azide where the synthesis route uses sodium azide. Tetrazoles are nitrogen-rich compounds, so transport classification and storage conditions should be confirmed with the SDS.
Chemical Specifications
Identifiers
| CAS number | 50907-23-8 |
|---|---|
| Product name | 5-(4-BROMOPHENYL)-1H-TETRAZOLE |
| Chinese name | 5-(4-溴苯基)-1H-四唑 |
| Synonyms | BUTTPARK 49\01-68 |
| Chinese synonyms | 5-(4-溴苯基)-1H-四唑; 5-(4-溴苯)-1氢-四唑; 5-(4-溴苯基)-1H-四唑,97%; 5-(4-溴苯基)-1H-四氮唑; 5-(4-溴苯基)-2H-四氮唑; 5-(4-溴苯)-1H-四唑 |
| Molecular formula | C7H5BrN4 |
| Molecular weight | 225.05 g/mol |
Physical and chemical properties
| Melting Point | 260 (dec.) ( ℃ ) |
|---|---|
| Boiling Point | 180.3 ( ℃ ) |
Applications
5-(4-Bromophenyl)-1H-tetrazole is used as a bifunctional building block in the following areas.
Biaryl tetrazole synthesis
Suzuki coupling of the aryl bromide with arylboronic acids gives biphenyl tetrazoles used in drug discovery.
Carboxylic acid bioisostere
It introduces a 5-aryl tetrazole as an acidic isostere of benzoic acid in lead optimization.
N-substituted tetrazoles
N-alkylation or N-arylation of the tetrazole ring gives 1,5- and 2,5-disubstituted tetrazoles.
Coordination chemistry
The tetrazolate anion acts as a nitrogen-donor ligand for metal complexes and coordination polymers.
Quality Documentation
The following documents can be provided for 5-(4-BROMOPHENYL)-1H-TETRAZOLE to support technical evaluation and purchasing. Documents are issued for the specific grade and batch supplied.
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Certificate of Analysis (COA) Batch-specific test results against the specification.
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Product specification The release specification with test items, limits and methods.
Packaging, Storage & Transport
| Available pack sizes | 25 kg, 10 kg, 1 kg, 500 g, 100 g, 25 g |
|---|
Read the current safety data sheet before handling. Packaging can be adapted to the order quantity and destination.
Frequently Asked Questions
Does the tetrazole need protection before Suzuki coupling?
The free NH-tetrazole can coordinate palladium and reduce catalyst activity, so N-protection (for example trityl) is commonly used; couplings on the unprotected compound are also reported, and conditions should be screened case by case.
How does it compare with 4-bromobenzoic acid?
Both carry a para-bromo handle and an acidic group, but the tetrazole is more lipophilic and is not a substrate for acyl glucuronidation, which is why it is used as a carboxylic acid replacement.
How should 5-(4-bromophenyl)-1H-tetrazole be stored?
Keep the container tightly closed in a cool, dry, dark place at room temperature, preferably under inert gas, and away from heat sources and strong oxidizers.
What is the CAS number of 5-(4-BROMOPHENYL)-1H-TETRAZOLE?
The CAS Registry Number of 5-(4-BROMOPHENYL)-1H-TETRAZOLE is 50907-23-8. 5-(4-BROMOPHENYL)-1H-TETRAZOLE is also known as BUTTPARK 49\01-68.
What is the molecular formula and molecular weight of 5-(4-BROMOPHENYL)-1H-TETRAZOLE?
The molecular formula of 5-(4-BROMOPHENYL)-1H-TETRAZOLE is C7H5BrN4, and its molecular weight is 225.05 g/mol.
What is 5-(4-BROMOPHENYL)-1H-TETRAZOLE used for?
5-(4-Bromophenyl)-1H-tetrazole is used as a bifunctional building block in the following areas.
Which quality documents are available for 5-(4-BROMOPHENYL)-1H-TETRAZOLE?
The following documents are available for 5-(4-BROMOPHENYL)-1H-TETRAZOLE: Certificate of Analysis (COA); Product specification. Contact KingPharm to request the documents for a specific batch.
How can I request a quotation for 5-(4-BROMOPHENYL)-1H-TETRAZOLE?
Send an inquiry for 5-(4-BROMOPHENYL)-1H-TETRAZOLE (CAS 50907-23-8) with the required quantity, target specification, destination country and any documentation requirements. KingPharm will confirm availability, packaging, lead time and price.
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