2-Amino-4,5-dicyano-1H-imidazole
CAS40953-34-2
2-Amino-4,5-dicyano-1H-imidazole (CAS 40953-34-2) is a high-nitrogen imidazole bearing an amino group at C-2 and two nitrile groups at C-4 and C-5. The amino group can be diazotized for azo coupling or substitution, while the nitriles offer further derivatization, making it a versatile intermediate for colorants, energetic materials and heterocyclic synthesis. KingPharm supplies 2-amino-4,5-dicyanoimidazole for research and production with a batch-specific certificate of analysis.
- CAS No.
- 40953-34-2
- Formula
- C5H3N5
- Mol. weight
- 133.11 g/mol
- Appearance
- white or similar to white solid
Product Description
2-Amino-4,5-dicyano-1H-imidazole (IUPAC: 2-amino-1H-imidazole-4,5-dicarbonitrile; C5H3N5, MW 133.11) is a solid heterocycle with a high nitrogen content. It melts with decomposition at about 270 °C.
Its reactivity centers on the 2-amino group: diazotization with sodium nitrite in mineral acid, or with nitrosylsulfuric acid, gives the 4,5-dicyanoimidazole-2-diazonium salt, which can be coupled to form azo compounds or used to introduce other groups at C-2. The two electron-withdrawing nitrile groups stabilize the ring and remain available for later transformation.
Compared with unsubstituted 4,5-dicyanoimidazole, the 2-amino derivative provides a ready handle for diazonium chemistry, so 2-substituted and azo-linked dicyanoimidazoles can be reached in few steps without first functionalizing C-2.
For purchasing, confirm assay (HPLC), identity, appearance and moisture against the specification. Because the material decomposes on heating and its diazonium intermediates are energetic, review the SDS and handling requirements before scale-up.
Chemical Specifications
Identifiers
| CAS number | 40953-34-2 |
|---|---|
| Product name | 2-Amino-4,5-dicyano-1H-imidazole |
| Chinese name | 2-氨基-4,5-二氰基咪唑 |
| IUPAC name | 2-amino-1H-imidazole-4,5-dicarbonitrile |
| Synonyms | 2-amino-1h-imidazole-5-dicarbonitrile |
| Chinese synonyms | 2-氨-4,5-二氰-1H-咪唑; 2-氨基-4,5-二腈基咪唑; 2-氨基-4,5-二氰基咪唑; 2-氨基-4,5-咪唑二腈; 2-氨基-4,5-咪唑二; 2-氨基-4,5-二氰基-1H-咪唑; 2-氨基-4,5-二氰-1H-咪唑; 2-氨基咪唑-4,5-二腈 |
| Molecular formula | C5H3N5 |
| Molecular weight | 133.11 g/mol |
| EC number | 255-163-2 |
| MDL number | MFCD00129982 |
| PubChem CID | 170446 |
| InChIKey | MLOXIXGLIZLPDP-UHFFFAOYSA-N |
| SMILES | C(#N)C1=C(N=C(N1)N)C#N |
Physical and chemical properties
| Appearance | white or similar to white solid |
|---|---|
| Boiling Point | 309 ( ℃ ) |
Applications
2-Amino-4,5-dicyanoimidazole is mainly used as a diazotizable intermediate in the following areas.
Azo dyes and colorants
The diazonium salt couples with aromatic partners to give mono- and bisazo disperse dyes based on the dicyanoimidazole chromophore.
High-nitrogen energetic materials
It is a starting material for high-nitrogen compounds such as 2,2'-azobis(1H-imidazole-4,5-dicarbonitrile) (TCAD) and the pentazole derivative DCIP.
2-Substituted dicyanoimidazoles
Replacement of the diazonium group gives access to 2-substituted 4,5-dicyanoimidazoles, including 2-amino derivatives formed with primary and secondary amines.
Heterocyclic synthesis
The nitrile groups can be further converted, making it a building block for fused and functionalized imidazole scaffolds.
Quality Documentation
The following documents can be provided for 2-Amino-4,5-dicyano-1H-imidazole 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 | 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
How does 2-amino-4,5-dicyanoimidazole differ from 4,5-dicyanoimidazole?
4,5-Dicyanoimidazole is mainly used as an activator in oligonucleotide synthesis, whereas the 2-amino derivative carries a diazotizable amino group and is used as an intermediate for azo and other 2-substituted compounds.
What should be noted when diazotizing it?
Diazotization is carried out at low temperature (around 0 °C); the resulting diazonium salt should be used directly and not isolated dry, as it is energetic.
How should it be stored?
Keep the container tightly closed in a cool, dry place away from light and heat sources.
What is the CAS number of 2-Amino-4,5-dicyano-1H-imidazole?
The CAS Registry Number of 2-Amino-4,5-dicyano-1H-imidazole is 40953-34-2. 2-Amino-4,5-dicyano-1H-imidazole is also known as 2-amino-1h-imidazole-5-dicarbonitrile.
What is the molecular formula and molecular weight of 2-Amino-4,5-dicyano-1H-imidazole?
The molecular formula of 2-Amino-4,5-dicyano-1H-imidazole is C5H3N5, and its molecular weight is 133.11 g/mol.
What is 2-Amino-4,5-dicyano-1H-imidazole used for?
2-Amino-4,5-dicyanoimidazole is mainly used as a diazotizable intermediate in the following areas.
Which quality documents are available for 2-Amino-4,5-dicyano-1H-imidazole?
The following documents are available for 2-Amino-4,5-dicyano-1H-imidazole: Certificate of Analysis (COA); Product specification. Contact KingPharm to request the documents for a specific batch.
How can I request a quotation for 2-Amino-4,5-dicyano-1H-imidazole?
Send an inquiry for 2-Amino-4,5-dicyano-1H-imidazole (CAS 40953-34-2) 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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