Description
2-Quinoxalinecarbonitrile (CAS No. 7483-33-2) is a high-purity organic compound with the molecular formula C9H5N3, widely utilized in pharmaceutical and agrochemical research. This heterocyclic nitrile derivative, also known as quinoxaline-2-carbonitrile, serves as a versatile building block in the synthesis of complex molecules, particularly in the development of biologically active compounds. Its rigid quinoxaline core and reactive cyano group make it an ideal intermediate for nucleophilic substitution reactions, cyclizations, and metal-catalyzed cross-coupling reactions. Available in >98% purity (HPLC), this product is rigorously tested for consistency and stability, ensuring optimal performance in sensitive applications. Packaged under inert gas to prevent degradation, it is supplied in amber glass vials with certified analytical data (NMR, MS, HPLC) for traceability and quality assurance.
Properties
- CAS Number: 7483-33-2
- Complexity: 205
- IUPAC Name: quinoxaline-2-carbonitrile
- InChI: InChI=1S/C9H5N3/c10-5-7-6-11-8-3-1-2-4-9(8)12-7/h1-4,6H
- InChI Key: IVYZWJPQNNZOHV-UHFFFAOYSA-N
- Exact Mass: 155.048347172
- Molecular Formula: C9H5N3
- Molecular Weight: 155.16
- SMILES: C1=CC=C2C(=C1)N=CC(=N2)C#N
- Topological: 49.6
- Monoisotopic Mass: 155.048347172
- Synonyms: quinoxaline-2-carbonitrile, 2-Quinoxalinecarbonitrile, 7483-33-2, MFCD12403337, 2-Cyanoquinoxaline, 2-Quinoxalinecarbonitrile #, SCHEMBL1999094, DTXSID90225806, IVYZWJPQNNZOHV-UHFFFAOYSA-N, AC2537, AKOS006345812, FQ40687, NCGC00663987-01, CS-11555, SY024819, DB-074889, CS-0342963, EN300-105607, Z1201626498
Application
2-Quinoxalinecarbonitrile is primarily employed as a key synthetic intermediate in medicinal chemistry for the development of quinoxaline-based drug candidates, including kinase inhibitors and antimicrobial agents. It also finds use in material science for the preparation of organic semiconductors and fluorescent dyes due to its electron-deficient aromatic system. Researchers leverage its reactivity in palladium-catalyzed cyanation reactions and as a precursor for heterocyclic scaffolds in combinatorial chemistry.
Safety and Hazards
GHS Hazard Statements
- H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
- H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]
- H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Acute Tox. 4 (100%)
- Acute Tox. 4 (100%)
- Skin Irrit. 2 (100%)
- Eye Irrit. 2A (100%)
- Acute Tox. 4 (100%)
- STOT SE 3 (100%)
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