Diazirine
Organic compound containing the cyclic group >CN₂ / From Wikipedia, the free encyclopedia
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In organic chemistry, diazirines are a class of organic molecules consisting of a carbon bound to two nitrogen atoms, which are double-bonded to each other, forming a cyclopropene-like ring, 3H-diazirine (>CN2). They are isomeric with diazocarbon groups (>C=N=N), and like them can serve as precursors for carbenes by loss of a molecule of dinitrogen. For example, irradiation of diazirines with ultraviolet light leads to carbene insertion into various C−H, N−H, and O−H bonds.[1] Hence, diazirines have grown in popularity as small, photo-reactive, crosslinking reagents.[2] They are often used in photoaffinity labeling studies to observe a variety of interactions, including ligand-receptor, ligand-enzyme, protein-protein, and protein-nucleic acid interactions.[3]
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3D model (JSmol) |
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605387 | |||
ChEBI |
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ChemSpider |
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PubChem CID |
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CompTox Dashboard (EPA) |
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Properties | |||
CH2N2 | |||
Molar mass | 42.041 g·mol−1 | ||
Related compounds | |||
Related compounds |
1H-Diazirine | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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