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CAS 530-62-1

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1,1′-Carbonyldiimidazole

Description:
1,1′-Carbonyldiimidazole (CDI) is a versatile chemical compound widely used as a coupling agent in organic synthesis, particularly in peptide and ester formation. It features a symmetrical structure with two imidazole rings connected by a carbonyl group, which contributes to its reactivity. CDI is typically a white to off-white solid at room temperature and is soluble in organic solvents such as dichloromethane and dimethylformamide. Its reactivity stems from the carbonyl group, which can activate nucleophiles, making it effective for acylation reactions. CDI is known for its stability under ambient conditions but should be handled with care due to its potential to release imidazole upon hydrolysis, which can lead to unwanted side reactions in sensitive environments. Additionally, it is important to note that CDI can be hazardous, and appropriate safety measures should be taken when handling this compound, including the use of personal protective equipment and working in a well-ventilated area. Overall, CDI is a valuable reagent in synthetic organic chemistry, facilitating the formation of various chemical bonds.
Formula:C7H6N4O
InChI:InChI=1S/C7H6N4O/c12-7(10-3-1-8-5-10)11-4-2-9-6-11/h1-6H
InChI key:InChIKey=PFKFTWBEEFSNDU-UHFFFAOYSA-N
SMILES:C(=O)(N1C=CN=C1)N2C=CN=C2
Synonyms:
  • 1,1'-Carbonylbis-1H-imidazol
  • 1,1'-Carbonylbis-1H-imidazole
  • 1,1'-Carbonylbisimidazole
  • 1,1'-Carbonyldiimidazole
  • 1,1'-carbonilbis-1H-imidazol
  • 1-(1H-Imidazol-1-ylcarbonyl)-1H-imidazole
  • 1-(1H-Imidazole-1-carbonyl)-1H-imidazole
  • Bis(1H-imidazol-1-yl)methanone
  • Bis(imidazol-1-yl) ketone
  • Bis(imidazol-1-yl)methanone
  • See more synonyms
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