Copper(I) iodide

• Catalog No.: 11606
• CAS Number: 7681-65-4
• M. F.: CuI
• M. W.: 190.45047
• Purity: 98%

SYNONYMS

• Title: 碘化亚铜(I)
• IUPAC name: λ^1-copper(1+) ion iodide
• IUPAC Traditional name: λ^1-copper(1+) ion iodide

DATABASE IDS

• EC Number: 231-674-6
• MDL Number: MFCD00010978
• Merck Index: 142662
• CAS Number: 7681-65-4

PROPERTIES

• Purity: 98%
• Apperance: Powder
• Boiling Point: ca 1290°C
• Density: 5.63
• Melting Point: 605°C
• Refractive Index: 2.346
• Solubility: Insoluble in water, dilute acids, alcohol. Decomposes by conc. acids. Soluble in NH3 solution, iodides, thiosulfates
• GHS Hazard statements: H400-H410-H302-H315-H319-H335
• European Hazard Symbols: X
• European Hazard Symbols: Nature polluting (N)
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Risk Statements: 22-36/37/38-50/53
• Safety Statements: 26-36/37-57-60
• Storage Warning: Light, Air & Moisture Sensitive
• TSCA Listed: 是
• Hazard Class: 9
• UN Number: UN3077
• Packing Group: III

REFERENCES

• Precursor of organocopper reagents. Forms a 1:1-complex with triethyl phosphite, useful in the preparation of unsymmetrical biaryls by a room-temperature Ullmann-type coupling reaction: J. Am. Chem. Soc., 98, 8282 (1976); Tetrahedron Lett., 2767 (1978). For list of examples, see: Org. Synth. Coll., 8, 586 (1993).
• Has been used in an improved Ullmann synthesis of diaryl ethers with ultrasound activation: J. Chem. Soc., Perkin 1, 407 (1992), and also as a catalyst for the arylation of active methylene compounds: Synthesis, 67 (1983); J. Org. Chem., 58, 7606 (1993).
• The formation of Cu(I) acetylides from terminal acetylenes, and their coupling with aryl or vinyl iodides, known as the Castro-Stephens reaction: J. Org. Chem., 28, 3313 (1963), is more often now carried out in situ with a Pd catalyst (the Sonogashira coupling), e.g. with trans-Dichlorobis(triphenylphosphine)palladium(II), 10491: Tetrahedron Lett., 4467 (1975); J. Org. Chem., 63, 8551 (1998), or Tetrakis(triphenylphosphine)palladium(0), 10548: Tetrahedron Lett., 30, 6997 (1989); Org. Synth. Coll., 9, 117 (1998); Synlett, 1387 (1998).