$l^{1}-copper(1+) ion iodide

• ChemBase ID: 110154
• Molecular Formular: CuI
• Molecular Mass: 190.45047
• Monoisotopic Mass: 189.8340705
• SMILES: [Cu+].[I-]
• Canonical SMILES: [Cu+].[I-]
• InChI: InChI=1S/Cu.HI/h;1H/q+1;/p-1
• InChIKey: LSXDOTMGLUJQCM-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: $l^{1}-copper(1+) ion iodide; λ^1-copper(1+) ion iodide
• IUPAC Traditional name: copper(1+) iodide; λ^1-copper(1+) ion iodide
• Synonyms: CUPROUS IODIDE; Copper(I) iodide; Copper(I) iodide, Puratronic®; 碘化亚铜(I); 碘化铜(I), Puratronic®

Database IDs

• CAS Number: 7681-65-4
• EC Number: 231-674-6; 231-159-6
• MDL Number: MFCD00010978
• Merck Index: 142662
• PubChem SID: 162096368
• PubChem CID: 6432705

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 0.156
• LogD (pH = 7.4): 0.156
• Log P: 0.156
• Molar Refractivity: 0.0 cm^3
• Polarizability: 3.5074239 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• Acid pKa: 3.09

PROPERTIES

Physical Property

• Solubility: Insoluble in water, dilute acids, alcohol. Decomposes by conc. acids. Soluble in NH3 solution, iodides, thiosulfates
• Apperance: Chunks/powder; Powder
• Melting Point: 605°C
• Boiling Point: ca 1290°C
• Density: 5.63
• Refractive Index: 2.346

Safety Information

• Storage Warning: Light, Air & Moisture Sensitive
• European Hazard Symbols: Nature polluting (N); X; Irritant (Xi)
• UN Number: UN3077
• Hazard Class: 9
• Packing Group: III
• Risk Statements: 22-36/37/38-50/53; 36/37/38; R:36/37/38-58
• Safety Statements: 26-36/37-57-60; 26-37; S:20-25-26-37/39-61
• TSCA Listed: 是
• GHS Pictograms: GHS07; GHS09
• GHS Hazard statements: H400-H410-H302-H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 98%; 99.998% (metals basis)

DETAILS

MP Biomedicals - 05213940

MP Biomedicals Rare Chemical collection

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).