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Copper cyanide 氰化亚铜

规格: AR,99%
CAS: 544-92-3
产品编号: H65417
MDL: MFCD00010975
品牌: INFI
Chemical NameCopper(I) cyanide
Synonym Copper(I) Cyanide
CAS Number544-92-3
PubChem Substance ID11009
EC Number208-883-6
Beilstein Registry Number2(4)56
MDL Number
Merck Number2661
Chemical Name Translation氰化亚铜(I)
Reaxys-RN3587244
Wiswesser Line NotationCU CN
LabNetwork Molecule IDLN01744655
InChIInChI=1S/CN.Cu/c1-2;/q-1;+1
Canonical SMILES[Cu]C#N
  • 电镀铜或铁,杀虫灭菌剂,聚合催化剂。
  • {ALF} Details and safety evaluation have been reported for the scale-up of the classical Sandmeyer procedure for the conversion of arylamines to nitriles: Org. Process Res. Dev., 6, 1059 (2004). For a non-aqueous alternative to the Sandmeyer reaction, using alkyl nitrite and CuCN in DMSO, see: Tetrahedron, 52, 7137 (19
  • {ALF} Aryl bromides and iodides are converted to nitriles by heating with CuCN (the Rosenmund-von Braun reaction). Early procedures were carried out neat at temperatures in excess of 250o; but much better results are usually obtained in refluxing DMF at about 160-170o: J. Org. Chem., 26, 2522 (1961). The product is often obtained as a Cu(I) complex. Alternative methods of decomplexation are described (same ref.) using excess NaCN, or, more conveniently, either oxidation to Cu(II) with FeCl3, chelation with ethylenediamine. For a review, see: Chem. Rev., 87, 779 (1987). For alternative methods for conversion of aryl halides and triflates to nitriles, see Tetrakis(triphenyl­phosphine)­palladium(0)­, 10548 and L15836. For a review of palladium- and copper-catalyzed cyanation reactions, see: Eur. J. Inorg. Chem., 3513 (2004).
  • {ALF} For reviews, see: Org. React., 22, 253 (1975); 41, 135 (1992); Synthesi
  • {ALF} Reacts with alkyllithiums to give either "lower order" organocuprates RCu(CN)Li, or, more usefully, the "higher order" reagents R2Cu(CN)Li2. For studies of the structure of higher order cuprates, see: J. Org. Chem., 60, 4310, 4312 (1995). These can undergo coupling reactions with primary or secondary alkyl halides: J. Am. Chem. Soc., 103, 7672 (1981); J. Org. Chem., 48, 3334 (1983); 1,4-addition to ɑß-unsaturated carbonyl groups: Tetrahedron Lett., 23, 3755 (1982); J. Org. Chem., 49, 3938 (1984); Org. Synth. Coll., 8, 112 (1993); and attack epoxides at the less hindered position: J. Am. Chem. Soc., 104, 2305 (1982); J. Org. Chem., 49, 3938 (1984); Org. Synth. Coll., 8, 33 (1993).
  • {ALD} Merck:14,2661
  • {ALD} Merck:14,2661
  • 544-92-3 H65417 Copper cyanide
氰化亚铜

    化学属性

    Mol. FormulaCCuN
    Mol. Weight90
    Density2.92
    Melting PointNo Data Available
    SolubilityPractically insoluble in water, alcohol. Soluble in NH4OH.
    TSCAYes
    Stability对空气敏感
    Boiling Point

    *以上化合物性质及应用等信息仅供参考