zinc(2+) ion bis(iminomethanide)

• ChemBase ID: 130243
• Molecular Formular: C2N2Zn
• Molecular Mass: 117.4148
• Monoisotopic Mass: 115.93529001
• SMILES: [Zn+2].[C-]#N.[C-]#N
• Canonical SMILES: N#[C-].N#[C-].[Zn+2]
• InChI: InChI=1S/2CN.Zn/c2*1-2;/q2*-1;+2
• InChIKey: GTLDTDOJJJZVBW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: zinc(2+) ion bis(iminomethanide)
• IUPAC Traditional name: zinc(2+) ion bis(cyanide)
• Synonyms: Zinc cyanide; Zinc cyanide; 氰化锌

Database IDs

• CAS Number: 557-21-1
• EC Number: 209-162-9
• MDL Number: MFCD00011292
• Beilstein Number: 4124366
• Merck Index: 1410135
• PubChem SID: 162224523
• PubChem CID: 11186; 2734669
• Chemspider ID: 10713
• Wikipedia Title: Zinc_cyanide

CALCULATED PROPERTIES

• Acid pKa: 9.5
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -0.34610683
• LogD (pH = 7.4): -0.33904728
• Log P: -0.34619832
• Molar Refractivity: 15.8149 cm^3
• Polarizability: 2.6105857 Å^3
• Polar Surface Area: 23.79 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.00005 g/100 mL (20 °C) in water; attacked by alkalies, KCN, ammonia; Insoluble in water, alcohol. Soluble in solutions of alkali cyanides or hydroxides
• Apperance: Crystalline; white powder
• Melting Point: 800 °C (decomposes); 800°C dec.
• Density: 1.852; 1.852 g/cm^3, solid

Safety Information

• Storage Warning: Hygroscopic
• RTECS: ZH1575000
• European Hazard Symbols: Nature polluting (N); Highly toxic (T+)
• UN Number: UN1713
• Hazard Class: 6.1
• Packing Group: I
• Risk Statements: 26/27/28-32-50/53
• Safety Statements: 7-28-29-45-60-61
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS09
• NFPA704:
  

  0

  4

  2
• LD50: 100 mg/kg, rat (intraperitoneal)
• GHS Hazard statements: H300-H310-H330-H400-H410
• GHS Precautionary statements: P260-P301+P310-P304+P340-P320-P330-P361-P405-P501A

Product Information

• Purity: 85%; 98%

REFERENCES

• For an example of the Adams modification of the Gattermann reaction for formylation of aromatics, see: Org. Synth. Coll., 3, 549 (1955). For in situ cyanosilylation of aldehydes and ketones with Zn(CN)₂ and TMS chloride, as an alternative to Trimethylsilyl cyanide, A19598, see: Org. Synth. Coll., 7, 521 (1990).
• Used in combination with a Pd(0) catalyst in improved procedures for the cyanation of aromatic halides, instead of the classical Rosenmund-Von Braun (CuCN) method: Synth. Commun., 24, 557 (1994); Tetrahedron Lett., 40, 8193 (1999); 41, 3271 (2000); 45, 1441 (2004). For cyanation of aryl triflates, see: Tetrahedron Lett., 39, 2907 (1998); Synlett, 1207 (1998). For a review of palladium- and copper-catalyzed cyanations, see: Eur. J. Inorg. Chem., 3513 (2003).