Iron tris(dimethyldithiocarbamate)

Iron tris(dimethyldithiocarbamate) is the coordination complex of iron with dimethyldithiocarbamate with the formula Fe(S2CNMe2)3 (Me = methyl). It is marketed as a fungicide.[3]

Iron tris(dimethyldithiocarbamate)
Names
IUPAC name
Tris(dimethyldithiocarbamato)iron
Other names
Ferric dimethyl dithiocarbamate, Ferbam
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.034.970
EC Number
  • 238-484-2
KEGG
RTECS number
  • NO8750000
UNII
UN number 3077, 2771
Properties
[(CH3)2NCS2]3Fe
Molar mass 416.5 g/mol
Appearance Dark brown to black, odorless solid[1]
Density 1.52 g/cm3
Melting point Decomposes above 180 °C (356 °F)[1]
Boiling point Decomposes[1]
0.01% (20 °C)[1]
Hazards
Main hazards Reacts with strong oxidizers, moisture[1]
Lethal dose or concentration (LD, LC):
3000 mg/kg (rabbit, oral)
2000 mg/kg (guinea pig, oral)
1130 mg/kg (rat, oral)
3400 mg/kg (mouse, oral)[2]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 15 mg/m3[1]
REL (Recommended)
 TWA 10 mg/m3[1]
IDLH (Immediate danger)
 800 mg/m3[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Synthesis, structure, bonding

Iron tris(dithiocarbamate)s are typically are prepared by salt metathesis reactions.[3]

Iron tris(dimethyldithiocarbamate) is an octahedral coordination complex of iron(III) with D3 symmetry.[4]

Spin crossover (SCO) was first observed in 1931 by Cambi et al. who discovered anomalous magnetic behavior for the tris(N,N-dialkyldithiocarbamatoiron(III) complexes.[5] The spin states of these complexes are sensitive to the nature of the amine substituents.[6]

Iron tris(dithiocarbamate)s characteristically react with nitric oxide to give Fe(dtc)2NO. This efficient chemical trapping reaction provides a means to detect NO.[7]

Reflecting the strongly donating properties of dithiocarbamate ligands, iron tris(dithiocarbamate)s oxidize at relatively mild potentials to give isolable iron(IV) derivatives [Fe(S2CNR2)3]+.[8]

Safety

The U.S. Occupational Safety and Health Administration (OSHA) has set the legal (permissible exposure limit) for ferbam exposure in the workplace as 15 mg/m3 over an 8-hour workday. The U.S. National Institute for Occupational Safety and Health (NIOSH) has set a recommended exposure limit (REL) of 1 mg/m3 over an 8-hour workday. At levels of 800 mg/m3, ferbam is immediately dangerous to life and health.[1]

See also

References
  1. NIOSH Pocket Guide to Chemical Hazards. "#0286". National Institute for Occupational Safety and Health (NIOSH).
  2. "Ferbam". Immediately Dangerous to Life and Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  3. D. Coucouvanis. "The Chemistry of the Dithioacid and 1,1-Dithiolate Complexes". Progress in Inorganic Chemistry. 11: 233–371. doi:10.1002/9780470166123.ch4.
  4. J.Albertsson, Å. Oskarsson). "Compounds with intermediate spin. I. The crystal structure of tris(N,N-dimethyldithiocarbamato)iron(III) at 150 and 295 K". Acta Crystallographica Section B. 33: 1871–1877. doi:10.1107/s0567740877007237.CS1 maint: uses authors parameter (link)
  5. L. Cambi; L and L. Szego (1931). "Über die magnetische Susceptibilität der komplexen Verbindungen". Chem. Ber. Dtsch. Ges. 64 (10): 2591. doi:10.1002/cber.19310641002.
  6. P. Gütlich; H.A. Goodwin (2004). Spin Crossover in Transition Metal Compounds I. Springer Berlin. ISBN 978-3-540-40396-8.
  7. Fujii, S.; Yoshimura, T. (2000). "A new trend in iron–dithiocarbamate complexes: as an endogenous NO trapping agent". Coordination Chemistry Reviews. 198: 89–99. doi:10.1016/S0010-8545(99)00196-4.CS1 maint: uses authors parameter (link)
  8. Pasek, E. A.; Straub, D. K. (1972). "Tris(N,N-disubstituted Dithiocarbamato)iron(IV) Tetrafluoroborates". Inorganic Chemistry. 11: 259–263. doi:10.1021/ic50108a012.CS1 maint: uses authors parameter (link)
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