Chloro(dimethyl sulfide)gold(I)

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Chloro(dimethyl sulfide)gold(I)
structural formula of the title molecule
ball-and-stick model of the molecule derived from the crystal structure
Identifiers
3D model (
JSmol
)
ChemSpider
ECHA InfoCard
 100.156.209 Edit this at Wikidata
  • InChI=1S/C2H6S.Au.ClH/c1-3-2;;/h1-2H3;;1H/q;+1;/p-1 ☒N
    Key: YQALRAGCVWJXGB-UHFFFAOYSA-M ☒N
  • InChI=1/C2H6S.Au.ClH/c1-3-2;;/h1-2H3;;1H/q;+1;/p-1
    Key: YQALRAGCVWJXGB-REWHXWOFAH
  • separate form: [Au]Cl.CSC
  • coordination form: Cl[Au-][S+](C)C
Properties
C2H6AuClS
Molar mass 294.55 g·mol−1
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Related compounds
Related compounds
 chloro(tetrahydrothiophene)gold(I)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chloro(dimethyl sulfide)gold(I) is a coordination complex of gold. It is a white solid. This compound is a common entry point into gold chemistry.

Structure

As for many other gold(I) complexes, the compound adopts a nearly linear (176.9°) geometry about the central gold atom. The Au-S bond distance is 2.271(2) Å, which is similar to other gold(I)-sulfur bonds.[1]

Preparation

Chloro(dimethyl sulfide)gold(I) is commercially available. It may be prepared by dissolving gold in aqua regia (to give chloroauric acid), followed by addition of dimethyl sulfide.[2] Alternatively, sodium tetrachloroaurate may be used as the source of gold(III).[3] The bromo analog, Me2SAuBr, has also been synthesized by a similar route.[4] An approximate equation is:

HAuCl4 + 2 SMe2 + H2O → Me2SAuCl + 3 HCl + OSMe2

A simple preparation starts from elemental gold in DMSO / conc HCl (1:2) where DMSO acts as an oxidant and the formed Me2S as ligand. As a side product, HAuCl4·2DMSO is formed.[5]

Reactions

In chloro(dimethyl sulfide)gold(I), the dimethyl sulfide ligand is easily displaced by other ligands:[6]

Me2SAuCl + L → LAuCl + Me2S (L = ligand)

Since Me2S is volatile, the new complex LAuCl is often easily purified.

When exposed to light, heat, or air, the compound decomposes to elemental gold.

References

  1. doi:10.1107/S0108270188009151
    .
  2. doi:10.1039/b005251p
    .
  3. doi:10.1055/s-2007-984501
    .
  4. PMID 18729360
    .
  5. doi:10.1016/S0022-328X(97)00522-6
    .
  6. doi:10.15227/orgsyn.093.0115
    .
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