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dimethylmercury

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dimethylmercury

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Also known as [HgMe2], Dimethyl mercury

Dimethylmercury is an extremely toxic organomercury compound with the formula (CH3)2Hg. A volatile, flammable, dense and colorless liquid, dimethylmercury is one of the strongest known neurotoxins. Less than 0.1 mL is capable of inducing severe mercury poisoning resulting in death.

Chemical data

Formula
C2H6Hg
Molecular weight
230.66 g/mol
IUPAC name
dimethylmercury
SMILES
C[Hg]C
InChIKey
ATZBPOVXVPIOMR-UHFFFAOYSA-N
Polar surface area
0 Ų
H-bond donors
0
H-bond acceptors
0
Formal charge
0

via PubChem

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Encyclopedic overview

7 sections
Contents
  • Synthesis, structure, and reactions
  • Reactivity and physical properties
  • Use
  • Safety
  • Incidents
  • References
  • External links

Dimethylmercury is an extremely toxic organomercury compound with the formula (CH3)2Hg. A volatile, flammable, dense and colorless liquid, dimethylmercury is one of the strongest known neurotoxins. Less than 0.1 mL is capable of inducing severe mercury poisoning resulting in death.

==Synthesis, structure, and reactions== The compound was one of the earliest organometallics reported, reflecting its considerable stability. The compound was first prepared by George Buckton in 1857 by a reaction of methylmercury iodide with potassium cyanide: 2 CH3HgI + 2 KCN → Hg(CH3)2 + 2 KI + (CN)2 + Hg Later, Edward Frankland discovered that it could be synthesized by treating sodium amalgam with methyl halides: Hg + 2 Na + 2 CH3I → Hg(CH3)2 + 2 NaI It can also be obtained by alkylation of mercuric chloride with methyllithium: HgCl2 + 2 LiCH3 → Hg(CH3)2 + 2 LiCl The molecule adopts a linear structure with Hg–C bond lengths of 2.083 Å.

Excerpted from Wikipedia’s “dimethylmercury” article, available under the CC BY-SA 4.0 licence.

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