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Organomercury chemistry information


Organomercury compounds contain at least one carbon bonded to a mercury atom, shown here.

Organomercury chemistry refers to the study of organometallic compounds that contain mercury. Typically the Hg–C bond is stable toward air and moisture but sensitive to light. Important organomercury compounds are the methylmercury(II) cation, CH3Hg+; ethylmercury(II) cation, C2H5Hg+; dimethylmercury, (CH3)2Hg, diethylmercury and merbromin ("Mercurochrome"). Thiomersal is used as a preservative for vaccines and intravenous drugs.

The toxicity of organomercury compounds[1][2] presents both dangers and benefits. Dimethylmercury in particular is notoriously toxic, but found use as an antifungal agent and insecticide. Merbromin and phenylmercuric borate are used as topical antiseptics, while thimerosal is safely used as a preservative for vaccines and antitoxins.[3]

  1. ^ Hintermann, H. (2010). Organomercurials. Their Formation and Pathways in the Environment. Metal Ions in Life Sciences. Vol. 7. Cambridge: RSC publishing. pp. 365–401. ISBN 978-1-84755-177-1.
  2. ^ Aschner, M.; Onishchenko, N.; Ceccatelli, S. (2010). Toxicology of Alkylmercury Compounds. Metal Ions in Life Sciences. Vol. 7. Cambridge: RSC publishing. pp. 403–434. doi:10.1515/9783110436600-017. ISBN 978-1-84755-177-1. PMID 20877814.
  3. ^ "Thimerosal and Vaccines". Centers for Disease Control and Prevention. August 25, 2020. Retrieved April 15, 2024.

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Organomercury chemistry

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Organomercury chemistry refers to the study of organometallic compounds that contain mercury. Typically the Hg–C bond is stable toward air and moisture...

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Organometallic chemistry

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organoiridium chemistry, organoplatinum chemistry, organogold chemistry, organomercury chemistry, organothallium chemistry, organolead chemistry, organobismuth...

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Methylmercury

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organometallic cation with the formula [CH3Hg]+. It is the simplest organomercury compound. Methylmercury is extremely toxic, and its derivatives are...

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Dimethylmercury

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Dimethylmercury is an extremely toxic organomercury compound with the formula (CH3)2Hg. A volatile, flammable, dense and colorless liquid, dimethylmercury...

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Organophosphorus chemistry

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reaction of a phosphorus trichloride with a poor metal-alkyl complex, e.g. organomercury, organolead, or a mixed lithium-organoaluminum compound. The parent...

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Organosodium chemistry

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rubidium, and caesium alkoxides. Alternatively they arise from the organomercury compound, although this method is dated. The solid methyl derivatives...

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Mercury poisoning

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salts, and its mercuric state (Hg2+) may form either inorganic salts or organomercury compounds. Consumption of whale and dolphin meat, as is the practice...

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Dietmar Seyferth

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organophosphorus, organosilicon, and organomercury chemistry. He also contributed to organocobalt chemistry and organoiron chemistry, e.g. the popularization of...

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Thiomersal

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thimerosal (USAN, JAN), also sold under the name merthiolate is an organomercury compound. It is a well-established antiseptic and antifungal agent....

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Alexander Nesmeyanov

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Nesmeyanov, A. N. (1929). "A new method for the synthesis of aromatic organomercury salts" (in Russian). 61 (8) (ZhRFKhO. Ch. Chem. ed.): 1393–1405. {{cite...

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Ethylmercury

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ISBN 978-0-08-037941-8. Elschenbroich C (2016). "Main-Group Organometallics [§6.2.3 Organomercury Compounds]". Organometallics (3rd ed.). New York, NY: John Wiley & Sons...

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Concerted metalation deprotonation

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and T. G. Traylor published a study of the mechanism of acetolysis of organomercury compounds. They propose a series of possible mechanisms for the process...

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Mercury nitride

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In chemistry, mercury nitrides are chemical compounds that contain mercury cations and nitride anions. Binary mercury nitrides, e.g. Hg3N2, are not well...

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Mercury sulfide

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ISBN 978-0-618-94690-7. Greenwood, Norman N.; Earnshaw, Alan (1984). Chemistry of the Elements. Oxford: Pergamon Press. p. 1406. ISBN 978-0-08-022057-4...

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Diphenylmercury

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Diphenylmercury is the organomercury compound with the formula Hg(C6H5)2. It is a white solid. The compound is of historic interest as a particularly...

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Phenylmercury acetate

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Phenylmercuric acetate is an organomercury compound used as a preservative, disinfectant, and antitranspirant. Phenylmercuric acetate forms colorless...

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Metal toxicity

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phenomenon of bioaccumulation. While all mercury compounds are toxic, organomercury compounds are especially dangerous because they are more mobile. Methyl...

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Mercury telluride

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phase relations in the mercury-selenium system". Journal of Solid State Chemistry. 62 (2): 177. Bibcode:1986JSSCh..62..177B. doi:10.1016/0022-4596(86)90229-X...

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Alkylmercury lyase

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mercury(II)-lyase (alkane-forming). Other names in common use include organomercury lyase, organomercurial lyase, and alkylmercury mercuric-lyase. The enzyme...

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Pentaphenylphosphorus

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sulfonate, and benzene. Pentaphenylphosphorus transfers a phenyl group to organomercury, and tin halides. For example pentaphenylphosphorus reacts with phenylmercury...

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Rosefuran

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species. Rosefuran was synthesized in 1968 by George Büchi via the organomercury compound bis(3-methyl-2-furyl)mercury. Rosefuran has been synthesized...

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Onium ion

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R2P+ (protonated phosphinidene) mercurinium cations, R3Hg+ (protonated organomercury compounds; formed as intermediates in oxymercuration reactions) diphenylcarbenium...

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