Dibromo(methoxycarbonyl)methyl]phenylmercury

Abstract

[22060-04-4] C9H8Br2HgO2 (MW 508.56) InChI = 1S/C6H5.C3H3Br2O2.Hg/c1-2-4-6-5-3-1;1-7-3(6)2(4)5;/h1-5H;1H3; InChIKey = SOUMWCMUFPESSZ-UHFFFAOYSA-N (by thermolysis, transfers :CBrCO2Me to alkenes, giving cyclopropanes,2 and to silanes, inserting into SiH bond2, 3) Physical Data: mp 154–156 °C (dec). Solubility: sol THF, CHCl3, chlorobenzene, benzene. Analysis of Reagent Purity: spectroscopic data: IR,3 1H NMR.3 Preparative Method: reaction of HCBr2CO2Me with Phenylmercury(II) Chloride and Potassium t-Butoxide in THF at −60 °C,2, 3 according to the general method to prepare phenyl(trihalomethyl)mercurials.4 The yield, though typically in the range of 55%, can be as high as 68%. Purification: recrystallization from chloroform/hexane (1∶1). Handling, Storage, and Precautions: flame-dried glassware and an atmosphere of dry nitrogen are used for the reactions. Organomercury compounds should be carefully handled, and skin contact and inhalation should be particularly avoided. All reactions must be conducted in a well-ventilated fume hood.