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3D model (JSmol)
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ChemSpider | |
EC Number |
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PubChem CID
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Properties | |
C7H5Cl3Hg | |
Molar mass | 396.06 g·mol−1 |
Appearance | white solid |
Melting point | 117–118 °C (243–244 °F; 390–391 K) |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards
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toxicity |
GHS labelling: | |
Danger | |
H300, H310, H330, H373, H410 | |
P260, P262, P264, P270, P271, P273, P280, P284, P301+P310, P302+P350, P304+P340, P310, P314, P320, P321, P322, P330, P361, P363, P391, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Phenyl(trichloromethyl)mercury is an organomercury compound with the formula C6H5HgCCl3. It is a white solid that is soluble in organic solvents. The compound is used as a source of dichlorocarbene, e.g. in cyclopropanation reactions, illustrated with tetrachloroethylene as a substrate, the product being hexachlorocyclopropane:[1]
The compound is prepared by treating phenylmercuric chloride with sources of dichlorocarbene. These include the base/haloform reaction and thermolysis of sodium trichloroacetate:[2][3]
Closely related compounds include phenyl(bromodichloromethyl)mercury (CAS registry number 3294-58-4) and phenyl(tribromomethyl)mercury (CAS registry number 3294-60-8).[4] According to X-ray crystallography, the former has nearly linear coordination geometry at mercury, with a C-Hg-C angle of 179° and Hg-C distances of 2.047 Å.[5]
Also known is bis(trichloromethyl)mercury, Hg(CCl3)2.