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• W2109448426 abstract "[100-56-1] C6H5ClHg (MW 313.15)InChI = 1S/C6H5.ClH.Hg/c1-2-4-6-5-3-1;;/h1-5H;1H;/q;;+1/p-1InChIKey = AWGTVRDHKJQFAX-UHFFFAOYSA-M(phenylating agent for allylic halides3 and alkenes;4-8 converts primary and secondary allylic alcohols into 3-phenyl alcohols and 3-phenyl aldehydes;9 reacts with carbon monoxide to give ketone10-13)Physical Data: mp 250–252 °C. 1H NMR:16, 17 δ (DMSO, ppm) Ho 7.46 (3JHo–Hg = +203 Hz); Hm 7.37 (4JHm–Hg = +49 Hz); Hp 7.46. 13C NMR:18, 19 δ (DMF + (CD3)2CO (20%) at 340 K (ppm)) Cα 150.5, (1JHg–C = 2530 Hz), Cβ 136.4 (2JHg–C = 117 Hz); Cγ 128.0 (3JHg–C = 205 Hz); Cδ 127.9 (4JHg–C = 35 Hz). 199Hg NMR:18 (CH2Cl2) −1192, ((CD3)2SO) −1182 ppm. MS:20 mass of ions observed: C6H5HgCl+, C6H5Hg+, HgCl+. IR: ν(Hg–Cl) 331–332 cm−1.15Solubility: sparingly sol H2O; sol C6H6, ether, pyridine; slightly sol hot ethanol.2Form Supplied in: white satiny leaflets; stable in air; widely available.Preparative Method: by mercuration of benzene21 with Mercury(II) Chloride (eq 1) or red Mercury(II) Oxide. (1)Copper or Copper(I) Chloride22 promotes facile displacement of nitrogen from double salts of Benzenediazonium Chloride and mercury(II) chloride in good yield (eq 2). (2)Phenylmercury(II) chloride can also be prepared by the Peters reaction23 involving mercury(II) chloride and sulfinic acid (eq 3), by the decomposition of the phenyl–tin bond in PhSn(alkyl)3 with mercury(II) chloride (eq 4),24 by mixing equimolar mercury(II) chloride and Diphenylmercury (eq 5),25 or by photolysis of diphenylmercury in CCl4 (eq 6).26(3)(4)(5)(6)In PhHgCl the PhHg bond is less polar than the HgCl bond. The PhHg bond is weak and undergoes homolytic cleavage.Handling, Storage, and Precautions: highly toxic irritant; LD50 orally in rats 60 mg kg−1. Use in a fume hood." @default.
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• W2109448426 date "2001-04-15" @default.
• W2109448426 modified "2023-09-25" @default.
• W2109448426 title "Phenylmercury(II) Chloride" @default.
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• W2109448426 doi "https://doi.org/10.1002/047084289x.rp085" @default.
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