587-85-9

Basic information

• Product Name: Diphenylmercury
• Synonyms: DIPHENYLMERCURY;MERCURY DIPHENYL;Benzene, mercuriodi-;difenylrtut;diphenyl-mercur;diphenylmercure;DIPHENYLMERCURY PESTANAL, 250 MG;Diphenylmercury,min.96%
• CAS NO: 587-85-9
• Molecular Formula: C₁₂H₁₀Hg
• Molecular Weight: 354.8
• EINECS: 209-606-1
• Mol File: 587-85-9.mol
• Article Data: 26

Chemical Properties

• Melting Point: 124 °C
• Boiling Point: >306°C
• Flash Point: >306°C
• Appearance: /
• Density: 2.32 g/mL at 25 °C(lit.)
• Storage Temp.: Poison room
• Water Solubility: Insoluble in water.
• BRN: 637234
• CAS DataBase Reference: Diphenylmercury(CAS DataBase Reference)
• NIST Chemistry Reference: Diphenylmercury(587-85-9)
• EPA Substance Registry System: Diphenylmercury(587-85-9)

Safety Data

• Hazard Codes: T+,N
• Statements: 26/27/28-33-50/53
• Safety Statements: 13-28-36-45-60-61
• RIDADR: UN 2026 6.1/PG 3
• WGK Germany: 3
• RTECS: OW3150000
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 587-85-9(Hazardous Substances Data)

Usage

Chemical Properties

White to beige powder

Safety Profile

Moderately toxic by ingestion. Incompatible with nonmetal oxides. When heated to decomposition it emits toxic fumes of Hg. See also MERCURY COMPOUNDS.

Purification Methods

Sublime it, then crystallise it from nitromethane or ethanol. If phenylmercuric halides are present, they can be converted to phenylmercuric hydroxide which, being much more soluble, remain in the alcohol or *benzene used for crystallisation. Thus, crude material (10g) is dissolved in warm ethanol (ca 150mL) and shaken with moist Ag2O (ca 10g) for 30minutes, then heated under reflux for 30minutes and filtered hot. Concentrating the filtrate by evaporation gives diphenylmercury, which is then recrystallised from *benzene [Blair et al. J Chem Soc 3174 1959]. [Beilstein 16 IV 1702.] TOXIC.

InChI:InChI=1/C12H10.Hg/c1-3-7-11(8-4-1)12-9-5-2-6-10-12;/h1-10H;/q;+2

Upstream product

• 64-17-5 ethanol 
• 4840-87-3 PhHg(4-MeC₆H₄) 
• 98-80-6 phenylboronic acid 
• 2665-61-4 (p-methoxyphenyl)(phenyl)iodonium bromide 
• 7732-18-5 water 
• 100-63-0 phenylhydrazine 
• 60-29-7 diethyl ether 
• 56-23-5 tetrachloromethane 
• 108-86-1 bromobenzene 
• 141-78-6 ethyl acetate 
• 100-58-3 phenylmagnesium bromide 
• 14485-20-2 lithium tetraphenylborate 
• 3244-41-5 potassium tetraphenylborate 
• 2170-05-0 pentaphenylantimony 

Downstream Products

• 92-52-4 biphenyl 
• 98-86-2 acetophenone 
• 100-56-1 phenylmercury(II) chloride 
• 22077-55-0 di(p-methylphenyl) selenide 
• 1192-89-8 bromo(phenyl)mercury 
• 115-11-7 isobutene 
• 71-43-2 benzene 
• 746-47-4 tetrabenzo[5.5]fulvalene 
• 98-07-7 Benzotrichlorid 
• 67-72-1 hexachloroethane 
• 108-90-7 chlorobenzene 
• 519-73-3 triphenylmethane 
• 629-35-6 dibutylmercury 
• 104097-26-9 (2-hydroxy-5-nitro-phenyl)-phenyl-mercury 

Relevant articles and documents

Salts of Tris(pentafluoroethyl)silylchalcogenolates [Si(C2F5)3E]-with e = S, Se, and Te: Synthesis, Structure, and Reactivity

Unlike silanolates [SiR3O]- (R = alkyl, aryl), which have been intensely studied, the heavier derivatives [SiR3E]- (E = S, Se, Te) have been much less examined. Among such species, virtually nothing is known about perfluoroalkyl-substituted silylchalcogenolates. In this contribution, a convenient synthesis of tris(pentafluoroethyl)silylchalcogenolate salts [{(Et2N)3P═N}3PN(H)tBu][Si(C2F5)3E] (E = S, Se, Te; tBu = tert-butyl) is presented. All representatives were isolated and fully characterized by multinuclear NMR spectroscopy, IR spectroscopy, mass spectrometry, elemental analysis, and X-ray diffraction studies. Furthermore, first reactivity studies of these novel species toward selected metal halide complexes were performed. In this course, metal complexes [HgPh{SSi(C2F5)3}] (2) and [Au(PPh3){SSi(C2F5)3}] (3) were isolated and characterized.

Transmetalation of Pentafluorophenylmercury Derivatives with Organylmagnesium Bromides

The reactions of pentafluorophenylmercury derivatives with organomagnesium compounds have been studied. The interaction of pentafluorophenylmercury chloride with RMgBr (R = Et, Ph) has afforded diphenyl- and diethylmercury or phenylmercury chloride, besides the expected product (C6F5HgR). The results have been explained by the transmetalation of C6F5HgR with the Grignard reagent, followed by the reaction of the resulting C6F5MgX (X = Br, C6F5) with pentafluorophenylmercury chloride. Transmetalation of (C6F5)2Hg with organylmagnesium bromides has led to the formation of C6F5MgX and R2Hg.

Homolytic reactive mass spectrometry of fullerenes: Interaction of C 60 and C70 with organo- and organoelement mercurials in the electron impact ion source of a mass spectrometer; EPR, CIDEP, and MS studies of several analogous react

Interaction of C60 with organo- and organoelement mercurials (CF3HgBr, PhHgBr, P-CH3C6H4HgBr, P-CH3OC6H4HgCl, CF3HgPh, Ph 2Hg, (o-carborane-9-yl)