| 词条 | Mercury(II) acetate |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 444009303 | Name = Mercury(II) acetate | ImageFile1 = Mercury(II)-acetate-from-xtal-1973-2D.png | ImageSize1 = 256px | ImageFile2 = Mercury(II)-acetate-from-xtal-1973-3D-balls-A.png | ImageFile3 = Mercury(II)-acetate-from-xtal-1973-3D-SF-A.png | ImageName = Mercury(II) acetate | OtherNames = mercuric acetate mercuriacetate |Section1={{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 14599 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = R0G1MCT8Y5 | InChI = 1/2C2H4O2.Hg/c2*1-2(3)4;/h2*1H3,(H,3,4);/q;;+2/p-2 | InChIKey = BRMYZIKAHFEUFJ-NUQVWONBAS | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 33211 | EC_number = 209-766-2 | RTECS = AI8575000 | UNNumber = 1629 | SMILES = [Hg+2].[O-]C(=O)C.[O-]C(=O)C | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/2C2H4O2.Hg/c2*1-2(3)4;/h2*1H3,(H,3,4);/q;;+2/p-2 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = BRMYZIKAHFEUFJ-UHFFFAOYSA-L | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 1600-27-7 | PubChem = 15337 |Section2={{Chembox Properties | Formula = C4H6O4Hg | MolarMass = 318.678 g/mol | Appearance = white-yellow crystals | Odor = mild vinegar odor | Density = 3.28 g/cm3, solid | Solubility = 25 g/100 mL (10 °C) 100 g/100 mL (100 °C) | SolubleOther = soluble in alcohol, diethyl ether | MeltingPtC = 179 | MeltingPt_notes = (decomposes) | BoilingPt = | MagSus = −100·10−6 cm3/mol |Section7={{Chembox Hazards | EUClass = | NFPA-H = 4 | NFPA-F = 0 | NFPA-R = 0 | LD50 = 40.9 mg/kg (rat, oral) 23.9 mg/kg (mouse, oral)[1] | GHSPictograms = {{GHS06}}{{GHS08}}{{GHS09}} | GHSSignalWord = Danger | HPhrases = {{H-phrases|300|310|330|373|400|410}} | PPhrases = {{P-phrases|260|262|264|270|271|273|280|284|301+310|302+350|304+340|310|314|320|321|322|330|361|363|391|403+233|405|501}} }} Mercury(II) acetate is the chemical compound with the formula Hg(O2CCH3)2. Commonly abbreviated Hg(OAc)2, this compound is employed as a reagent to generate organomercury compounds from unsaturated organic precursors. StructureMercury(II) acetate is a crystalline solid consisting of isolated Hg(OAc)2 molecules with Hg-O distances of 2.07 Å. Three long, weak intermolecular Hg···O bonds of about 2.75 Å are also present, resulting in a slightly distorted square pyramidal coordination geometry at Hg.[2] ReactionsArenes undergo "mercuration" upon treatment with Hg(OAc)2. The one acetate group that remains on mercury can be displaced by chloride:[3]C6H5OH + Hg(OAc)2 → C6H4(OH)-2-HgOAc + HOAc C6H4(OH)-2-HgOAc + NaCl → C6H4(OH)-2-HgCl + NaOAc The Hg2+ center binds to alkenes, inducing the addition of hydroxide and alkoxide. For example, treatment of methylacrylate with mercuric acetate in methanol gives an α-mercuri ester:[4] Hg(OAc)2 + CH2=CHCO2CH3 + CH3OH → CH3OCH2CH(HgOAc)CO2CH3 + HOAc Mercury(II) has a high affinity for sulfur ligands. Hg(OAc)2 can be used as a reagent to remove the acetamidomethyl protecting group, which is used to "protect" thiol groups in organic synthesis. Similarly Hg(OAc)2 is a standard reagent to convert thiocarbonate esters into dithiocarbonates: (RS)2C=S + H2O + Hg(OAc)2 → (RS)2C=O + HgS + 2 HOAc Mercury(II) acetate is used for oxymercuration reactions. References1. ^{{IDLH|merc-hg|Mercury (organo) alkyl compounds (as Hg)}} {{Mercury compounds}}{{clear}}{{Acetates}}2. ^{{ cite journal | author = Allmann |first=R. | journal = Z. Kristallogr. |title=Die Struktur des Quecksilber(II)-acetats | year = 1973 | volume = 138 |issue=1–6 | pages = 366–373 |doi=10.1524/zkri.1973.138.jg.366 }} 3. ^Whitmore, F. C.; Hanson, E. R. "o-Chloromercuriphenol" Organic Syntheses, Collected Volume 1, p.161 (1941).http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=CV1P0161 4. ^Carter, H. E.; West, H. D. “dl-Serine” Organic Syntheses, Collected Volume 3, p.774 (1955). http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=CV3P0774 2 : Acetates|Mercury compounds |
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