用户:冰霜葵/沙盒叁

乙酸汞
英文名 Mercury(II) acetate
别名 乙酸高汞
乙酸汞(II)盐
醋酸汞
二乙酰基氧基汞
双(乙酰氧基)汞
乙酸汞(2+)盐
二乙酸汞
mercuric acetate
mercuriacetate
识别
CAS号 1600-27-7  checkY
ChemSpider 14599
SMILES
 
  • [Hg+2].[O-]C(=O)C.[O-]C(=O)C
InChI
 
  • 1/2C2H4O2.Hg/c2*1-2(3)4;/h2*1H3,(H,3,4);/q;;+2/p-2
InChIKey BRMYZIKAHFEUFJ-NUQVWONBAS
性质
化学式 C4H6O4Hg
摩尔质量 318.70 g·mol⁻¹
外观 白色晶体或粉末[1]
密度 3.27 g/cm³,固体
熔点 179℃(分解)
溶解性 25 g/100 mL(10℃)
溶解性 溶于乙醇
危险性
警示术语 R:Template:R-p
安全术语 S:Template:S-p
NFPA 704
0
3
0
 
致死量或浓度:
LD50中位剂量
76 mg/kg(大鼠经口)
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

乙酸汞,化学式 Hg(O2CCH3)2 。通常缩写成 Hg(OAc)2 ,this compound is employed as a reagent to generate organomercury compounds from unsaturated organic precursors.

性质

编辑

Arenes undergo "mercuration" upon treatment with Hg(OAc)2. The one acetate group that remains on mercury can be displaced by chloride:[2]

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:[3]

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

结构

编辑

Mercury(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.[4]

   

参考文献

编辑
  1. ^ (简体中文)化工词典 乙酸汞
  2. ^ 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
  3. ^ 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
  4. ^ R. Allmann. Z. Kristallogr., Kristallgeom., Kristallphys., Kristallchem. 1973, 138: 366–373.  缺少或|title=为空 (帮助)