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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  ✓
ChemSpider 14599
SMILES
InChI
InChIKey BRMYZIKAHFEUFJ-NUQVWONBAS
性质
化学式 C4H6O4Hg
摩尔质量 318.70 g·mol⁻¹
外观 白色晶體或粉末[1]
密度 3.27 g/cm³,固體
熔点 179℃(分解)
溶解性 25 g/100 mL(10℃)
溶解性 溶於乙醇
危险性
警示术语 R:Template:R-p
安全术语 S:Template:S-p
NFPA 704
NFPA 704.svg
0
3
0
 
LD50 76 mg/kg(大鼠經口)
若非注明,所有数据均出自一般条件(25 ℃,100 kPa)下。

乙酸汞,化學式 Hg(O2CCH3)2 。通常縮寫成 Hg(OAc)2 ,this compound is employed as a reagent to generate organomercury compounds from unsaturated organic precursors.

性質[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

結構[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]

Ball-and-stick model of part of the crystal structure of mercury(II) acetate Space-filling model of part of the crystal structure of mercury(II) acetate

參考文獻[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)