使用者:冰霜葵/沙盒叄

乙酸汞
英文名 Mercury(II) acetate
別名 乙酸高汞
乙酸汞(II)鹽
醋酸汞
二乙醯基氧基汞
雙(乙醯氧基)汞
乙酸汞(2+)鹽
二乙酸汞
mercuric acetate
mercuriacetate
識別
CAS號 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
性質
化學式 C4H6O4Hg
莫耳質量 318.70 g·mol⁻¹
外觀 白色晶體或粉末[1]
密度 3.27 g/cm³,固體
熔點 179℃(分解)
溶解性 25 g/100 mL(10℃)
溶解性 溶於乙醇
危險性
警示術語 R:Template:R-p
安全術語 S:Template:S-p
NFPA 704
0
3
0
 
致死量或濃度:
LD50中位劑量
76 mg/kg(大鼠經口)
若非註明,所有數據均出自標準狀態(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

編輯

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

編輯

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]

   

參考文獻

編輯
  1. ^ (簡體中文)化工詞典 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=為空 (幫助)