Lead(IV) acetate

Lead(IV) acetate
IUPAC name

Lead(IV) acetate
Other names

Lead tetraacetate
Identifiers
CAS number 546-67-8 Y
Properties
Molecular formula Pb(C2H3O2)4
Molar mass 443.38 g/mol
Appearance colorless or pink crystals [1]
Density 2.228 g/cm3
Melting point

175 °C
Boiling point

decomp
Solubility in water reacts
Solubility reacts with ethanol;
soluble in chloroform, benzene, nitrobenzene, hot acetic acid, HCl
Hazards
NFPA 704
0
3
0
 Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Lead(IV) acetate or lead tetraacetate is a chemical compound with chemical formula Pb(C2H3O2)4 and is a lead salt of acetic acid. It is commercially available often stabilized with acetic acid.

It can be prepared by reaction of red lead with acetic acid [2] The other main lead acetate is lead(II) acetate.

Reagent in organic chemistry

Lead tetraacetate is a strong oxidizing agent, a source of acetyloxy groups and a general reagent for the introduction of lead into organolead compounds. Some of its many uses in organic chemistry:

Safety

Lead(IV) acetate may be fatal if ingested, inhaled, or absorbed through skin. It causes irritation to skin eyes, and respiratory tract. It is a neurotoxin. It affects the gum tissue, central nervous system, kidneys, blood, and reproductive system.

References

  1. ^ Pradyot Patnaik. Handbook of Inorganic Chemicals. McGraw-Hill, 2002, ISBN 0070494398
  2. ^ Source: designer-drugs.com Link.
  3. ^ Organic Syntheses, Vol. 82, p.99 (2005) Article.
  4. ^ Organic Syntheses, Coll. Vol. 9, p.745 (1998); Vol. 72, p.57 (1995) Article
  5. ^ Organic Syntheses, Coll. Vol. 6, p.161 (1988); Vol. 50, p.6 (1970) Article.
  6. ^ Organic Syntheses, Coll. Vol. 6, p.56 (1988); Vol. 55, p.114 (1976) Link
  7. ^ Organic Syntheses, Coll. Vol. 4, p.124 (1963); Vol. 35, p.18 (1955) Article.
  8. ^ M B Smith, J March. March's Advanced Organic Chemistry (Wiley, 2001) (ISBN 0-471-58589-0)
  9. ^ O3/Pb(OAc)4: a new and efficient system for the oxidative cleavage of allyl alcohols E.J. Alvarez-Manzaneda R. Chahboun , M.J. Cano, E. Cabrera Torres, E. Alvarez, R. Alvarez-Manzaneda, b, A. Haidour and J.M. Ramos López Tetrahedron Letters Volume 47, Issue 37 , 11 September 2006, Pages 6619-6622 doi:10.1016/j.tetlet.2006.07.020
  10. ^ Conversion of 1-allyl-cyclohexanol to cyclohexanone, in the proposed reaction mechanism the allyl group is first converted to a trioxalane according to conventional ozonolysis which then interacts with the alkoxy lead group
  11. ^ Synthesis 1981, 2, 126-127.