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Merck

185191

Sigma-Aldrich

Lead(IV) acetate

reagent grade, 95%

Synonym(s):

Lead tetraacetate, Pb(acac)4

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About This Item

Linear Formula:
Pb(CH3CO2)4
CAS Number:
Molecular Weight:
443.38
Beilstein:
3595640
EC Number:
MDL number:
UNSPSC Code:
12352302
eCl@ss:
38140424
PubChem Substance ID:
Assay:
95%
Grade:
reagent grade
Form:
crystalline powder
powder, crystals or chunks
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grade

reagent grade

Quality Level

Assay

95%

form

crystalline powder
powder, crystals or chunks

reaction suitability

reagent type: catalyst
core: lead

storage temp.

2-8°C

SMILES string

CC(=O)O[Pb](OC(C)=O)(OC(C)=O)OC(C)=O

InChI

1S/4C2H4O2.Pb/c4*1-2(3)4;/h4*1H3,(H,3,4);/q;;;;+4/p-4

InChI key

JEHCHYAKAXDFKV-UHFFFAOYSA-J

General description

Lead(IV) acetate is an inorganic lead salt. It participates in α-acetoxylation of ketones and oxidative decarboxylation of carboxylic acids. It along with an ionic halide (particularly chloride) salt participates in the decarboxylation of acids to afford alkyl chlorides. It affords the corresponding α,β-unsaturated γ-acetoxy-γ-lactones via reaction with 2-(trimethylsiloxy)furans.

Application

Lead(IV) acetate (LTA) may be used as an oxidizing reagent for the oxidation of following compounds:
  • unsaturated and aromatic hydrocarbons
  • monohydroxylic and saturated alcohols
  • nitrogen-containing compounds
It may be used for the following conversions:
  • Aromatic primary amines to symmetrical azo compounds.
  • Aliphatic primary amines to alkyl cyanides.
  • Primary amides to carbamates.
  • Hydrazones to azoacetates.
  • 2-(Trimethylsiloxy) furans to α,β-unsaturated γ-acetoxy-γ-lactones.
  • Aryl ethyl ketones to alkyl 2-arylpropanoates.
  • Acetophenones to methyl aryl acetates.
Smoothly induces the addition of difluorodiiodomethane to alkenes and alkynes.


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Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 1A - STOT RE 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable



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