Skip to Content
Merck
All Photos(1)

Key Documents

More Documents

Safety Information

185191

Sigma-Aldrich

Lead(IV) acetate

reagent grade, 95%

Synonym(s):

Lead tetraacetate, Pb(acac)4

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
Pb(CH3CO2)4
CAS Number:
546-67-8
Molecular Weight:
443.38
Beilstein:
3595640
EC Number:
208-908-0
MDL number:
MFCD00008693
UNSPSC Code:
12352302
eCl@ss:
38140424
PubChem Substance ID:
329751682

grade

reagent grade

Quality Level

200

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

Looking for similar products? Visit Product Comparison Guide

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.

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

PRTR

Specified Class I Designated Chemical Substances

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

185191-25G:4548173111131
185191-BULK:
185191-VAR:
185191-100G:4548173111124
185191-500G:4548173111148
185191-5KG:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

One-Step Synthesis of Methyl Arylacetates from Acetophenones Using Lead (IV) Acetate.
Myrboh B, et al.
Synthesis, 1981(02), 126-127 (1981)
Lead (IV) Acetate.
Mihailovic ML, et al.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2005)
A new method for Halodecarboxylation of Acids using Lead (IV) acetate.
Kochi JK.
Journal of the American Chemical Society, 87(11), 2500-2502 (1965)
Facile synthesis of alkyl 2-arylpropanoates from aryl ethyl ketones using lead (IV) acetate.
Fujii K, et al.
Synthesis, 1982(06), 456-457 (1982)
The reaction of 2-(trialkylsiloxy) furans with lead (IV) acetate. The synthesis of dl-pyrenophorin.
Asaoka M, et al.
Bulletin of the Chemical Society of Japan, 53(4), 1061-1064 (1980)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service