Physical Properties Uses Preparation Reactions
ChemicalBook > CAS DataBase List > Lead tetraacetate

Lead tetraacetate

Physical Properties Uses Preparation Reactions
Product Name
Lead tetraacetate
CAS No.
546-67-8
Chemical Name
Lead tetraacetate
Synonyms
LTA;LEAD(IV) ACETATE;LEAD(IV) TETRAACETATE;tetraacetate;Lead(IV) acetate, 96% dry weight, stabilized;PB(ACAC)4;Monolead(II);Lead(IV) acet;plumbicacetate;LEAD(+4)ACETATE
CBNumber
CB4317577
Molecular Formula
C8H12O8Pb-2
Formula Weight
443.38
MOL File
546-67-8.mol
More
Less

Lead tetraacetate Property

Melting point:
175-180 °C
Boiling point:
118.1°C
Density 
2,28 g/cm3
storage temp. 
Inert atmosphere,2-8°C
solubility 
Chloroform, Methanol (Slightly)
form 
Crystalline Powder
Specific Gravity
2.28
color 
White to light orange-pink
Water Solubility 
Decomposition
Sensitive 
Moisture Sensitive
Hydrolytic Sensitivity
7: reacts slowly with moisture/water
Merck 
14,5423
BRN 
3595640
Exposure limits
NIOSH: IDLH 100 mg/m3; TWA 0.050 mg/m3
Stability:
Stable. Moisture sensitive. Incompatible with water, most metals.
InChIKey
JEHCHYAKAXDFKV-UHFFFAOYSA-J
CAS DataBase Reference
546-67-8(CAS DataBase Reference)
NIST Chemistry Reference
Lead tetraacetate(546-67-8)
EPA Substance Registry System
Lead(IV) acetate (546-67-8)
More
Less

Safety

Hazard Codes 
T,N,O
Risk Statements 
61-8-20/22-33-35-50/53-62
Safety Statements 
53-45-60-61-36/37/39-26-17
RIDADR 
UN 2923 8/PG 2
WGK Germany 
3
RTECS 
AI5300000
F 
10-21
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29152900
Hazardous Substances Data
546-67-8(Hazardous Substances Data)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H373May cause damage to organs through prolonged or repeated exposure

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P273Avoid release to the environment.

P308+P313IF exposed or concerned: Get medical advice/attention.

More
Less

N-Bromosuccinimide Price

TCI Chemical
Product number
L0021
Product name
Lead Tetraacetate (contains Acetic Acid)
Purity
>96.0%(T)
Packaging
25g
Price
$48
Updated
2024/03/01
TCI Chemical
Product number
L0021
Product name
Lead Tetraacetate (contains Acetic Acid)
Purity
>96.0%(T)
Packaging
500g
Price
$582
Updated
2024/03/01
Alfa Aesar
Product number
A15551
Product name
Lead(IV) acetate, 96% (dry wt.), stab. with 5-10% glacial acetic acid
Packaging
100g
Price
$70
Updated
2023/06/20
Alfa Aesar
Product number
A15551
Product name
Lead(IV) acetate, 96% (dry wt.), stab. with 5-10% glacial acetic acid
Packaging
250g
Price
$128
Updated
2023/06/20
Strem Chemicals
Product number
93-8270
Product name
Lead(IV) acetate, 95%
Packaging
50g
Price
$70
Updated
2024/03/01
More
Less

Lead tetraacetate Chemical Properties,Usage,Production

Physical Properties

Colorless monoclinic crystals; turns pink; unstable in air; density 2.228 g/cm3 at 17°C; melts at 175°C; decomposes in cold water and ethanol; soluble in chloroform, benzene, nitrobenzene, and hot glacial acetic acid; also soluble in concentrated hydrochloric acid.

Uses

Lead tetraacetate is used as a highly selective oxidizing agent in organic synthesis. This includes oxidation of glycols into aldehydes, preparation of cyclohexyl acetate, production of oxalic acid, and in structural analysis of sugars.

Preparation

Lead tetraacetate is prepared by dissolving lead tetroxide in warm glacial acetic acid followed by cooling. On cooling, the tetraacetate crystallizes out while lead acetate remains in the solution:
Pb3O4 + 8CH3COOH→Pb(CH3COO)4 + 2Pb(CH3COO)2 + 4H2O
Yield is improved by adding chlorine gas to the mixture. Alternatively, the compound may be prepared by adding a mixture of glacial acetic acid and acetic anhydride to lead tetroxide and heating the solution gently. Acetic anhydride converts the water formed in the reaction into acetic acid, thus preventing hydrolysis of the product lead tetraacetate.

Reactions

Lead tetraacetate, on treatment with water, hydrolyzes to lead dioxide and acetic acid:
Pb(CH3COO)4 + 2H2O → PbO2 + 4CH3COOH
Lead tetraacetate is a selective oxidizing agent causing oxidative cleavage of polyhydroxy compounds. It cleaves compounds that have hydroxyl groups on adjacent carbon atoms, breaking the carbon-carbon bonds to form carbonyl compounds, such as aldehydes, ketones or acids. The reaction is carried out in organic solvents. A typical example is as follows:
OH—CH2—CH2—OH + Pb(CH3COO)4 → 2CH2O + Pb(CH3COO)2 + 2CH3COOH

Description

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.

Chemical Properties

White solid

Chemical Properties

Lead tetraacetate (plumbic acetate), Pb(C2H3O2)4, is a colorless, monoclinic crystalline solid that is soluble in chloroform and in hot acetic acid, but decomposes in cold water and in ethyl alcohol. Lead tetraacetate can be prepared by adding warm, water-free, glacial acetate acid to red lead, Pb3O4, and subsequent cooling. The salt decomposes with the addition of water to give PbO2, but the yield can be improved by passing in chlorine gas. Lead tetraacetate is available in laboratory quantities as colorless to faintly pink crystals stored in glacial acetic acid.

Uses

Oxidation with lead tetraacetate is often used in organic syntheses, because the lead salt is highly selective in the splitting of vicinal glycols. The rate of oxidation of cis glycols is more rapid than of the trans isomers, a property widely used in the structural determination of sugars and other polyols. Lead tetraacetate readily cleaves α-hydroxy acids as oxalic acid at room temperature. Another use is the introduction of acetoxy groups in organic molecules, as in the preparation of cyclohexyl acetate and the acetoxylation of cyclohexanol. At high temperature, methylation takes place. In these reactions, the organic molecule must contain double bonds or activating substituents.

Uses

Lead(IV) acetate is an important oxidizing agent and a source of acetyloxy group used in organic synthesis. For example, 1,4-dioxene is prepared from dioxane involving 2-acetoxy-1,4-dioxane as an intermediate. Similarly, it is used for the preparation of bis(trifluoromethyl)diazomethane from hexafluoroacetone hydrazone. It also reacts with alkenes, alcohols having a delta-proton and di-n-butyl d-tartrate to get gamma-lactones, cyclic ethers and n-butyl glyoxylate respectively. It induces the cleavage of 1,2-diols to the corresponding aldehydes or ketones. It is actively involved in the Kochi reaction for the decarboxylation of carboxylic acids to alkyl halides and used as an alternative reagent to bromine in the Hofmann rearrangement.

Uses

Selective oxidizing agent in organic syntheses: Criegee, Angew. Chem. 53, 321 (1940); Newer Methods of Preparative Organic Chemistry (Interscience, N. Y., 1948) pp 1-17.

Preparation

Lead tetraacetate can be prepared by reaction of red lead with acetic acid The other main lead acetate is lead (II) acetate.

Application

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 :
Acetoxylation of benzylic, allylic and α-oxygen ether C-H bonds, for example the photochemical conversion of dioxane to 1,4- dioxene through the 2-acetoxy-1,4-dioxane intermediate and the conversion of α-pinene to verbenone
* Oxidation of hydrazones to diazo compounds for example that of hexafluoroacetone hydrazone to bis(trifluoromethyl)diazomethane * Aziridine formation, for example the reaction of Naminophthalimide and stilbene
* Cleavage of 1,2-diols to the corresponding aldehydes or ketones often replacing ozonolysis, for instance the oxidation of di-nbutyl d-tartrate to n-butyl glyoxylate
* Reaction with alkenes to γ-lactones
* Oxidation of alcohols carrying a δ-proton to cyclic ethers.
* Oxidative cleavage of certain allyl alcohols in conjunction with ozone.

Definition

ChEBI: An acetate salt with formula Pb(OAc)4. It is used as a selective oxidising agent in organic synthesis.

General Description

Faintly pink wet crystals with an odor of vinegar.

Air & Water Reactions

Unstable in air. Reacts with water to form brown lead dioxide and acetic acid [Merck 11th ed. 1989].

Reactivity Profile

Organometallics are strongly reactive with many other groups. Incompatible with acids and bases. Organometallics are good reducing agents and therefore incompatible with oxidizing agents. Often reactive with water to generate toxic or flammable gases. Generally highly toxic. Often react on contact with tissues to give toxic products.

Health Hazard

Early symptoms of lead intoxication by ingestion are most commonly gastrointestinal disorders, colic, constipation, etc.; weakness, which may go on to paralysis chiefly of the extensor muscles of the wrists and less often of the ankles, is noticeable in the most serious cases. Ingestion of a large amount causes local irritation of the alimentary tract; pain, leg cramps, muscle weakness, paresthesias, depression, coma, and death may follow in 1 or 2 days. Contact causes severe irritation of eyes and can burn skin.

Fire Hazard

Behavior in Fire: Can increase the intensity of a fire when in contact with combustible material. Cool containers with plenty of water.

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.

Lead tetraacetate Preparation Products And Raw materials

Raw materials

Lead

Preparation Products

Lamivudine Lead stearate,dibasic 3-Aminopyridine Lead bis(2-ethylhexanoate) LEAD STEARATE
More
Less

Lead tetraacetate Suppliers

Americas 1 Belgium 4 Canada 2 China 154 Europe 3 Germany 5 India 31 Japan 7 Singapore 1 Switzerland 1 United Kingdom 11 United States 45 Global 265
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
Aceschem Inc.
Tel
+1-817863-6948 +1-（817）863-6948
Email
sales@aceschem.com
Country
United States
ProdList
19632
Advantage
58
Alfa Chemistry
Tel
Email
info@alfa-chemistry.com
Country
United States
ProdList
2344
Advantage
58
Alfa Chemistry
Tel
--
Fax
--
Email
info@Alfa-Chemistry.com
Country
United States
ProdList
6814
Advantage
0
Veckridge Chemical Co., Inc.
Tel
--
Fax
--
Email
info@veckridge.com
Country
United States
ProdList
184
Advantage
58
Chem-Impex International, Inc. (CII)
Tel
--
Fax
--
Email
Customer@chemimpex.com
Country
United States
ProdList
893
Advantage
58
Crescent Chemical Company
Tel
--
Fax
--
Email
fran@creschem.com
Country
United States
ProdList
1441
Advantage
58
MilliporeSigma (Sigma-Aldrich Corp.)
Tel
--
Fax
--
Email
@sial.com
Country
United States
ProdList
5414
Advantage
58
Fluorochem Ltd.
Tel
--
Fax
--
Email
enquiries@fluorochem.co.uk
Country
United States
ProdList
4583
Advantage
58
Alichem Inc.
Tel
--
Fax
--
Email
sales@alichem.com
Country
United States
ProdList
6167
Advantage
58
Beantown Chemical Corporation
Tel
--
Fax
--
Country
United States
ProdList
396
Advantage
58
2A Biotech USA
Tel
--
Fax
--
Email
info@2abiotech.com
Country
United States
ProdList
1785
Advantage
58
MP Biomedicals, LLC. (Division of Valiant FC Co., Ltd.)
Tel
--
Fax
--
Email
serv@mpbio.com
Country
United States
ProdList
1854
Advantage
58
TCI America, Inc. (part of Tokyo Chemical Industry)
Tel
--
Fax
--
Email
Angelina.Crew@tcichemicals.com
Country
United States
ProdList
2053
Advantage
58
Oakwood Products, Inc.
Tel
--
Fax
--
Email
sales@oakwoodchemical.com
Country
United States
ProdList
6193
Advantage
74
Del Amo Chemical Company
Tel
--
Fax
--
Country
United States
ProdList
31
Advantage
58
VWR International, LLC.
Tel
--
Fax
--
Email
@sargentwelch.com
Country
United States
ProdList
6262
Advantage
58
Strem Chemicals, Inc.
Tel
--
Fax
--
Email
info@strem.com
Country
United States
ProdList
4910
Advantage
86
United States Biological
Tel
--
Fax
--
Email
chemicals@usbio.net
Country
United States
ProdList
6214
Advantage
80
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
Reagent World
Tel
--
Fax
--
Email
Sales@ReagentWorld.com
Country
United States
ProdList
1637
Advantage
50
Crescent Chemical Co., Inc.
Tel
--
Fax
--
Email
sales@creschem.com
Country
United States
ProdList
4597
Advantage
68
Amber Synthetics, Amsyn Inc.
Tel
--
Fax
--
Email
mail@amsyn.com
Country
United States
ProdList
194
Advantage
46
Anvia Chemicals, LLC
Tel
--
Fax
--
Email
sales@anviachem.com
Country
United States
ProdList
3933
Advantage
0
Spectrum Chemical Mfg. Corp.
Tel
--
Fax
--
Email
marketing@spectrumchemical.com
Country
United States
ProdList
3113
Advantage
60
Advanced Synthesis Technologies
Tel
--
Fax
--
Email
sales@advancedsynthesis.com
Country
United States
ProdList
4775
Advantage
61
Spectrum Chemicals & Laboratory Products
Tel
--
Fax
--
Email
sales@spectrumchemical.com
Country
United States
ProdList
6699
Advantage
77
Advance Scientific & Chemical
Tel
--
Fax
--
Email
sales@advance-scientific.com
Country
United States
ProdList
6419
Advantage
71
Gelest, Inc.
Tel
--
Fax
--
Email
info@gelest.com
Country
United States
ProdList
3973
Advantage
84
Alfa Aesar
Tel
--
Fax
--
Email
tech@alfa.com
Country
United States
ProdList
6814
Advantage
81
Chem-Impex International, Inc.
Tel
--
Fax
--
Country
United States
ProdList
6730
Advantage
64
Naugra Export
Tel
--
Fax
--
Country
United States
ProdList
1332
Advantage
47
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
City Chemical LLC
Tel
--
Fax
--
Email
sales@citychemical.com
Country
United States
ProdList
6708
Advantage
72
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
Loba Chemie Pvt. Ltd.
Tel
--
Fax
--
Country
United States
ProdList
1945
Advantage
71
MP Biomedicals, Inc.
Tel
--
Fax
--
Country
United States
ProdList
6561
Advantage
81
GFS Chemicals
Tel
--
Fax
--
Email
gfschem@gfschemicals.com
Country
United States
ProdList
3403
Advantage
75
J.T. Baker-A Division of Mallinckrodt Baker, Inc.
Tel
--
Fax
--
Country
United States
ProdList
1066
Advantage
82
City Chemicals Corporation
Tel
--
Fax
--
Country
United States
ProdList
6460
Advantage
72
Anilax Enterprises Incorporated
Tel
--
Fax
--
Country
United States
ProdList
712
Advantage
68
Aithaca Chemical Corp.
Tel
--
Fax
--
Email
sales@aithaca.com
Country
United States
ProdList
1684
Advantage
30
Aakash Chemicals and Dye-Stuffs, Inc.
Tel
--
Fax
--
Email
info@aakashchemicals.com
Country
United States
ProdList
1012
Advantage
54
Shape Products Co.
Tel
--
Fax
--
Country
United States
ProdList
343
Advantage
30

546-67-8, Lead tetraacetateRelated Search:

Ethyl acetate Vinyl acetate Glatiramer acetate Ammonium acetate POLY(VINYL ACETATE) Cellulose acetate Sodium acetate Lead(II) chloride LEAD(II) BROMIDE Lead(II) iodide Tetramethylammonium fluoride tetrahydrate potassium ferricyanide Potassium bicarbonate Cesium carbonate Silver carbonate Lithium carbonate Sodium bicarbonate LEAD ACETATE BASIC FOR SUGAR ANALYSIS ACCORDING TO HORNE,LEAD ACETATE MONOBASIC,LEAD ACETATE BASIC

  • Lead(IV) acetate, 96% dry weight, stabilized
  • Lead(Ⅳ) Acetate 〔Lead(Ⅳ) Tetraacetate〕
  • Monolead(II)
  • tetraacetate
  • Acetic acid, lead(4+) salt
  • Aceticacid,lead(4+)salt
  • aceticacid,lead(4++)salt
  • LTA
  • LEAD(+4)ACETATE
  • LEAD(IV) ACETATE
  • LEAD(IV) ACETATE GM
  • LEAD(IV) TETRAACETATE
  • LEAD TETRAACETATE
  • PB(ACAC)4
  • Lead(IV) acetate, stabilized, 95%
  • LEADTETRAACETAT
  • Lead(Ⅱ)acetate
  • LEAD(IV) ACETATE , STABILIZED WITH 5-10% GLACIAL ACETIC ACID
  • Lead(IV) acetate, 96%(dry wt.), stab. with 5-10% glacial acetic acid
  • Lead Tetraacetate (contains Acetic Acid)
  • Pb(acac)<sub>4</sub>
  • Lead(IV) acetate (5-10% acetic acid)
  • Leadacetateaceticacidwhitetolightbrownxtl
  • LEAD(IV) ACETATE REAGENT GRADE 95%
  • LEAD(IV) ACETATE, 99.99+%
  • LeadTetraacetateGr
  • Lead(Iv)Acetate>98%
  • Lead(IV)acetate,95%
  • Lead(IV)acetate,95%,stab.with5-10%glacialaceticacid
  • Lead (IV) tetraacetate (contains Acetic acid)
  • Lead(IV) acetate, 95% min, stab. with approx. 4% glacial acetic acid
  • Lead tetraacetate, Pb(acac)4
  • Tetraacetic acid lead(IV) salt
  • Tetraacetoxyplumbane
  • Lead(IV) acetate,95%,stabilized
  • Lead(IV) acetate,Lead tetraacetate, Pb(acac)4
  • tris(acetyloxy)pluMbyl acetate
  • (contains Acetic Acid)
  • Lead Tetraacetate&nbsp
  • LEAD TETRAACETATE, tech-95
  • Lead(IV) acet
  • Monolead(II) tetraacetate
  • leadacetate(pb(o2c2h3)4)
  • leadacetate(pb(oac)4)
  • leadtetracetate
  • plumbicacetate
  • Tetrakis(acetyloxy)plumbane
  • tetra-leadacetat
  • ead tetraacetate
  • LeadTetraacetate(containsAceticAcid)&gt
  • Lead tetraacetate, 5-10% of acetic acid
  • Lead tetraacetate ISO 9001：2015 REACH
  • Lead tetraacetate, GR, 98%+
  • LEAD ACETATE STABILIZED
  • lead(III) acetate
  • Four lead acetate
  • Lead(IV) acetate, Stabilized with acetic acid (~5%)
  • Acetic acid (lead),90%(contains Acetic Acid)