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Lead tetraacetate

Physical Properties Uses Preparation Reactions
Lead tetraacetate
Lead tetraacetate structure
CAS No.
546-67-8
Chemical Name:
Lead tetraacetate
Synonyms
LTA;PB(ACAC)4;Monolead(II);tetraacetate;LEAD ACETATE;Lead(IV) acet;plumbicacetate;leadtetracetate;LEADTETRAACETAT;Lead(Ⅱ)acetate
CBNumber:
CB4317577
Molecular Formula:
C8H12O8Pb-2
Formula Weight:
443.38
MOL File:
546-67-8.mol

Lead tetraacetate Properties

Melting point:
175-180 °C
Boiling point:
118.1°C
Density 
2,28 g/cm3
storage temp. 
0-6°C
form 
Crystalline Powder
Specific Gravity
2.28
color 
White to light orange-pink
Water Solubility 
Decomposition
Sensitive 
Moisture Sensitive
Merck 
14,5423
BRN 
3595640
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
Acetic acid, lead(4+) salt(546-67-8)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS09,GHS03,GHS07,GHS08
Signal word  Danger
Hazard statements  H272-H315-H341-H350-H361-H302+H332-H360Df-H373-H410-H302-H332-H360-H400
Precautionary statements  P501a-P202-P210-P220-P221-P264-P270-P271-P302+P352+P332+P313+P362+P364-P304+P340+P312-P405-P501-P201-P260-P280-P301+P312+P330-P308+P313-P304+P340
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
10-21
TSCA  Yes
HazardClass  6.1
PackingGroup  III
HS Code  29152900

Lead tetraacetate price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 185191 Lead(IV) acetate reagent grade, 95% 546-67-8 100g $89.5 2018-11-20 Buy
Sigma-Aldrich 185191 Lead(IV) acetate reagent grade, 95% 546-67-8 500g $308 2018-11-20 Buy
TCI Chemical L0021 Lead Tetraacetate (contains Acetic Acid) >96.0%(T) 546-67-8 25g $45 2018-11-22 Buy
TCI Chemical L0021 Lead Tetraacetate (contains Acetic Acid) >96.0%(T) 546-67-8 500g $341 2018-11-22 Buy
Alfa Aesar A15551 Lead(IV) acetate, 96% (dry wt.), stab. with 5-10% glacial acetic acid 546-67-8 100g $53.7 2018-11-15 Buy

Lead tetraacetate Chemical Properties,Uses,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

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.

Definition

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

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.

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

Preparation Products


Lead tetraacetate Suppliers

Global( 137)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Mainchem Co., Ltd.
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Chemwill Asia Co.,Ltd.
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Hubei xin bonus chemical co. LTD
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Energy Chemical 021-58432009 / 400-005-6266
021-58436166-800 info@energy-chemical.com China 44025 61
9ding chemical ( Shanghai) Limited +86 (21) 52271985
+86 (21) 52271987 sales@9dingchem.com China 23613 60
Henan Alfachem Co.,Ltd. 18137891487;0371-55051623;QQ2853979817
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J & K SCIENTIFIC LTD. 400-666-7788 +86-10-82848833
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Meryer (Shanghai) Chemical Technology Co., Ltd. +86-(0)21-61259100(Shanghai) +86-(0)755-86170099(ShenZhen) +86-(0)10-62670440(Beijing)
+86-(0)21-61259102(Shanghai) +86-(0)755-86170066(ShenZhen) +86-(0)10-88580358(Beijing) sh@meryer.com China 40269 62
Alfa Aesar 400-610-6006; 021-67582000
021-67582001/03/05 saleschina@alfa-asia.com China 30163 84
TCI (Shanghai) Development Co., Ltd. 021-67121386 / 800-988-0390
021-67121385 Sales-CN@TCIchemicals.com China 24555 81

Lead tetraacetate Spectrum


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