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Lead tetraacetate

HCID 11025
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Basic information

CAS
546-67-8
Standard SMILES
CC(=O)[O-].CC(=O)[O-].CC(=O)[O-].CC(=O)[O-].[Pb+2]
InChIKey
ACKFDYCQCBEDNU-UHFFFAOYSA-J
Molecular formula
C8H12O8Pb-2
Average molar mass
443 g/mol

Overview

Faintly pink wet crystals with an odor of vinegar. (USCG, 1999)

Names & identifiers

Preferred name
Lead tetraacetate
IUPAC
lead(2+) tetraacetate
English name
Lead tetraacetate
Molecular formula
C8H12O8Pb-2
Molecular weight
443.38

Names & synonyms

LEAD TETRAACETATE546-67-8Plumbic acetateLead(IV) acetateLead tetracetateLead acetate, tetra-Lead acetate (Pb(OAc)4)Acetic acid, lead(4+) saltLead acetate (Pb(O2C2H3)4)CFN24B03DBLead (IV) Acetatelead(4+) tetraacetate
Show more names
Pb(OAc)4LTALEAD(IV) TETRAACETATEtetraacetatePB(ACAC)4Lead(IV) acetate, 96% dry weight, stabilizedLT-alphaMonolead(II)Lead(IV) acet
DTXSID6041058RefChem:152659lambda2-lead(2+) ion tetraacetate208-908-0CHEBI:77245Lead(IV)acetatelead(2+);tetraacetateHSDB 640

Database identifiers

CAS
546-67-8
PubChem CID
11025
UNII
CFN24B03DB
EC Number
208-908-0

Properties

Computed structural properties

Topological polar surface area
161 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
8
Rotatable bonds
0
Heavy atoms
17
Formal charge
-2
Complexity
25.5

Experimental & physicochemical properties

Chemical ClassesMetals -> Organic Acids, Metal Salts
OdorLIKE ACETIC ACID OR VINEGAR
Density · 2 items

2.2 at 68 °F (USCG, 1999) - Denser than water; will sink

2.228 at 17 °C/4 °C

Color/Form · 2 items

Colorless monoclinic prisms from glacial acetic acid

Colorless or faintly pink crystals, sometimes moist with glacial acetic acid

SolubilitySoluble in hot glacial acetic acid, benzene, chloroform, tetrachloroethane, nitrobenzene.
CorrosivityMAY CORRODE METALS WHEN MOIST
DecompositionHazardous decomposition products formed under fire conditions: Carbon oxides, lead oxides.
Melting Point · 2 items

347 °F (USCG, 1999)

175-180 °C

Physical Description · 2 items

Faintly pink wet crystals with an odor of vinegar. (USCG, 1999)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

Danger

H302+H332 (59.3%): Harmful if swallowed or if inhaled [Warning Acute toxicity, oral; acute toxicity, inhalation]

P203, P260, P261, P264, P270, P271, P273, P280, P301+P317, P304+P340, P317, P318, P319, P330, P391, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 177 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]

Hazard information

Regulatory Information · 4 items

Chemical: Acetic acid, lead(4+) salt

Status: Cease Manufacture Update: 02-11-2010 https://echa.europa.eu/registration-dossier/-/registered-dossier/1560

Restricted substance: Lead tetraacetate

Lead tetraacetate: HSNO Approval: HSR006169 Approved with controls

Other Safety InformationIMAP assessments - Lead acetates: Human health tier II assessment
DOT LabelPoison
Fire HazardsBehavior in Fire: Can increase the intensity of a fire when in contact with combustible material. Cool containers with plenty of water. (USCG, 1999)
Fire PotentialNot flammable ... Can increase intensity of fire when in contact with combustible material.
Health Hazards · 1 item

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. (USCG, 1999)

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 1 item

Lead is absorbed following inhalation, oral, and dermal exposure. It is then distributed mainly to the bones and red blood cells. In the blood lead may be found bound to serum albumin or the metal-binding protein metallothionein. Organic lead is metabolized by cytochrome P-450 enzymes, whereas inorganic lead forms complexes with delta-aminolevulinic acid dehydratase. Lead is excreted mainly in the urine and faeces. (L136)

Uses & manufacturing

Uses · 2 items

Used in organic syntheses; [HSDB]

Often used as an oxidizing agent in organic syntheses because it is highly selective in cleaving vicinal glycols. It also readily cleaves alpha-hydroxy acids, such as oxalic acid, at room temperature. Another use is for the introduction of acetoxy groups in organic molecules.

Methods of Manufacturing · 2 items

Prepd from Pb3O4 and glacial acetic acid preferably in the presence of some acetic anhydride; ... Prepn by electrolysis.[The Merck Index, Fourteenth Edition (2006)

... Prepared by adding warm, anhydrous, glacial acetic acid to red lead (Pb3O4) and subsequently cooling the solution.

Formulations/Preparations · 2 items

Grades: Commercial, 80-90%.

Colorless to faintly pink crystals stored in glacial acetic acid.

General Manufacturing InformationAcetic acid, lead(4+) salt (4:1): ACTIVE
Applications · 6 items

UsesLead 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.

Related reactions

5 records
New reaction record
HRID 28762 reaction equation
HRID 28762As reactantuspto-grants-2008_09
HRID 40478 reaction equation
HRID 40478As reactantuspto-grants-2013_09
HRID 480220 reaction equation
HRID 480220As reactantuspto-grants-2003_11
HRID 606530 reaction equation
HRID 606530As reactantuspto-grants-2011_03
HRID 1270497 reaction equation
HRID 1270497As reactantuspto-grants-2007_04

Compound notes

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Colorless to pink solid from glacial acetic acid; [Merck Index # 5423]

Stability/Shelf LifeUnstable in air
Other Experimental Properties · 3 items

Turns pink easily. Unstable in air. Hydrolyzed by water with the formation of brown lead dioxide and acetic acid. Dissolves in concd halogen acids with the formation of haloplumbic acids, H2PbX6.

Lead is derived from the decay of radon. /Inorganic lead/

Natural lead is a mixture of four stable isotopes: Pb-204 (1.4%), Pb-206 (25.2%), Pb-207 (21.7%) and Pb-208 (51.7%). Lead isotopes are the end-products of each of the three series of naturally occurring radioactive elements: Pb-206 for the uranium series, Pb-207 for the actinium series and Pb-208 for the thorium series. Forty-three other isotopes of lead, all of which are radioactive, are recognized.

Physicochemical properties

Melting point
175 · 175-180 °C
Boiling point
118.1 °C · 118.1°C
Density
2 · 2,28 g/cm3
storage temp.
2 · Inert atmosphere,2-8°C
solubility
Chloroform, Methanol (Slightly)
form
Crystalline Powder
color
White to light orange-pink
Specific Gravity
2.28 · 2.28
Water Solubility
Decomposition
Hydrolytic Sensitivity
7 · 7: reacts slowly with moisture/water
Sensitive
Moisture Sensitive
Merck
14 · 14,5423
BRN
3595640 · 3595640
Exposure limits
100 mg/m3; · NIOSH: IDLH 100 mg/m3; TWA 0.050 mg/m3
Stability
Stable. Moisture sensitive. Incompatible with water, most metals.
InChI
1S/4C2H4O2.Pb/c4*1-2(3)4;/h4*1H3,(H,3,4);/q;;;;+4/p-4
InChIKey
JEHCHYAKAXDFKV-UHFFFAOYSA-J
SMILES
CC(=O)O[Pb](OC(C)=O)(OC(C)=O)OC(C)=O
REACH Annex XVII Substances List
Lead tetraacetate (546-67-8)
CAS DataBase Reference
546 · 546-67-8(CAS DataBase Reference)
EWG's Food Scores
1 · 1
FDA UNII
24 B03DB · CFN24B03DB
NIST Chemistry Reference
Lead tetraacetate(546-67-8)
EPA Substance Registry System
Lead(IV) acetate (546-67-8)
UNSPSC Code
12352302 · 12352302
Symbol(GHS)
7 · GHS07,GHS08,GHS09
Signal word
Danger
Hazard statements
302 · H302+H332-H360Df-H373-H410
Precautionary statements
201 · P201-P273-P301+P312+P330-P304+P340+P312-P308+P313
Hazard Codes
T,N,O
Risk Statements
61 · 61-8-20/22-33-35-50/53-62
Safety Statements
53 · 53-45-60-61-36/37/39-26-17
RIDADR
2923 · UN 2923 8/PG 2
WGK Germany
3 · 3
RTECS
5300000 · AI5300000
F
10 · 10-21
TSCA
TSCA listed
HazardClass
6.1 · 6.1
PackingGroup
III
HS Code
29152900 · 29152900
Storage Class
6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications
4 InhalationAcute · Acute Tox. 4 InhalationAcute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Repr. 1ASTOT RE 2
Hazardous Substances Data
546 · 546-67-8(Hazardous Substances Data)
REACH Registrations
Inactive
Limited Quantities
5 kg · 5.0 kg (11 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Hazards SummaryContact causes severe irritation of eyes and can burn skin; [CAMEO] Toxic substance that can be absorbed through skin; [Hawley] See Lead and linked occupational diseases.
Reactive GroupOxidizing Agents, Strong
Special Reports · 1 item

National Toxicology Program. Eleventh Report on Carcinogens (2005). The Report on Carcinogens is an informational scientific and public health document that identifies and discusses substances (including agents, mixtures, or exposure circumstances) that may pose a carcinogenic hazard to human health. Lead and Lead Compounds are listed as reasonably anticipated to be human carcinogens. /Lead and Lead Compounds/[Available from, as of July 31, 2009: http://ntp.niehs.nih.gov/ntp/roc/eleventh/profiles/s101lead.pdf]

RCRA Requirements · 2 items

D008; A solid waste containing lead may or may not become characterized as a hazardous waste when subjected to the Toxicity Characteristic Leaching Procedure listed in 40 CFR 261.24, and if so characterized, must be managed as a hazardous waste. /Lead/

The Environmental Protection Agency is ... /promulgated/ regulations concerning ground-water monitoring with regard to screening suspected contamination at land based hazardous waste treatment, storage, and disposal facilities. ... /There are/ new requirements to analyze for a specified core list of chemicals plus those chemicals specified by the Regional Administrator on a site-specific basis. ... /Total lead (all species) is included on this list./ /Total lead (all species)/

Reactivity AlertsStrong Oxidizing Agent
OSHA Standards · 1 item

Blood lead levels of 50-60 ug/100 g in children can cause significant neurobehavioral impairments, and there is evidence of hyperactivity at blood levels as low as 25 ug/100 g. Given the overall body of literature concerning the adverse health effects of lead in children, OSHA feels that the blood level in children should be maintained below 30 ug/100 g with a population mean of 15 ug/100 g. Blood lead levels in the fetus and newborn likewise should not exceed 30 ug/100 g. /Lead/

Safety & protection

Fire FightingExcerpt from ERG Guide 151 [Substances - Toxic (Non-Combustible)]:
First AidRemove at once all cases of lead intoxication from further exposure until the blood level is reduced to a safe value; immediately place the individual under medical care.
Exposure Control and Personal ProtectionBiological Exposure Indices (BEI) [ACGIH] - Lead in blood = 200 ug/L (20 ug/100 ml); sampling time not critical; [ACGIH]
Fire Fighting ProceduresCool containers with plenty of water.
Storage Conditions · 2 items

Dry material can be stored in sealed, evacuated ampules.

Keep container tightly closed in a dry and well-ventilated place. Recommended storage temperature: 2 - 8 °C. Store under inert gas. Air and moisture sensitive.

Cleanup MethodsPrevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal without creating dust. Keep in suitable, closed containers for disposal.
Nonfire Spill ResponseNeutralizing Agents for Acids and Caustics: Dilute with water, rinse with dilute sodium bicarbonate or lime solution. (USCG, 1999)
Disposal MethodsGenerators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number D008, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste. /Lead/
Preventive Measures · 5 items

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants.

SRP: Contaminated protective clothing should be segregated in a manner so that results in no direct personal contact by personnel who handle, dispose of, or clean the clothing. Quality assurance procedures to confirm the efficacy of the cleaning procedures should be implemented prior to the decontaminated protective clothing being returned for reuse by the workers. Contaminated clothing (including shoes/socks) should not be taken home at end of shift, but should remain at employee's place of work for cleaning.

SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.

For more Preventive Measures (Complete) data for LEAD TETRAACETATE (7 total), please visit the HSDB record page.

Isolation and EvacuationExcerpt from ERG Guide 151 [Substances - Toxic (Non-Combustible)]:
Minimum Risk LevelChronic Inhalation: 0.05 mg/m3 (L134)
Threshold Limit Values (TLV) · 5 items

0.05 [mg/m3], as Pb

8 hr Time Weighted Avg (TWA): 0.05 mg/cu m. /Lead and inorganic compounds, as Pb/

Excursion Limit Recommendation: Excursions in worker exposure levels may exceed 3 times the TLV-TWA for no more than a total of 30 minutes during a work day, and under no circumstances should they exceed 5 times the TLV-TWA, provided that the TLV-TWA is not exceeded. /Lead and inorganic compounds, as Pb/

A3; Confirmed animal carcinogen with unknown relevance to humans. /Lead and inorganic compounds, as Pb/

Biological Exposure Index (BEI): Determinant: lead in blood; Sampling Time: not critical; BEI: 30 ug/100 mL. [Note: Women of child bearing potential, whose blood Pb exceeds 10 ug/dL, are at risk of delivering a child with a blood Pb over the current Centers for Disease Control guideline of 10 ug/dL. If the blood Pb of such children remains elevated, they may be at increased risk of cognitive deficits. The blood Pb of these children should be closely monitored and appropriate steps should be taken to minimize the child's exposure to environmental lead.] /Lead/

Toxicology

TreatmentLead poisoning is usually treated with chelation therapy using DMSA, EDTA, or dimercaprol. (L21)
Interactions · 1 item

The usefulness of N-acetylcysteine (NAC) as a chelating agent was studied for ... lead tetraacetate. Mature Sprague-Dawley rats were intoxicated ... and placed in metabolic cages. Urinary excretion rates of intoxicant and total urine volume were determined during treatment with N-acetylcysteine, calcium EDTA, and/or dimercaptosuccinic acid .... Dimercaptosuccinic acid was most effective at the chelation of lead. NAC did not increase the excretion of lead ...

Health Effects · 1 item

Lead is a neurotoxin and has been known to cause brain damage and reduced cognitive capacity, especially in children. Lead exposure can result in nephropathy, as well as blood disorders such as high blood pressure and anemia. Lead also exhibits reproductive toxicity and can results in miscarriages and reduced sperm production. (L21)

Adverse EffectsNeurotoxin - Predominantly motor
Exposure RoutesOral (L136) ; inhalation (L136) ; dermal (L136)
Toxicity Summary · 1 item

Lead mimics other biologically important metals, such as zinc, calcium, and iron, competing as cofactors for many of their respective enzymatic reactions. For example, lead has been shown to competitively inhibit calcium's binding of calmodulin, interferring with neurotransmitter release. It exhibits similar competitive inhibition at the NMDA receptor and protein kinase C, which impairs brain microvascular formation and function, as well as alters the blood-brain barrier. Lead also affects the nervous system by impairing regulation of dopamine synthesis and blocking evoked release of acetylcholine. However, it's main mechanism of action occurs by inhibiting delta-aminolevulinic acid dehydratase, an enzyme vital in the biosynthesis of heme, which is a necesssary cofactor of hemoglobin. (T4, A20, A22, L136)

Ecotoxicity Excerpts/AQUATIC SPECIES/ Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Signs and Symptoms · 1 item

Symptions of chronic lead poisoning include reduced cognitive abilities, nausea, abdominal pain, irritability, insomnia, metal taste in the mouth, excess lethargy or hyperactivity, chest pain, headache and, in extreme cases, seizures, comas, and death. There are also associated gastrointestinal problems, such as constipation, diarrhea, vomiting, poor appetite, weight loss, which are common in acute poisoning. (A2, L21)

Carcinogen Classification · 1 item

Organic lead compounds are not classifiable as to their carcinogenicity to humans (Group 3). To the extent that organic lead compounds are metabolized in part to ionic lead, they are expected to exert the toxicities associated with inorganic lead (Group 2A, probably carcinogenic to humans). (L135)

Non-Human Toxicity Excerpts · 3 items

/LABORATORY ANIMALS: Acute Exposure/ IV admin to /mixed breed/ dogs produced acute syndrome of lead intoxication, vomiting, anorexia, and wt loss.

/GENOTOXICITY/ 7 chemicals commonly found at the industrial waste sites were tested with the Tradescantia-Micronucleus (Trad-MCN) assay to evaluate their clastogenic potential. Chemicals selected from the US EPA Superfund Priority 1 list /included/ lead tetraacetate. Results of repeated tests for clastogenicity yielded the minimum effective dose (MED) for clastogenicity of 0.44 ppm for lead tetraacetate ...

/GENOTOXICITY/ Synergistic and antagonistic effects on genotoxicity of mixtures of four chemicals; i.e., lead tetraacetate (LTA), arsenic trioxide (ATO), dieldrin (DED), and tetrachloroethylene (TCE), were evaluated by the Tradescantia-Micronucleus (Trad-MCN) assay. The chemicals were mixed in ratios of 1:1, 1:2 and 2:1 for mixtures of two chemicals and 1:1:1 each for three chemicals. The concn of stock solution of these chemicals was around the minimum effective dose (MED) or below the MED for these chemicals ... Treatments were applied to plant cuttings by hydroponic uptake of the mixed solutions through the stems of the plant for 30 hr followed by fixation of the flower buds in aceto-alcohol (1:3 ratio) without a recovery period. Microslides were prepared for scoring MCN frequencies. Results of two series of repeated experiments indicated that all mixtures of LTA/ATO exhibited antagonistic effects. On the other hand, all mixtures of TCE and DED exhibited synergistic effect ...

Evidence for Carcinogenicity · 2 items

Lead, lead compounds: Reasonably anticipated to be a human carcinogen

A3; Confirmed animal carcinogen with unknown relevance to humans. /Lead, elemental, and inorganic compounds, as Pb/

Antidote and Emergency Treatment · 5 items

Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Lead and related compounds/

Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Administer activated charcoal ... . /Lead and related compounds/

Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or is in severe respiratory distress. Moderate hyperventilation (20 respiration per minute) may be beneficial for increased intracranial pressure. Start IV administration of 0.9% saline (NS) or lactated Ringer's (LR) /SRP: "To keep open", minimal flow rate/. For hypotension ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Lead and related compounds/

Treatment. Emergency and supportive measures. Treat seizures and coma if they occur. Provide adequate fluids to maintain urine flow but avoid overhydration, which may aggravate cerebral edema. Avoid phenothiazines for delirium , as they may lower the seizure threshold. Patients with increased intracranial pressure may benefit from corticosteroids and mannitol. /Lead/

For more Antidote and Emergency Treatment (Complete) data for LEAD TETRAACETATE (6 total), please visit the HSDB record page.

Regulatory information

RCRA Requirements · 2 items

D008; A solid waste containing lead may or may not become characterized as a hazardous waste when subjected to the Toxicity Characteristic Leaching Procedure listed in 40 CFR 261.24, and if so characterized, must be managed as a hazardous waste. /Lead/

The Environmental Protection Agency is ... /promulgated/ regulations concerning ground-water monitoring with regard to screening suspected contamination at land based hazardous waste treatment, storage, and disposal facilities. ... /There are/ new requirements to analyze for a specified core list of chemicals plus those chemicals specified by the Regional Administrator on a site-specific basis. ... /Total lead (all species) is included on this list./ /Total lead (all species)/

Atmospheric Standards · 2 items

National primary and secondary ambient air quality standards for lead and its compounds, measured as elemental lead by a reference method based on appendix G to this part, or by an equivalent method, are: 1.5 micrograms per cubic meter, maximum arithmetic mean averaged over a calendar quarter. /Lead and its compounds, as Pb/

Listed as a hazardous air pollutant (HAP) generally known or suspected to cause serious health problems. The Clean Air Act, as amended in 1990, directs EPA to set standards requiring major sources to sharply reduce routine emissions of toxic pollutants. EPA is required to establish and phase in specific performance based standards for all air emission sources that emit one or more of the listed pollutants. Lead compounds are included on this list. /Lead compounds/

Clean Water Act RequirementsToxic pollutant designated pursuant to section 307(a)(1) of the Federal Water Pollution Control Act and is subject to effluent limitations. /Lead and compounds/
State Drinking Water Standards(AZ) ARIZONA 50 ug/L /Lead/
State Drinking Water Guidelines · 2 items

(AZ) ARIZONA 20 ug/L /Lead/

(ME) MAINE 10 ug/L /Lead/

Federal Drinking Water StandardsEPA 15 ug/L (Action Level) /Lead/

Safety data

F
10-21
wgk
3
tsca
TSCA listed
rtecs
AI5300000
ridadr
UN 2923 8/PG 2
hs_code
29152900
risk_code
61-8-20/22-33-35-50/53-62
Signal word
Danger
Symbol(GHS)
GHS07,GHS08,GHS09
hazard_code
T,N,O
safety_code
53-45-60-61-36/37/39-26-17
hazard_class
6.1
Storage Class
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
packing_group
III
Hazard statements
H302+H332-H360Df-H373-H410
Limited Quantities
5.0 kg (11 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations
Inactive
Hazard Classifications
Acute Tox. 4 InhalationAcute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Repr. 1ASTOT RE 2
Precautionary statements
P201-P273-P301+P312+P330-P304+P340+P312-P308+P313
Hazardous Substances Data
546-67-8(Hazardous Substances Data)

DescriptionLead (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.

UsesOxidation 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.

UsesLead(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.

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

General DescriptionFaintly pink wet crystals with an odor of vinegar.

Preparation methods · 2 items

PreparationLead 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.

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

Upstream & downstream products

Upstream raw materials

LeadN-nitrosoacetanilideMethylene diacetate, 99Lead acetateLead acetate trihydrateCarbon disulfideSodium acetate

Downstream products

LamivudineLead stearate,dibasic3-AminopyridineLead bis(2-ethylhexanoate)LEAD STEARATETetraethyllead4-Hexen-1-ol, 1-acetate1-Methylbutyl acetate11beta-HydroxyprogesteroneDihydro-4,4-dimethyl-2,3-furandioneCarbamic acid, (3-fluorotricyclo[3.3.1.13,7]dec-1-yl)-, methyl ester (9CI)

Additional notes

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