Basic information
- 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
Names & synonyms
Show more names
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
Density
2.2 at 68 °F (USCG, 1999) - Denser than water; will sink
2.228 at 17 °C/4 °C
Color/Form
Colorless monoclinic prisms from glacial acetic acid
Colorless or faintly pink crystals, sometimes moist with glacial acetic acid
Melting Point
347 °F (USCG, 1999)
175-180 °C
Physical Description
Faintly pink wet crystals with an odor of vinegar. (USCG, 1999)
Colorless to pink solid from glacial acetic acid; [Merck Index # 5423]
Other Experimental Properties
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.
Safety & regulation
GHS classification
GHS Classification
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
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
Health Hazards
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)
Special Reports
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
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)/
OSHA Standards
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
Storage Conditions
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.
Preventive Measures
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.
Threshold Limit Values (TLV)
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
Interactions
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
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)
Toxicity Summary
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)
Signs and Symptoms
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
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
/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
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
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
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
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/
State Drinking Water Guidelines
(AZ) ARIZONA 20 ug/L /Lead/
(ME) MAINE 10 ug/L /Lead/
Chemistry & industry
Pharmacology
Metabolism/Metabolites
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
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
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
Grades: Commercial, 80-90%.
Colorless to faintly pink crystals stored in glacial acetic acid.
Related reactions
Linked notes
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