HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Compound

Mercuric benzoate

HCID 11407
New noteNew reactionRequest quotes
Print preview
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
583-15-3
Standard SMILES
O=C([O-])c1ccccc1.O=C([O-])c1ccccc1.[Hg+2]
InChIKey
FJKFBLLIOVQLFS-UHFFFAOYSA-L
Molecular formula
Hg(C6H5COO)2
Average molar mass
442.82 g/mol
Monoisotopic mass
444.028552

Overview

Mercury benzoate appears as a white crystalline odorless solid. Melting point 165 °C. Sensitive to light. Highly toxic by inhalation and ingestion.

Names & identifiers

Preferred name
Mercuric benzoate
IUPAC
mercury(2+) dibenzoate
English name
Mercuric benzoate
Molecular formula
C14H10HgO4
Molecular weight
442.82

Names & synonyms

MERCURIC BENZOATEMercury dibenzoate583-15-3Benzoic acid, mercury(2+) saltMercury benzoateHSDB 1174UNII-6FAM9V1P3EEINECS 209-499-16FAM9V1P3EMERCURIC BENSOATEBenzoic acid mercury(2+) salt (2:1)MERCURIC BENZOATE [MI]
Show more names
mercurydibenzoatemercuric dibenzoatebeta-mercuribenzoateMERCURY (II) BENZOATEmercury(2+) dibenzoateQuecksilber(II)-benzoatbenzoicacid,mercury(2+)saltDibenzoic acid mercury(II) salt
MERCURIC BENZOATE [HSDB]DTXSID70973838MERCURIC BENZOATE, (SOLID)MERCURIC BENZOATE, [SOLID]Mercuric benzoic acidRefChem:156567Benzoic acid, mercury(2+) salt (8CI,9CI)DTXCID801401279

Database identifiers

CAS
583-15-3
PubChem CID
11407
DTXSID
DTXSID70973838
UNII
6FAM9V1P3E
EC Number
209-499-1
Nikkaji
J7.441A

Properties

Computed structural properties

Topological polar surface area
80.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
4
Rotatable bonds
0
Heavy atoms
19
Formal charge
0
Complexity
98

Experimental & physicochemical properties

Color/FormWhite crystals
Solubility · 3 items

Cryst powder; freely soluble in sodium chloride soln; sol in 90 parts cold, 40 parts boiling water; slightly soluble in alcohol; when boiled with water or alcohol it hydrolyzes to a basic salt and free benzoic acid; odorless /Monohydrate/

SOL IN AMMONIUM CHLORIDE; BENZENE

Soluble in solutions of sodium chloride and ammonium benzoate; slightly soluble in alcohol and water.

Melting Point165 °C
Physical DescriptionMercury benzoate appears as a white crystalline odorless solid. Melting point 165 °C. Sensitive to light. Highly toxic by inhalation and ingestion.
Other Experimental PropertiesSensitive to light

Physicochemical properties

Melting point
166 · 166-167 °C(lit.)
form
solid
Water Solubility
1.2 g/100mL · 1.2 g/100mL H2O (15°C), 2.5g/100mL H2O (100°C) [CRC10]
CAS DataBase Reference

Safety & regulation

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

Hazard information

DOT LabelPoison
Fire Hazards · 2 items

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:

· Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes.

Health Hazards · 2 items

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:

· TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death.

DOT ID and Guide1631 154
Reactive GroupSalts, Basic
RCRA Requirements · 1 item

D009; A solid waste containing mercury 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. /Mercury/

OSHA Standards · 3 items

Permissible Exposure Limit: Table Z-2 8-hr Time Weighted Avg: 0.01 mg/cu m. /Organo alkyl mercury/

Permissible Exposure Limit: Table Z-2 Acceptable Ceiling Concentration: 0.04 mg/cu m. /Organo alkyl mercury/

Vacated 1989 OSHA PEL TWA 0.01 mg/cu m; STEL 0.03 mg/cu m, skin designation, is still enforced in some states. /Mercury (organo) alkyl compounds, as Hg/

Reactivity ProfileMERCURY BENZOATE is soluble in solutions of sodium chloride and ammonium benzoate [Hawley]. Reacts as a weak base.
Atmospheric Standards · 1 item

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. Mercuric benzoate is included on this list.

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 1 item

Organic mercury is absorbed mainly by the gastrointestinal tract, then distributed throughout the body via the bloodstream. Organic mercury complexes with free cysteine and the cysteine and sulfhydryl groups on proteins such as haemoglobin. These complexes are able to mimic methionine and thus be transported throughout the body, including through the blood-brain barrier and placenta. Organic mercury is metabolized into inorganic mercury, which is eventually excreted in the urine and faeces. (T11)

Uses & manufacturing

UsesTherap cat: Formerly as antisyphilitic
Methods of ManufacturingBy adding potassium bromide to a solution of a mercuric salt and crystallizing benzoate.

Applications

UsesMedicine (antisyphilitic).

General DescriptionA white crystalline odorless solid. Melting point 165°C. Sensitive to light. Highly toxic by inhalation and ingestion.

Upstream & downstream products

Upstream raw materials

Benzoic acidMERCURIC ACETATESodium benzoate

Related reactions

0 records
New reaction record

No reaction records under the current filter.

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
More actions
New noteNew reactionRequest quotes
583 · 583-15-3
FDA UNII
6 FAM9V1P3E · 6FAM9V1P3E
EPA Substance Registry System
Benzoic acid, mercury(2+) salt (583-15-3)
Hazard Codes
T+,N
Risk Statements
26 · 26/27/28-33-50/53
Safety Statements
13 · 13-28-36-45-60-61
RIDADR
1631 · UN 1631
WGK Germany
3 · 3
RTECS
7060000 · OV7060000
HazardClass
6.1 · 6.1
PackingGroup
II
Hazardous Substances Data
583 · 583-15-3(Hazardous Substances Data)
DOT Emergency Guidelines · 5 items

/GUIDE 154: SUBSTANCES - TOXIC AND/OR CORROSIVE (NON-COMBUSTIBLE)/ Health: TOXIC; inhalation, ingestion, or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

/GUIDE 154: SUBSTANCES - TOXIC AND/OR CORROSIVE (NON-COMBUSTIBLE)/ Fire or Explosion: Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Some are oxidizers and may ignite combustibles (wood, paper, oil, clothing, etc.). Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated.

/GUIDE 154: SUBSTANCES - TOXIC AND/OR CORROSIVE (NON-COMBUSTIBLE)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas.

/GUIDE 154: SUBSTANCES - TOXIC AND/OR CORROSIVE (NON-COMBUSTIBLE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible.

For more DOT Emergency Guidelines (Complete) data for MERCURIC BENZOATE (8 total), please visit the HSDB record page.

DOT Hazard Classification · 6 items

Mercuric benzoate

Severe marine pollutant

Mercury benzoate

Severe marine pollutant

Mercury benzoate

UN1631

Air and Water ReactionsSlightly soluble in water.

Safety & protection

Fire FightingExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Accidental Release Measures · 2 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 items

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting Procedures · 2 items

If material involved in fire: Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use water in flooding quantities as fog. Use "alcohol" foam, dry chemical or carbon dioxide.

Personnel protection: ... Wear positive pressure self-contained breathing apparatus when fighting fires involving this material.

Storage ConditionsPROTECT FROM LIGHT
Nonfire Spill ResponseExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Disposal Methods · 1 item

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Preventive Measures · 3 items

If material not involved in fire: Keep material out of water sources and sewers.

Personnel protection: Avoid breathing dusts, and fumes from burning material. Keep upwind. Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. ... If contact with the material anticipated, wear appropriate chemical protective clothing.

SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers.

Isolation and Evacuation · 2 items

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:

Immediate precautionary measure

Minimum Risk LevelChronic Inhalation: 0.0002 mg/m3 (L134)
Threshold Limit Values (TLV)8 hr Time Weighted Avg (TWA): 0.01 mg/cu m; 15 minute Short Term Exposure Limit (STEL): 0.03 mg/cu m, skin /Mercury, alkyl cmpds, as Hg/

Toxicology

TreatmentMercury poisoning is treated by immediate decontamination and chelation therapy using DMSA, DMPS, DPCN, or dimercaprol. (A7)
Health Effects · 1 item

Mercury mainly affects the nervous system. Exposure to high levels of metallic, inorganic, or organic mercury can permanently damage the brain, kidneys, and developing fetus. Effects on brain functioning may result in irritability, shyness, tremors, changes in vision or hearing, and memory problems. Acrodynia, a type of mercury poisoning in children, is characterized by pain and pink discoloration of the hands and feet. Mercury poisoning can also cause Hunter-Russell syndrome and Minamata disease. (L7)

Exposure RoutesOral (L7) ; inhalation (L7) ; dermal (L7)
Toxicity Summary · 1 item

High-affinity binding of the divalent mercuric ion to thiol or sulfhydryl groups of proteins is believed to be the major mechanism for the activity of mercury. Through alterations in intracellular thiol status, mercury can promote oxidative stress, lipid peroxidation, mitochondrial dysfunction, and changes in heme metabolism. Mercury is known to bind to microsomal and mitochondrial enzymes, resulting in cell injury and death. For example, mercury is known to inhibit aquaporins, halting water flow across the cell membrane. It also inhibits the protein LCK, which causes decreased T-cell signalling and immune system depression. Mercury is also believed to inhibit neuronal excitability by acting on the postsynaptic neuronal membrane. It also affects the nervous system by inhibiting protein kinase C and alkaline phosphatase, which impairs brain microvascular formation and function, as well as alters the blood-brain barrier. Organic mercury exerts developmental effects by binding to tubulin, preventing microtubule assembly and causing mitotic inhibition. Mercury also produces an autoimmune response, likely by modification of major histocompatibility complex (MHC) class II molecules, self peptides, T-cell receptors, or cell-surface adhesion molecules. (L7, A8, A25, A26)

Signs and SymptomsCommon symptoms include peripheral neuropathy (presenting as paresthesia or itching, burning or pain), skin discoloration (pink cheeks, fingertips and toes), edema (swelling), and desquamation (dead skin peels off in layers). (A5)
Human Toxicity ExcerptsHIGHLY TOXIC BY INGESTION, INHALATION, & SKIN ABSORPTION; STRONG IRRITANT.
Carcinogen ClassificationNo indication of carcinogenicity (not listed by IARC). (L135)
Non-Human Toxicity Excerpts · 1 item

The time course of dipeptidase activity and the effect of The time course of dipeptidase activity and the effect of p-mercuribenzoate (PCMB) on the subestimation of the fluorometric determination of angiotensin-converting enzyme (ACE, EC 3.4.15.1) during development was studied. ACE and dipeptidase activities were measured fluorometrically in homogenates of the developing chick retina using Hip-His-Leu and His-Leu as substrates, respectively, both either in the presence or in the absence of 1 mM p-mercuribenzoate. ACE activity was inhibited by captopril (IC50 1.7 nM), MK 422 (IC50 4.8 nM), BPP9a (IC50 0.25 muM) and BPP5a (IC50 1.2 muM), thus suggesting that avian retinal ACE catalytically resembles the mammalian enzyme. Dipeptidase activity varied 3.4-fold throughout development, leading to a large and variable (28-83%) subestimation of ACE activity during chick retina ontogenesis. p-Mercuribenzoate (1 mM) inhibited 67-94% dipeptidase activity during development, thus greatly reducing any subestimation of ACE activity determination during the development of the chick retina.

Probable Routes of Human ExposureToxic by ingestion, inhalation, and skin absorption; strong irritant.

Regulatory information

RCRA Requirements · 1 item

D009; A solid waste containing mercury 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. /Mercury/

Atmospheric Standards · 1 item

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. Mercuric benzoate is included on this list.

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. /Mercury and cmpd/
State Drinking Water Guidelines(AZ) ARIZONA 3 ug/l /Mercury/
Federal Drinking Water StandardsEPA 2 ug/l /Mercury/
Federal Drinking Water GuidelinesEPA 2 ug/l /Mercury/

Safety data

wgk
3
rtecs
OV7060000
ridadr
UN 1631
risk_code
26/27/28-33-50/53
hazard_code
T+,N
safety_code
13-28-36-45-60-61
hazard_class
6.1
packing_group
II
Hazardous Substances Data
583-15-3(Hazardous Substances Data)