2-Mercaptobenzothiazole sodium salt
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2-Mercaptobenzothiazole sodium salt
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CAS No:
2492-26-4
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Formula:
C7H5NS2.Na
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Chemical Name:
2-Mercaptobenzothiazole sodium salt
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Synonyms:
2(3H)-Benzothiazolethione,sodium salt (1:1);2(3H)-Benzothiazolethione,sodium salt;Sodium,(2-benzothiazolylthio)-;Benzothiazole,2-mercapto-,sodium deriv.;Duodex;2-Mercaptobenzothiazole sodium salt;Sodium 2-mercaptobenzothiazole;Sodium 2-benzothiazolethiolate;Nacap;Sodium 2-benzothiazolethioate;Sodium 2-mercaptobenzothiazolate;2-Benzothiazolethiol sodium salt;Sodium MBT;Sanbit N-G;Sodium 2-benzothiazolylthiolate;Norust GL 50;Sodium 2(3H)-benzothiazolethione;1,3-Benzothiazol-2-ylsulfanylsodium;26249-01-4;106691-70-7;1208900-17-7;1357581-00-0
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CAS No:
Description
Sodium 2-mercaptobenzothiazol solution appears as an amber liquid with an odor of old rubber. A 50% aqueous solution. Denser than water. (USCG, 1999)|Liquid
Sodium 2-mercaptobenzothiazol solution appears as an amber liquid with an odor of old rubber. A 50% aqueous solution. Denser than water. (USCG, 1999)
2-Mercaptobenzothiazole sodium salt Basic Attributes
189.23
188.968286
219-660-8
2K7B30DX7O
1760
DTXSID1026035
LIGHT-AMBER LIQUID /50% AQUEOUS SOLN/
2934999090
Characteristics
42.1
As an ionic salt the partition coefficient is expected to be neg.
Sodium 2-mercaptobenzothiazol solution appears as an amber liquid with an odor of old rubber. A 50% aqueous solution. Denser than water. (USCG, 1999)
1,255 g/cm 3
>300 °C
217 °F at 760 mm Hg (NTP, 1992)
123.9ºC
>=10 g/100 mL at 20 ºC
Keep in a cool, dry location in a sealed container.
24 mm Hg at 77 °F (NTP, 1992)
Alkaline as a 50% aq solution
Specific gravity of a 50% aq soln: 1.25 @ 25/15 °C.|Sodium mercaptobenzothiazole will dissociate into ions in aq solution. The anion complexes readily with a wide range of metal ions; this is believed to be the basis for its activity as an anti-corrosion agent. Below pH 7 the anion is protonated and forms insoluble mercaptobenzothiazole.
Sensitive to prolonged exposure to air. Water soluble.
Azo, Diazo, Azido, Hydrazine, and Azide Compounds
SODIUM 2-MERCAPTOBENZOTHIAZOL reacts vigorously with oxidizing materials (e.g. hydroperoxides). Liberates heat in contact with strong mineral acids or acid fumes (NTP, 1992).
Not corrosive to metals as a 50% aq soln.
Safety Information
III
8
UN 1760
R34
26-36/37/39
DL6725000
Xn
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.
NTP TR No 332; Route: oral,gavage ; Species: rats and mice. NTIS No PB88245154/AS.[NTP; Division of Toxicology Research and Testing; Management Status Report; 07/22/92; p.24]
Special Hazards of Combustion Products: Contain very toxic fumes of SOx, NOx, and Na 2 O. Behavior in Fire: May decompose at elevated temperatures to yield toxic fumes. (USCG, 1999)
|Danger|H314 (94.92%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]|P260, P261, P264, P272, P273, P280, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P333+P313, P363, P391, P405, and P501|Aggregated GHS information provided by 846 companies from 21 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Warning|H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P273, P280, P302+P352, P321, P333+P313, P363, P391, and P501|Aggregated GHS information provided by 2 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]|P260, P261, P264, P272, P280, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P333+P313, P363, P405, and P501
Fire Extinguishing Agents: Water spray, carbon dioxide, dry chemicals, foam on nearby fires. (USCG, 1999)
Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: 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. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)
SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should keep this material in a tightly closed container under an inert atmosphere, and store it at refrigerated temperatures. Protect from exposure to oxidizing materials and acids. (NTP, 1992)
For spills of aqueous solutions-wear splash-proof goggles, respirator, and protective rubber clothing. Firefighters should wear full protective clothing and self-contained positive pressure breathing apparatus. (USCG, 1999)
Nonflammable as a 50% aqueous solution.
Mercaptobenzothiazole, the protonated form of sodium mercaptobenzothiazole, is well known as a skin sensitizer and accounts for numerous cases of allergic contact dermatitis.
Toxicity
Mercaptobenzothiazole compounds enter the environment through plant effluents and emissions associated with their manufacture, use, and end product processing and through the degradation and wear of end products, such as tire dust. /Mercaptobenzothiazole/|Substantial releases will occur when mercaptobenzothiazole leach from the est 12 million lb of vulcanization accelerators that are deposited as tire dust along the nation's highways. Releases will asooccur as a result of disposal of waste radiator coolants from automobiles and industrial cooling systems.
Sodium mercaptobenzothiazole will partition into aq compartments. Being nonvolatile, it will not partition to the atmosphere.|Below pH 7 sodium mercaptobenzothiazole will be protonated to form insoluble mercaptobenzothiazole. If iron is present sodium mercaptobenzothiazole will be reduced to benzothiazole.|In aqueous solution sodium mercaptobenzothiazole is not oxidized even @ temp of 100 °C, nor is it readily hydrolyzed.|In a weak alkaline or neutral soln the mercaptobenzothiazole anion can readily complex with various metal ions, such as Cu+2 or Zn+2, and form insoluble relatively undissociable salts.
It is unlikely that sodium mercaptobenzothiazole will bioconcentrate, since substitution of the mercapto group on benzothiazole should reduce its partition coefficient ... The fact that sodium mercaptobenzothiazole is a salt will even further reduce the partition coefficient and thus its tendency to bioaccumulate.
Consumers are expected to be exposed to sodium mercaptobenzothiazole through its use as: a corrosion inhibitor in automobile antifreeze solution, a thermal stabilizer in silicon fluids, a preservative in latex paint and on wood, and a component of agricultural pesticides.
Drug Information
3. 3= MODERATELY TOXIC: PROBABLE ORAL LETHAL DOSE (HUMAN) 0.5-5 G/KG, BETWEEN 1 OZ AND 1 PINT (OR 1 LB) FOR 70 KG PERSON (150 LB).
The percutaneous absorption of mercaptobenzothiazole in aqueous soln was studied in guinea pigs. [14C]-labeled mercaptobenzothiazole (about 11 mg/kg body weight) was applied to the shaved skin of the test animals ... Radioactivity in the tissues and excreta was monitored for up to 48 hr. At 48 hr the following distribution of radioactivity (percent of applied dose) was observed following application to intact (abraded) skin: blood: 0.08 (0.17); internal organs: 0.02 (0.05); GI contents: 0.02 (0.03); feces: 0.46 (1.92); urine: 8.39 (34.58); skin (at application site): 12.13 (7.29); coverings and washings: 60.97 (39.10) /from table/. Max rate of absorption was observed at 3 to 6 hours after application as measured by radioactivity in the urine.|The tissue distribution and excretion of mercaptobenzothiazole was studied in guinea pigs injected sc with [14C]-labeled aqueous soln of mercaptobenzothiazole (5 mg/kg). Max values of radioactivity were observed in tissues at 15 min after injection, and thereafter the radioactivity decr rapidly with time. At 1 hr afr dosing highest values of radioactivity were observed in kidney, liver, and thyroid. At 48 hr the highest values were observed in the thyroid. Excretion of the cmpd appeared to be rapid. At 6 hr after dosing 92.6% of the applied dose had been recovered in urine.
...Rats... were dosed ip with 35S-mercapto-labelled 2-mercaptobenzothiazole. Analysis of urinary metabolites indicated that mercaptobenzothiazole underwent conjugation with glutathione and with glucuronic acid. Radiolabelled inorg sulfate was also identified in urine. /Mercaptobenzothiazole/|At an in vitro concn of 1mM mercaptobenzothiazole caused a slow inhibition of the hexose monophosphate pathway and a moderate stimulation of the tricarboxylic acid cycle of Ehrlich ascites tumor cells./Mercaptobenzothiazole/
In in vitro studies mercaptobenzothiazole (MBT) (5x10-6 M) inhibited dopamine-beta-hydroxylase (an enzyme involved in the synthesis of norepinephrine) activity by 47%. In in vivo studies MBT (200 mg/kg, ip) lowered norepinephrine levels of mouse brain by 40% at 1 hr after injection; possibly by chelation of cupric ions necessary for dopamine-beta-hydroxylase activity./Mercaptobenzothiazole/
Contact with moisture in the body by inhalation may yield sodium hydroxide (corrosive) and 2-mercaptabenzothiazole, an irritant. Contact with the eyes caused opacity or ulceration of the cornea, inflammation of the iris, redness and swelling of the conjunctiva and partial eversion of the eye lids, and destruction or irreversible tissue change in 24 hours or less (rabbit). A dose of 2,500 mg/kg applied to the skin caused severe depression, cold extremities, appetite loss; 4 of 10 died. Exposure of the skin to 1,250 mg/kg caused a severe degree of skin injury. The skin was burned in 24 hours with formation of hard eschar at 1-2 weeks; 1 of 10 rabbits died. Ingestion caused tremors, convulsions, severe depression and hemaluria in male rats. Ingestion of 312.5 mg/kg: 1 of 5 male rats die on day 2; 625 mg/kg: 2 of 5 died within 3-5 minutes; 1,250 mg/kg: 3 of 5 died within 3-5 minutes; 2,500 mg/kg: 100% mortality within 3-5 minutes. Hemorrhage of the stomach occurred in all rats that died. (USCG, 1999)
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. Corrosive chemicals will destroy the membranes of the mouth, throat, and esophagus and, in addition, have a high risk of being aspirated into the victim's lungs during vomiting which increases the medical problems. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. Transport the victim IMMEDIATELY to a hospital. (NTP, 1992)
NACAP CAUSED VESICULATIONS AND ERYTHEMATOUS LESIONS IN HUMAN PATCH TESTS...
2-Mercaptobenzothiazole sodium salt Use and Manufacturing
copper corrosion inhibitor; plasticizer and photometer for acid copper plating.
Biocide
Biocide
10,000,000 - 50,000,000 lb|1982- Estimated to be 40 million lb
32 million lb in the manufacture of rubber vulcanization accelerator, 4 million lb as corrosion inhibitors in aqueous cooling systems, and 4 million lb for the use of mercaptobenzothiazole.
...COMBINATION OF THE SODIUM SALTS OF MERCAPTOBENZOTHIAZOLE AND DIMETHYLDITHIOCARBAMIC ACID (EG, VANCIDE 51)...ARE MARKETED AS COMMERCIAL FUNGICIDES AND BACTERICIDES.|NUODEX 84 CONTAINS THE SODIUM SALT /OF MERCAPTOBENZOTHIAZOLE/ FOR USE IN WATER-BASE ADHESIVES, PAPER SIZINGS, ETC.|NACAP contains 50% sodium mercaptobenzothiazole.|50% aqueous solution grade.
All other basic organic chemical manufacturing|2(3H)-Benzothiazolethione, sodium salt (1:1): ACTIVE|Monsanto states that its 1982 production volume within the U.S. /was/ 40 million lb.|Uniroyal produces between 5 and 25 million lb per yr on a dry weight basis.|BF Goodrich manufactured sodium mercaptobenzothiazole in the range of 1 to 10 million lb in 1982.
Computed Properties
Molecular Weight:189.2
Hydrogen Bond Acceptor Count:3
Exact Mass:188.96828576
Monoisotopic Mass:188.96828576
Topological Polar Surface Area:42.1
Heavy Atom Count:11
Complexity:134
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
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