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Tin(II) 2-ethylhexanoate (SO) is viscous, combustible and has a variety of applications in the chemical industry.
Tin(II) 2-ethylhexanoate (SO), also known as dibutyltin bis(2-ethylhexanoate), is an organotin compound characterized by its coordination of tin with two 2-ethylhexanoate ligands.
Tin(II) 2-ethylhexanoate (SO) typically appears as a pale yellow to colorless liquid and is known for its low volatility and moderate solubility in organic solvents.
CAS Number: 149-57-5
Molecular Formula: C8H16O2
Molecular Weight: 144.21
EINECS Number: 205-743-6
Synonyms: 2-ETHYLHEXANOIC ACID, 149-57-5, 2-Ethylcaproic acid, Hexanoic acid, 2-ethyl-, Ethylhexanoic acid, Ethylhexoic acid, 2-Ethylhexoic acid, Butylethylacetic acid, 2-Butylbutanoic acid, 3-Heptanecarboxylic acid, Ethyl hexanoic acid, 2-ethyl-hexoic acid, 2-ethyl hexanoic acid, alpha-Ethylcaproic acid, 2-ethyl-hexanoic acid, Ethyl hexanoic acid, 2-, alpha-ethyl caproic acid, MFCD00002675, .alpha.-Ethylcaproic acid, 2-Ethyl-1-hexanoic acid, 01MU2J7VVZ, 2-EHA, 2-ETHYL HEXOIC ACID,AR, DTXSID9025293, CHEBI:89058, NSC-8881, 2-Ethylhexansaeure, DTXCID805293, 2-Ethylhexanoic acid, >=99%, 2-ethylhexanoicacid, CAS-149-57-5, 2 ETHYL HEXANOIC ACID, CCRIS 3348, HSDB 5649, Kyselina 2-ethylkapronova [Czech], NSC 8881, Kyselina 2-ethylkapronova, EINECS 205-743-6, (+/-)-2-ETHYLHEXANOIC ACID, UNII-01MU2J7VVZ, Kyselina heptan-3-karboxylova [Czech], BRN 1750468, Kyselina heptan-3-karboxylova, AI3-01371, Hexanoic acid, 2-ethyl-, (-)-, EINECS 262-971-9, 2-Ethylcapronic acid, 2-Ethyl-Hexonic acid, alpha-Ethylhexanoic acid, .alpha.-Ethylhexanoic acid, EC 205-743-6, SCHEMBL25800, 2-Ethylhexanoic acid, 99%, MLS002415695, CHEMBL1162485, WLN: QVY4 & 2, NSC8881, HMS2267F21, STR05759, 2-ETHYLHEXANOIC ACID [HSDB], Tox21_201406, Tox21_300108, LMFA01020087, MSK157439, AKOS009031416, AT29893, CS-W016381, SB44987, SB44994, NCGC00091324-01, NCGC00091324-02, NCGC00091324-03, NCGC00253985-01, NCGC00258957-01, 2-Ethylhexanoic acid, analytical standard, BP-14131, SMR001252268, 1ST157439, MSK157439-1000, E0120, NS00010660, EN300-20410, 1ST157439-1000, Q209384, F0001-0703, Z104478072, 18FEB650-7573-4EA0-B0CD-9D8BED766547, 2-Ethylhexanoic acid Solution in Acetonitrile, 1000?g/mL, 2-Ethylhexanoic acid Solution in Acetonitrile, 1000mug/mL, (RS)-2-Ethylhexansαure;2-Ethyl-1-hexanoic acid;2-Ethyl-1-hexanoicacid;2-BUTYLBUTANOIC ACID;(+/-)-2-ETHYLHEXANOIC ACID;2-ETHYLHEXOIC ACID;2-ETHYLCAPROIC ACID;2-ETHYLCAPRONIC ACID
Tin(II) 2-ethylhexanoate (SO) is the octaoate or 2-ethylhexanoate salt of tin.
Tin(II) 2-ethylhexanoate (SO), also known as tin(II)-octoate, is a salt of tin.
The clear yellow liquid is soluble in most organic solvents, but practically insoluble in water.
Tin(II) 2-ethylhexanoate (SO) serves primarily as a catalyst in various polymerization processes, particularly in the production of polyurethanes and polyesters.
Produced by the reaction of Tin(II) 2-ethylhexanoate (SO), Tin(II) 2-ethyl hexanoate is a clear colorless liquid at room temperature, though often appears yellow due to impurities, likely resulting from oxidation of Sn(II) to Sn(IV).
Tin(II) 2-ethylhexanoate (SO) is sometimes used as a catalyst for ring-opening polymerization, such as for the production of polylactic acid.
Tin(II) 2-ethylhexanoate (SO), also known as stannous octoate or tin(II) octoate, is an organotin compound widely utilized in various industrial applications.
Chemically, it is the Tin(II) 2-ethylhexanoate (SO), with the molecular formula C₁₆H₃₀O₄Sn and a molecular weight of approximately 405.11 g/mol.
Tin(II) 2-ethylhexanoate (SO) typically appears as a clear, colorless to yellowish liquid, possessing a density of about 1.251 g/mL at 25 °C and a flash point exceeding 110 °C (230 °F) .
One of the primary applications of Tin(II) 2-ethylhexanoate (SO) is as a catalyst in the ring-opening polymerization of cyclic esters, such as lactide and glycolide, to produce biodegradable polymers like polylactic acid (PLA).
This process is significant in the manufacturing of environmentally friendly plastics used in packaging, medical devices
Tin(II) 2-ethylhexanoate (SO) has application as a gelling agent in the production of exible polyurethane block foam acting as a catalyst.
In addition, Tin(II) 2-ethylhexanoate (SO) catalyzes esterication reactions and show a high activity.
In silicone chemistry, Tin(II) 2-ethylhexanoate (SO) catalyzes silanol condensation reactions to produce RTV silicones, which are mainly used as sealants in the automotive sector or similar applications.
Tin(II) 2-ethylhexanoate (SO) can be used as a catalyst in systems based on polyurethanes or silicone resins.
The addition of the tin compound leads to reduced curing times.
In addition, Tin(II) 2-ethylhexanoate (SO) can be used as a cocatalyst together with amino catalysts to control the blowing reaction.
Thanks to their high activity, Tin(II) 2-ethylhexanoate (SO) catalysts are used extensively in a verity of adhesives and sealants as well as varnishes and coatings.
Tin(II) 2-ethylhexanoate (SO) impregnated silica in urethane powders are used for powder coating, the resulting coatings being resistant to harsh weather conditions.
Tin(II) 2-ethylhexanoate (SO) or stannous octoate (Sn(Oct)2) is the octaoate or 2-ethylhexanoate salt of tin.
Produced by the reaction of Tin(II) 2-ethylhexanoate (SO), it is a clear colorless liquid at room temperature, though often appears yellow due to impurities, likely resulting from oxidation of Sn(II) to Sn(IV).
Tin(II) 2-ethylhexanoate (SO) is sometimes used as a catalyst for ring-opening polymerization, such as for the production of polylactic acid.
Tin(II) 2-ethylhexanoate (SO) serves as a catalyst in the ring-opening polymerization of cyclic esters, such as lactide and glycolide, to produce biodegradable polymers like polylactic acid (PLA).
This process is significant in manufacturing environmentally friendly plastics used in packaging, medical devices, and other applications.
Melting point: -59 °C
Boiling point: 228 °C (lit.)
Density: 0.906
Vapor density: 4.98 (vs air)
Vapor pressure: <0.01 mm Hg (20 °C)
Refractive index: n20/D 1.425 (lit.)
Flash point: 230 °F
Storage temp.: Store below +30 °C
Solubility: 1.4 g/L
Form: Liquid
pKa: pK1: 4.895 (25 °C)
Color: Clear
pH: 3 (1.4 g/L, H2O, 20 °C)
Odor: Mild odour
pH Range: 3 at 1.4 g/L at 20 °C
Biological source: Synthetic
Viscosity: 7.73 cps
Explosive limit: 1.04%, 135 °F
Water solubility: 2 g/L (20 °C)
BRN: 1750468
Exposure limits: ACGIH: TWA 5 mg/m³
Stability: Stable. Combustible. Incompatible with strong oxidizing agents, reducing agents, bases.
InChIKey: OBETXYAYXDNJHR-UHFFFAOYSA-N
LogP: 2.7 at 25 °C
Tin(II) 2-ethylhexanoate (SO) is a colorless to light yellow liquid with a mild odor.
Tin(II) 2-ethylhexanoate (SO) will burn though 2-Ethylhexanoic acid may take some effort to ignite.
Tin(II) 2-ethylhexanoate (SO) is slightly soluble in water.
Tin(II) 2-ethylhexanoate (SO) is corrosive to metals and tissue.
Tin(II) 2-ethylhexanoate (SO) is used to make paint dryers and plasticizers.
Tin(II) 2-ethylhexanoate (SO) is a carboxylic acid.
Tin(II) 2-ethylhexanoate (SO) donate hydrogen ions if a base is present to accept them.
They react in this way with all bases, both organic (for example, the amines) and inorganic.
Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat.
Neutralization between an acid and a base produces water plus a salt.
Tin(II) 2-ethylhexanoate (SO)s with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water.
Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions.
The pH of solutions of carboxylic acids is therefore less than 7.0.
Many insolubleTin(II) 2-ethylhexanoate (SO) react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt.
Tin(II) 2-ethylhexanoate (SO) in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt.
Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry.
Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in 2-Ethylhexanoic acid to corrode or dissolve iron, steel, and aluminum parts and containers.
Tin(II) 2-ethylhexanoate (SO), like other acids, react with cyanide salts to generate gaseous hydrogen cyanide.
The reaction is slower for dry, solid carboxylic acids.
Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide.
Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides.
Tin(II) 2-ethylhexanoate (SO), especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat.
Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat.
Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents.
These reactions generate heat. A wide variety of products is possible.
Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.
Tin(II) 2-ethylhexanoate, also known as stannous octoate, is a widely used organotin compound with diverse applications across various industries.
Tin(II) 2-ethylhexanoate (SO)s versatility stems from its chemical properties, making it valuable in polymerization processes, foam production, and as an industrial additive.
In the production of polyurethane foams, this compound acts as a catalyst, facilitating the gelling reaction essential for foam formation.
It ensures the proper expansion and curing of the foam, which is utilized in insulation, cushioning, and other applications.
Tin(II) 2-ethylhexanoate (SO) is employed in the synthesis of silicone resins, acting as a catalyst in the condensation of silanol groups to form RTV (room-temperature vulcanizing) silicones.
These silicones are commonly used as sealants in the automotive and construction industries.
Tin(II) 2-ethylhexanoate (SO) functions as a stabilizer in transformer oils, enhancing their thermal and oxidative stability.
This application is crucial in maintaining the performance and longevity of electrical transformers.
Beyond its catalytic roles, Tin(II) 2-ethylhexanoate (SO) is utilized as a lubricant and additive in various industrial processes, contributing to improved product performance and durability.
Uses:
Tin(II) 2-ethylhexanoate (SO) is used in the preparation of metal derivatives, which act as a catalyst in polymerization reactions.
For example, tin 2-ethylhexanoate is used in the manufacturing of poly(lactic-co-glycolic acid).
Tin(II) 2-ethylhexanoate (SO) is also used as a stabilizer for polyvinyl chlorides.
Tin(II) 2-ethylhexanoate (SO) is also involved in solvent extraction and dye granulation.
Further, it is used to prepare plasticizers, lubricants, detergents, flotation aids, corrosion inhibitors and alkyd resins.
In addition to this, it serves as a catalyst for polyurethane foaming.
2-Ethylhexanoic acid can be used as a reactant in esterification , decarboxylative alkynylation , and preparation of alkyl coumarins via decarboxylative coupling reactions.
In the organocatalytic medium for the preparation of various 3,4-dihydropyrimidin-2(1H)-ones/thiones by Biginelli reaction.
Tin(II) 2-ethylhexanoate (SO)s of light metals are used to convert some mineral oils to greases.
Tin(II) 2-ethylhexanoate (SO)s esters are used as plasticizers.
Tin(II) 2-ethylhexanoate is extensively used as a catalyst in the polymer industry, particularly in the ring-opening polymerization of cyclic esters such as lactide and glycolide.
This catalytic action facilitates the formation of biodegradable polymers like polylactic acid (PLA), which are highly valued for their environmentally friendly properties and are commonly used in applications ranging from packaging materials to medical devices.
In the production of polyurethane foams, Tin(II) 2-ethylhexanoate (SO) plays a critical role as a catalyst that promotes the gelling and curing reactions necessary for foam formation.
The resulting polyurethane foams are widely employed in insulation, cushioning, automotive interiors, and furniture, providing both structural support and comfort.
Furthermore, Tin(II) 2-ethylhexanoate (SO) acts as a catalyst in the synthesis of silicone resins by accelerating the condensation reactions of silanol groups.
The RTV (room-temperature vulcanizing) silicones produced through this process find extensive use as durable sealants and adhesives in the automotive, construction, and electronics industries, where they provide excellent thermal stability and resistance to environmental factors.
Beyond its catalytic applications, Tin(II) 2-ethylhexanoate (SO) is utilized as a stabilizer in transformer oils, where it enhances the thermal and oxidative stability of these oils, thus prolonging the life and efficiency of electrical transformers.
Additionally, it serves as a lubricant additive in various industrial processes, contributing to improved wear resistance and operational longevity of machinery and equipment.
Tin(II) 2-ethylhexanoate (SO) is susceptible to hydrolysis and oxidation and cannot be used in combination polyethers (premixes).
Tin(II) 2-ethylhexanoate (SO)'s catalytic activity is higher than that of dibutyltin dilaurate.
Tin(II) 2-ethylhexanoate (SO) can be used as a catalyst for polyurethane, mainly in the production of soft block polyether type polyurethane foam, but also as a catalyst for polyurethane coatings, elastomers, room temperature curing silicone rubber, etc.
As Tin(II) 2-ethylhexanoate (SO) is a divalent tin compound, it may be oxidized to tetravalent tin compound itself after foaming, and it remains in the foam body to play the role of an antioxidant, which stays in the foam after foaming and has no adverse eect on the foam performance.
Tin(II) 2-ethylhexanoate (SO) is used in the following products: adhesives and sealants, coating products, fillers, putties, plasters, modelling clay, polymers and lubricants and greases.
Other release to the environment of this substance is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners) and outdoor use.
Release to the environment of Tin(II) 2-ethylhexanoate (SO) can occur from industrial use: formulation of mixtures, formulation in materials, as processing aid, in processing aids at industrial sites, in the production of articles, as an intermediate step in further manufacturing of another substance (use of intermediates) and as processing aid.
Other release to the environment of Tin(II) 2-ethylhexanoate (SO) is likely to occur from: indoor use and outdoor use resulting in inclusion into or onto a materials (e.g. binding agent in paints and coatings or adhesives).
Tin(II) 2-ethylhexanoate (SO) can be found in complex articles, with no release intended: vehicles and machinery, mechanical appliances and electrical/electronic products (e.g. computers, cameras, lamps, refrigerators, washing machines).
Tin(II) 2-ethylhexanoate (SO) can be found in products with material based on: plastic (e.g. food packaging and storage, toys, mobile phones), fabrics, textiles and apparel (e.g. clothing, mattress, curtains or carpets, textile toys) and rubber (e.g. tyres, shoes, toys).
Tin(II) 2-ethylhexanoate (SO) is used in the following products: polymers, adhesives and sealants, coating products, fillers, putties, plasters, modelling clay, lubricants and greases and metal working fluids.
Tin(II) 2-ethylhexanoate (SO) has an industrial use resulting in manufacture of another substance (use of intermediates).
Tin(II) 2-ethylhexanoate (SO) is used in the following areas: mining, formulation of mixtures and/or re-packaging and building & construction work.
Tin(II) 2-ethylhexanoate (SO) is used for the manufacture of: and plastic products.
Other release to the environment of Tin(II) 2-ethylhexanoate (SO) is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners), outdoor use and indoor use in close systems with minimal release (e.g. cooling liquids in refrigerators, oil-based electric heaters).
Tin(II) 2-ethylhexanoate (SO) is used in the following products: polymers, adhesives and sealants, coating products, fillers, putties, plasters, modelling clay and pH regulators and water treatment products.
This substance has an industrial use resulting in manufacture of another substance (use of intermediates).
Release to the environment of Tin(II) 2-ethylhexanoate (SO) can occur from industrial use: formulation of mixtures, formulation in materials, in processing aids at industrial sites, in the production of articles, as an intermediate step in further manufacturing of another substance (use of intermediates), as processing aid and as processing aid.
Tin(II) 2-ethylhexanoate (SO) is used in the following products: polymers, adhesives and sealants, coating products, fillers, putties, plasters, modelling clay and pH regulators and water treatment products.
Tin(II) 2-ethylhexanoate (SO) has an industrial use resulting in manufacture of another substance (use of intermediates).
Tin(II) 2-ethylhexanoate (SO) is used in the following areas: mining, building & construction work and formulation of mixtures and/or re-packaging.
Tin(II) 2-ethylhexanoate (SO) is used for the manufacture of: plastic products, furniture, chemicals and .
Release to the environment of Tin(II) 2-ethylhexanoate (SO) can occur from industrial use: in the production of articles, in processing aids at industrial sites, as processing aid and as processing aid.
Tin(II) 2-ethylhexanoate (SO) is used as a polymerization initiator in polylactic acid production.
Tin(II) 2-ethylhexanoate (SO) acts as an intermediate as well as a catalyst for urethane foams, lubricants, addition agents and stabilizers for transformer oils.
Safety Profile:
Tin(II) 2-ethylhexanoate (SO) poses several health hazards that require careful handling and protective measures.
It can cause irritation to the skin and eyes upon direct contact, leading to redness, itching, or discomfort.
Inhalation of its vapors or dust may irritate the respiratory tract, causing coughing, shortness of breath, or other breathing difficulties.
Prolonged or repeated exposure to Tin(II) 2-ethylhexanoate (SO) is suspected to have reproductive toxicity, meaning it may negatively affect fertility or cause harm to an unborn child, which makes strict adherence to safety protocols critical during its use.
Moderately toxic by ingestion and skin contact an experimental teratogen.
A skin and severe eye irritant combustible when exposed to heat or flame.
When heated to decomposition, it emits acrid and irritating fumes.
Harmful if swallowed, inhaled or absorbed through skin material is extremely destructive to tissues of mucous membranes and upper respiratory tract, eyes and skin.
Inhalation may be fatal as a result of spasm, inflammation and edema of the larynx, bronchii, chemical pneumonitis and pulmonary edema.
Symptoms of exposure may include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea and vomiting.
