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Butylhydroxyoxo-stannane
[CAS# 2273-43-0]

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Identification
ClassificationOrganic raw materials >> Organometallic compound >> Organotin
NameButylhydroxyoxo-stannane
Synonymsn-Butyltin hydroxide oxide
Molecular StructureCAS # 2273-43-0, Butylhydroxyoxo-stannane
Molecular FormulaC4H10O2Sn
Molecular Weight208.81
CAS Registry Number2273-43-0
EC Number218-880-1
SMILESCCCC[Sn](=O)O
Safety Data
Hazard Symbolssymbol symbol   GHS07;GHS09 Warning  Details
Risk StatementsH315-H319-H400-H410-H412  Details
Safety StatementsP264-P264+P265-P273-P280-P302+P352-P305+P351+P338-P321-P332+P317-P337+P317-P362+P364-P391-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Chronic hazardous to the aquatic environmentAquatic Chronic3H412
Skin irritationSkin Irrit.2H315
Eye irritationEye Irrit.2H319
Chronic hazardous to the aquatic environmentAquatic Chronic1H410
Acute hazardous to the aquatic environmentAquatic Acute1H400
Reproductive toxicityRepr.1BH360
Acute toxicityAcute Tox.3H301
Acute toxicityAcute Tox.3H331
Chronic hazardous to the aquatic environmentAquatic Chronic2H411
Reproductive toxicityRepr.1AH360
Specific target organ toxicity - repeated exposureSTOT RE2H373
Specific target organ toxicity - single exposureSTOT SE3H335
Acute toxicityAcute Tox.3H311
SDSAvailable
up Discovery and Applications
Butylhydroxyoxo-stannane, also known as butyltin hydroxide or butylhydroxystannane, is an organotin compound with the chemical formula C4H9OSn. It belongs to a group of organotin compounds that have garnered attention due to their various industrial applications, particularly in the field of polymer chemistry and as biocides. The discovery of butylhydroxyoxo-stannane is rooted in the broader exploration of organotin chemistry, which gained momentum in the mid-20th century as researchers began to investigate the unique properties and reactivity of tin-containing compounds.

The synthesis of butylhydroxyoxo-stannane typically involves the reaction of butyl lithium with tin(IV) chloride or tin(IV) oxide, followed by hydrolysis. This process results in the formation of the butylhydroxyoxo-stannane compound, which possesses a hydroxyl group (-OH) and an oxo group (=O) bonded to the tin atom. The presence of these functional groups imparts unique chemical properties to the compound, enabling its use in various applications.

One of the primary applications of butylhydroxyoxo-stannane is as a stabilizer in the production of polyvinyl chloride (PVC) and other polymers. Organotin compounds, including butylhydroxyoxo-stannane, are commonly employed as heat stabilizers to enhance the thermal stability of PVC during processing. These stabilizers help prevent degradation and discoloration, ensuring that the final products maintain their desirable properties. The effectiveness of butylhydroxyoxo-stannane as a stabilizer has made it a valuable additive in the plastics industry, contributing to the durability and longevity of PVC products.

In addition to its role as a stabilizer, butylhydroxyoxo-stannane also exhibits antimicrobial properties, making it useful as a biocide. It is employed in various applications, including wood preservation, antifouling agents in marine paints, and coatings for textiles. The compound's ability to inhibit the growth of fungi, bacteria, and other microorganisms is particularly valuable in maintaining the integrity of materials and extending their lifespan. Its effectiveness as a biocide is attributed to its mode of action, which disrupts cellular processes in target organisms.

However, the use of organotin compounds, including butylhydroxyoxo-stannane, has raised environmental and health concerns. Research has highlighted the potential toxicity of certain organotin compounds to aquatic organisms, leading to regulatory scrutiny and restrictions on their use in various applications. As a result, the industry has been exploring safer alternatives and developing more environmentally friendly formulations.

Despite these concerns, ongoing research continues to explore the potential applications of butylhydroxyoxo-stannane and other organotin compounds. Innovations in synthetic chemistry and formulations may lead to the development of safer and more effective alternatives that retain the desirable properties of traditional organotin compounds.

In summary, butylhydroxyoxo-stannane is a versatile organotin compound with significant applications in the polymer industry as a stabilizer and in various biocidal applications. Its discovery and subsequent development have contributed to advancements in material science and preservation techniques. Ongoing research is essential to ensure its safe use while exploring potential alternatives that mitigate environmental and health risks.

References

2020. Organotin Compounds in Industrial Catalysis, Part I: Processes of (Trans)esterification. Catalysis in Industry, 12(4).
DOI: 10.1134/s2070050420040078

1996. Hybrid Organic-Inorganic Systems Derived from Organotin Nanobuilding Blocks. MRS Online Proceedings Library, 435.
DOI: 10.1557/proc-435-43

1970. Bestimmung von Dialkylzinngruppen in Dibutyl- und Dioctylverbindungen. Fresenius' Zeitschrift für analytische Chemie, 252(1).
DOI: 10.1007/bf00427243
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