Dibutyltin diacetate
[CAS# 1067-33-0]

Identification

• Classification: Organic raw materials >> Organometallic salt
• Name: Dibutyltin diacetate
• Synonyms: [acetyloxy(dibutyl)stannyl] acetate
• Molecular Formula: C₁₂H₂₄O₄Sn
• Molecular Weight: 351.02
• CAS Registry Number: 1067-33-0
• EC Number: 213-928-8
• SMILES: CCCC[Sn](CCCC)(OC(=O)C)OC(=O)C

Properties

• Density: 1.31
• Melting point: 7-10 ºC
• Index of Refraction: 1.471
• Boiling point: 139 ºC (5 mmHg)
• Flash point: 143 ºC
• Water solubility: insoluble

Safety Data

• Hazard Symbols: GHS05;GHS07;GHS08;GHS09 Danger
• Hazard Statements: H314-H317-H318-H341-H360-H360FD-H370-H372-H400-H410
• Precautionary Statements: P203-P260-P261-P264-P264+P265-P270-P272-P273-P280-P301+P330+P331-P302+P352-P302+P361+P354-P304+P340-P305+P354+P338-P308+P316-P316-P317-P318-P319-P321-P333+P317-P362+P364-P363-P391-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin corrosion	Skin Corr.	1B	H314
Specific target organ toxicity - repeated exposure	STOT RE	1	H372
Chronic hazardous to the aquatic environment	Aquatic Chronic	1	H410
Germ cell mutagenicity	Muta.	2	H341
Specific target organ toxicity - single exposure	STOT SE	1	H370
Serious eye damage	Eye Dam.	1	H318
Skin sensitization	Skin Sens.	1B	H317
Reproductive toxicity	Repr.	1B	H360
Acute hazardous to the aquatic environment	Aquatic Acute	1	H400
Reproductive toxicity	Repr.	1B	H360FD
Skin sensitization	Skin Sens.	1	H317
Acute toxicity	Acute Tox.	4	H302
Acute toxicity	Acute Tox.	2	H300
Acute toxicity	Acute Tox.	3	H301
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	2	H371
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - repeated exposure	STOT RE	2	H373
Reproductive toxicity	Repr.	1A	H360
Acute toxicity	Acute Tox.	2	H310
Chronic hazardous to the aquatic environment	Aquatic Chronic	2	H411
Reproductive toxicity	Repr.	1A	H360FD
Skin corrosion	Skin Corr.	1	H314
Reproductive toxicity	Repr.	1B	H360FD

Discovory and Applicatios

Dibutyltin diacetate is an organotin compound with the molecular formula C12H22O4Sn. It features a dibutyltin group where two butyl groups are attached to a tin atom, with two acetate groups coordinating to the tin. The compound typically appears as a colorless to pale yellow liquid and has a faint, sweet odor. Dibutyltin diacetate has gained significant importance in various industrial applications, particularly in the fields of polymers, coatings, and pharmaceuticals.

The discovery of dibutyltin diacetate can be traced back to the mid-20th century when organotin compounds began to be extensively studied for their unique chemical properties and biological activities. The synthesis of dibutyltin diacetate is typically achieved by the reaction of dibutyltin oxide with acetic acid, which results in the formation of this versatile compound. Its development marked a significant advancement in organotin chemistry, allowing for a range of applications in different industries.

One of the primary applications of dibutyltin diacetate is as a catalyst in the production of polyurethane and silicone polymers. In these processes, it facilitates the reaction between polyols and isocyanates, improving the efficiency and rate of polymerization. The use of dibutyltin diacetate as a catalyst enhances the mechanical properties and durability of the resulting polymers, making it a valuable additive in the manufacturing of flexible foams, elastomers, and coatings. Its ability to promote the crosslinking of polymer chains contributes to the development of high-performance materials used in various applications, including automotive and construction industries.

In addition to its role in polymer synthesis, dibutyltin diacetate is utilized in the formulation of paints and coatings. It acts as a drying agent, promoting the curing process of alkyd paints and varnishes. This property enhances the hardness and adhesion of the coatings, resulting in improved performance and longevity. The use of dibutyltin diacetate in coating formulations is particularly important in the production of high-quality finishes for furniture, automotive, and industrial applications.

Moreover, dibutyltin diacetate has shown potential in pharmaceutical applications. Its ability to act as a stabilizing agent for certain drugs has garnered interest in drug formulation research. The compound has been investigated for its biocompatibility and its role in enhancing the solubility and stability of active pharmaceutical ingredients. These characteristics make dibutyltin diacetate a subject of ongoing research in the field of medicinal chemistry.

Despite its beneficial applications, dibutyltin diacetate is associated with environmental and health concerns. Organotin compounds, including dibutyltin diacetate, have been scrutinized due to their potential toxicity and bioaccumulation in aquatic environments. Exposure to organotin compounds may lead to various health issues, including endocrine disruption. Consequently, regulatory agencies have implemented measures to control the use of dibutyltin diacetate and other organotin compounds, emphasizing the importance of safety protocols in industrial settings.

In conclusion, dibutyltin diacetate is a significant organotin compound with diverse applications in polymer production, coatings, and pharmaceuticals. Its role as a catalyst and drying agent highlights its importance in enhancing the performance of various materials and formulations. As research continues to explore its potential uses and address environmental concerns, dibutyltin diacetate is expected to remain relevant in the fields of chemistry and industry.