DL-sec-Butyl acetate
[CAS# 105-46-4]

Identification

• Classification: Chemical reagent >> Organic reagent >> Ester >> Butyl ester compound
• Name: DL-sec-Butyl acetate
• Synonyms: sec-Butyl acetate
• Molecular Formula: C₆H₁₂O₂
• Molecular Weight: 116.16
• CAS Registry Number: 105-46-4
• EC Number: 203-300-1
• SMILES: CCC(C)OC(=O)C

Properties

• Density: 0.87
• Melting point: -99 °C
• Boiling point: 111-112 °C
• Refractive index: 1.388-1.39
• Flash point: 16 °C
• Water solubility: 3 g/100 mL (20 °C)

Safety Data

• Hazard Symbols: GHS02 Danger
• Risk Statements: H225
• Safety Statements: P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Flammable liquids	Flam. Liq.	2	H225
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	2	H371

• Transport Information: UN 1123

Discovery and Applications

DL-sec-butyl acetate, an organic compound with the molecular formula C6H12O2, is an ester formed from sec-butanol and acetic acid. This compound is classified as a colorless liquid with a pleasant fruity odor, commonly used as a solvent in various industrial applications. The synthesis of DL-sec-butyl acetate can be accomplished through the esterification reaction between sec-butanol and acetic acid, typically in the presence of an acid catalyst.

The discovery of DL-sec-butyl acetate can be traced back to the early 20th century when chemists began exploring the properties of esters and their potential uses as solvents and flavoring agents. As part of the broader interest in organic synthesis, sec-butyl acetate emerged as a compound of interest due to its favorable characteristics, including low volatility and good solubility in various organic solvents. This made it an attractive option for applications in coatings, adhesives, and paints, where effective solvent properties are essential.

One of the primary applications of DL-sec-butyl acetate is as a solvent in the formulation of paints and coatings. Its ability to dissolve a wide range of resins and polymers makes it ideal for use in both water-based and solvent-based formulations. The compound’s low evaporation rate allows for better control over the drying process, which is crucial for achieving the desired finish and performance in paint applications. Additionally, DL-sec-butyl acetate helps improve the flow and leveling properties of coatings, enhancing the overall quality of the final product.

In the adhesives industry, DL-sec-butyl acetate is used as a solvent in formulating various adhesive systems, including pressure-sensitive adhesives and contact adhesives. Its solvency power enables it to effectively dissolve polymers, resulting in strong adhesive bonds. This property is particularly beneficial in applications requiring quick setting times and excellent adhesion to different substrates, such as plastics, metals, and wood.

Another significant application of DL-sec-butyl acetate is in the production of inks and printing materials. Its compatibility with various pigments and resins makes it a preferred solvent in ink formulations, contributing to optimal viscosity and stability. The use of DL-sec-butyl acetate in inks allows for vibrant colors and excellent print quality, making it essential in the printing industry for packaging materials, labels, and other printed products.

DL-sec-butyl acetate also finds applications in the flavor and fragrance industry. Its pleasant fruity odor makes it suitable as a flavoring agent in food products and beverages. In fragrances, it serves as a solvent for essential oils and aromatic compounds, helping to enhance the overall scent profile of perfumes and cosmetics. The compound’s stability and low toxicity further support its use in these applications, ensuring safety for consumers.

The industrial production of DL-sec-butyl acetate is typically carried out using batch processes, where careful control of reaction conditions is essential for achieving high yields and purity. Safety measures are crucial when handling this compound, as exposure can lead to irritation of the skin, eyes, and respiratory tract. Proper ventilation and personal protective equipment are recommended during its handling and use in industrial settings.

In summary, DL-sec-butyl acetate is a versatile compound with significant applications across various industries, including coatings, adhesives, inks, and flavors. Its favorable solvent properties and pleasant odor contribute to its widespread use in formulating high-performance products. As research continues to explore new applications and formulations, DL-sec-butyl acetate is expected to remain an important compound in the field of organic chemistry and industrial manufacturing.

References

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