Megastigmatrienone CAS#13215-88-8
Enhances Sweetness – Improves the natural sweetness of tobacco, even in blends with low sugar content.
Smooths Smoke Quality – Softens and refines smoke texture, making it more delicate and pleasant.
Improves Flavor Balance – Targets and corrects harshness or roughness in high-nicotine, high-pH tobaccos.
Boosts Sensory Experience – Increases salivation and enhances the overall intrinsic quality of tobacco products.
Megastigmatriene is used broadly to sweeten tobacco products and is particularly effective for cigarettes characterized by high nicotine levels, low sugar content, and a high smoke pH. Traditional sweeteners include white sugar, brown sugar, and honey, typically added in amounts ranging from 0.3% to 1% for flue-cured tobaccos, and 3% to 5% for blended cigarettes. With recent advances in additive and flavoring technologies, many tobacco manufacturers have started incorporating new flavor monomers for sweetness enhancement. Specifically, Megastigmatriene is designed to address the shortcomings of 40-grade leaves, which often produce strong, dense, and slightly harsh smoke. It improves tobacco sweetness, stimulates salivation, and results in a softer, more delicate smoke, thereby enhancing the overall intrinsic quality.
Boiling point | 289°C |
Density | 0.968 |
Vapor pressure | 11Pa at 25℃ |
FEMA | 4663 | 4-(2-BUTENYLIDENE)-3,5,5-TRIMETHYLCYCLOHEX-2-EN-1-ONE |
Fp | 124.8°C |
Storage temp | 2-8°C |
Odor | at 100.00 %. sweet acorn nut skin tobacco spicy |
Odor Type | tobacco |
Water Solubility | 361mg/L at 20℃ |
Applications:
Tobacco Industry (Tobacco Flavor)
Megastigmatriene (Tabanone, CAS 13215-88-8) is a crucial aroma compound in tobacco, characterized by a distinctive sweet tobacco scent. It is commonly used in cigarette flavor formulations to enhance smoke softness and aftertaste, thereby improving overall smoking quality. Its chemical structure (C13H18O) contains an unsaturated ketone group that synergizes with other tobacco volatiles to enrich the aroma profile, especially in flue-cured cigarettes.
Food and Beverage Flavors
In the food sector, Megastigmatriene serves as a premium flavoring agent. Even in small amounts, it imparts complex aromas reminiscent of tobacco or caramel to confectionery, beverages, and other products, and is frequently used to create specialty flavors such as whiskey or coffee. Due to its low odor threshold and strong aroma, it offers economic advantages but must be used in strict compliance with food safety regulations like FEMA 4663 to control dosage.
Daily Chemical and Perfume Industries
Megastigmatriene’s sweet, woody scent makes it popular in high-end perfumes, shampoos, shower gels, and other personal care products. Acting as a middle note and fixative, it is often blended with floral or amber notes to improve fragrance longevity and complexity. Its high oil solubility (0.968 g/cm³) and low water solubility (361 mg/L) make it especially suitable for oil-based fragrance formulations.
Organic Synthesis and Pharmaceutical Intermediates
In chemical synthesis, Megastigmatriene is used as a precursor for producing other fragrances like ionone derivatives and various pharmaceutical intermediates. Its cyclohexenone structure allows it to undergo transformations such as reduction and oxidation. Research has also investigated its potential antioxidant and antibacterial properties, although these applications remain largely experimental.
Agriculture and Pesticides (Potential Uses)
Preliminary studies indicate Megastigmatriene may influence insect behavior and could be developed as an eco-friendly pest attractant or repellent. However, this application is still in the experimental stage, requiring further validation of its efficacy and safety.
