Overview
Cinnamoyl is an aromatic organic compound and a derivative of cinnamic acid, characterized by a phenyl group bonded to an acryloyl moiety (C6H5-CH=CH-CO-). It serves as a versatile intermediate in synthetic chemistry, particularly in pharmaceuticals and fragrances. The compound’s reactivity stems from its conjugated double-bond system, enabling applications in polymerization and UV protection. Industrially, cinnamoyl is synthesized via esterification or oxidation of cinnamaldehyde. Its demand is driven by sectors like cosmetics (for UV filters) and food additives (for cinnamon-like flavors). Regulatory approvals (e.g., FDA, REACH) often govern its commercial use due to its bioactive nature.
Physical and Chemical Properties
Cinnamoyl appears as a pale yellow to brown crystalline powder with a distinct aromatic odor. Its molecular weight is 131.15 g/mol, and it melts at 33–36°C. The compound is hydrophobic, dissolving readily in ethanol, acetone, and ether but not in water. Key chemical properties include its ability to undergo electrophilic substitutions (e.g., halogenation) and polymerization under UV light. Its conjugated structure makes it a useful chromophore in UV-absorbing coatings. Stability is moderate; it degrades under prolonged exposure to heat or strong oxidizers.
Main Applications
In pharmaceuticals, cinnamoyl derivatives are precursors to anticoagulants and antimicrobial agents. For example, coumarin-based drugs utilize its framework. The perfumery industry values it for warm, spicy notes, often in soaps and candles. Another critical use is in polymer chemistry, where cinnamoyl groups act as photo-crosslinkers for coatings and adhesives. Its UV-absorbing properties are exploited in sunscreens and optical films. Additionally, food manufacturers employ it as a flavor enhancer (e.g., cinnamon substitutes).
Safety and Storage
Cinnamoyl is classified as an irritant, requiring handling with nitrile gloves and eye protection. Inhalation of dust may cause respiratory irritation; work in well-ventilated areas or under fume hoods. Store in airtight containers away from light, moisture, and oxidizing agents. Shelf life is typically 2–3 years under recommended conditions (15–25°C). Spills should be contained with inert absorbents (e.g., sand) and disposed of as hazardous waste.
B2B Procurement Guide
When sourcing cinnamoyl, prioritize suppliers with ISO 9001 certification and batch-specific COAs (Certificates of Analysis). Key parameters to verify include purity (≥98%), residual solvent levels, and heavy metal content. Bulk pricing is negotiable; orders above 100 kg often attract discounts. Consider logistics: the compound is not hazardous for transport but requires climate-controlled shipping to prevent melting. Sample testing is advised for new suppliers.
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