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Here's a concise overview of trans-Cinnamic acid:
trans-Cinnamic acid (C₉H₈O₂) is an organic compound with a benzene ring bonded to an acrylic acid group in the trans (E) configuration. It occurs naturally in plants like cinnamon and balsams.
Key properties:
White crystalline solid (m.p. 133°C).
Low water solubility; soluble in organic solvents.
Strong UV absorption (λₘₐₓ ~273 nm).
Significance:
Plant metabolite: Precursor to lignins, flavonoids.
Synthesis: Made via Perkin reaction (benzaldehyde + acetic anhydride).
Applications:
Fragrances (sweet, floral notes).
Pharmaceuticals (e.g., warfarin precursor).
UV-sensitive polymers (dimerizes under light).
Bioactivity: Antioxidant, antimicrobial properties.
Widely used in cosmetics, food flavoring, and agrochemicals.
trans-Cinnamic acid (E-Cinnamic acid) is an organic compound with the formula C₆H₅CH=CHCOOH. Here's a concise overview of its key aspects:
A phenylpropanoid consisting of a benzene ring attached to an acrylic acid group.
The trans (E) isomer is the stable, naturally occurring form (vs. unstable cis isomer).
Molecular formula: C₉H₈O₂.
Found in plants (e.g., cinnamon bark, shea resin, balsams) and honey.
Biosynthesized from phenylalanine via the shikimate pathway.
White crystalline solid.
Melting point: 133°C.
Poor water solubility; soluble in ethanol, ether.
Strong UV absorption (λₘₐₓ ~273 nm).
Key intermediate in plant metabolism (precursor to lignins, flavonoids).
Used in organic synthesis:
Pharmaceuticals (e.g., precursor to anticoagulant warfarin).
Perfumes/fragrances (sweet, floral scent).
Polymers (e.g., styrene-cinnamate copolymers for UV-sensitive films).
Exhibits antimicrobial, antioxidant, and anti-inflammatory properties.
Studied for potential roles in cancer prevention and diabetes management.
Industrially produced via Perkin reaction: Benzaldehyde + acetic anhydride (with sodium acetate catalyst).
Applications:
Cosmetics: UV-filter in sunscreens.
Food industry: Flavoring agent.
Agriculture: Plant growth regulator.
Key Fact: Its trans-configuration allows efficient light-driven dimerization (used in photoresist materials).
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