5285-18-7

Basic information

• Product Name: 5-(1,3-benzodioxol-5-yl)penta-2,4-dienoic acid
• Synonyms: 5-(1,3-benzodioxol-5-yl)penta-2,4-dienoic acid;2,4-Pentadienoic acid, 5-(1,3-benzodioxol-5-yl)-;Nsc129538
• CAS NO: 5285-18-7
• Molecular Formula: C₁₂H₁₀O₄
• Molecular Weight: 218.2054
• EINECS: 226-118-4
• Mol File: 5285-18-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: 215°C
• Boiling Point: 318.88°C (rough estimate)
• Flash Point: 171.5°C
• Appearance: /
• Density: 1.2655 (rough estimate)
• Vapor Pressure: 4.4E-08mmHg at 25°C
• Refractive Index: 1.7160 (estimate)
• CAS DataBase Reference: 5-(1,3-benzodioxol-5-yl)penta-2,4-dienoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(1,3-benzodioxol-5-yl)penta-2,4-dienoic acid(5285-18-7)
• EPA Substance Registry System: 5-(1,3-benzodioxol-5-yl)penta-2,4-dienoic acid(5285-18-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22-52/53
• Safety Statements: 61
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 5285-18-7(Hazardous Substances Data)

Usage

Description

5-(1,3-Benzodioxol-5-yl)penta-2,4-dienoic acid, commonly known as piperonal, is a chemical compound with the molecular formula C10H8O3. It is a white crystalline solid that is widely used as a fragrance and flavoring agent in various industries due to its sweet, floral, and spicy scent.

Uses

Used in Food Industry:
5-(1,3-Benzodioxol-5-yl)penta-2,4-dienoic acid is used as a flavoring agent for its sweet, floral, and spicy scent, enhancing the taste and aroma of various food products.
Used in Cosmetic Industry:
5-(1,3-Benzodioxol-5-yl)penta-2,4-dienoic acid is used as a fragrance ingredient in cosmetics, providing a pleasant scent and enhancing the sensory experience of the products.
Used in Perfumery:
5-(1,3-Benzodioxol-5-yl)penta-2,4-dienoic acid is used as a key component in the production of perfumes, contributing to their sweet, floral, and spicy aroma.
Used in Scent Production:
5-(1,3-Benzodioxol-5-yl)penta-2,4-dienoic acid is used in the production of scented candles and other scented products, providing a pleasant and long-lasting fragrance.
Used in Pharmaceutical Synthesis:
5-(1,3-Benzodioxol-5-yl)penta-2,4-dienoic acid is used as a precursor in the synthesis of pharmaceuticals, contributing to the development of new drugs and medications.
Used in Organic Compound Production:
5-(1,3-Benzodioxol-5-yl)penta-2,4-dienoic acid is used as a precursor in the production of other organic compounds, facilitating the creation of various chemical products.

InChI:InChI=1/C12H10O4/c13-12(14)4-2-1-3-9-5-6-10-11(7-9)16-8-15-10/h1-7H,8H2,(H,13,14)/b3-1+,4-2+

Upstream product

• 94-62-2 piperine 

Downstream Products

• 41917-45-7 5-(3',4'-methylenedioxyphenyl)pentanoic acid 
• 90778-74-8 N-piperoylglycine 

Relevant articles and documents

Synthesis of some monosaccharide-related ester derivatives as insecticidal and acaricidal agents

To develop natural-product-based pesticidal agents, a series of monosaccharide-related ester derivatives (17a–q and 18a–f), glucose (xylose)-piperic acid/piperic acid-like conjugates, were synthesized. Three-dimensional structures of compounds 17b, 17g, 17h, and 17n were unambiguously determined by single-crystal X-ray diffraction. Especially compounds 18e and 18f exhibited the most potent insecticidal and acaricidal activities against Mythimna separata and Tetranychus cinnabarinus. Their structure-activity relationships were also discussed.

Design, development and synthesis of mixed bioconjugates of piperic acid-glycine, curcumin-glycine/alanine and curcumin-glycine-piperic acid and their antibacterial and antifungal properties

In the present communication different curcumin bioconjugates viz. 4,4′-di-O-glycinoyl-curcumin, 4,4′-di-O-d-alaninoyl-curcumin, 4,4′-di-O-(glycinoyl-di-N-piperoyl)-curcumin, 4,4′-di-O-piperoyl curcumin, curcumin-4,4′-di-O-β-D-glucopyranoside, 4,4′-di-O-acetyl-curcumin along with piperoyl glycine, have been synthesised and characterised by spectra UV, 1H NMR and elemental analysis. All the covalent bonds used are biodegradable. This makes these derivatives as potent prodrugs, which can get hydrolysed at the target sites. These bioconjugates were tested in vitro against different bacteria and fungi. The 4,4′-di-O-(glycinoyl-di-N-piperoyl)-curcumin and 4,4′-di-O- acetyl-curcumin are more effective than Cefepime, an antibacterial drug available in market, at the same concentration. The 4,4′-di-O-(glycinoyl- di-N-piperoyl)-curcumin and 4,4′-di-O-piperoyl curcumin had antifungal activity in vitro almost comparable with fluconazole, the most popular antifungal drug. The enhanced activity of these bioconjugates vis-a-vis the parent molecule that is curcumin may be due to improved cellular uptake or reduced metabolism of these bioconjugates resulting in building up of enough concentration inside the infected cells. It opens a new era for exploring suitably designed curcumin bioconjugates as potential antibacterial/antifungal drugs.