Piperonylic acid
Synonym(s):1,3-Benzodioxole-5-carboxylic acid;3,4-(Methylenedioxy)benzoic acid
- CAS NO.:94-53-1
- Empirical Formula: C8H6O4
- Molecular Weight: 166.13
- MDL number: MFCD00005830
- EINECS: 202-342-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-08-21 22:41:43
What is Piperonylic acid?
Chemical properties
white to light yellow crystal powde
The Uses of Piperonylic acid
Piperonylic Acid is a compound closely mimicking the structure of transcinnamic acid involved in the phenylpropanoid pathway in plant physiology.
Definition
ChEBI: Piperonylic acid is a member of the class of benzodioxoles that is 1,3-benzodioxole substituted by a carboxy group at position 5. It is a natural product isolated from several plant species. It is a selective mechanism-based inactivator of the trans-cinnamate 4-hydroxylase enzyme and exhibits antifungal and skin wound healing properties. It has a role as a plant metabolite, an EC 1.14.14.91 ( trans-cinnamate 4-monooxygenase) inhibitor, a vulnerary and an antifungal agent. It is a member of benzodioxoles, a monocarboxylic acid and an aromatic carboxylic acid. It is a conjugate acid of a piperonylate.
Synthesis Reference(s)
The Journal of Organic Chemistry, 40, p. 3803, 1975 DOI: 10.1021/jo00913a051
Purification Methods
Crystallise the acid from EtOH or water. [Beilstein 19/7 V 300.]
Properties of Piperonylic acid
Melting point: | 229-231 °C (lit.) |
Boiling point: | 254.32°C (rough estimate) |
Density | 1.3579 (rough estimate) |
refractive index | 1.5090 (estimate) |
storage temp. | Sealed in dry,Room Temperature |
solubility | DMSO (Slightly), Methanol (Slightly) |
pka | 4.35±0.20(Predicted) |
form | Powder |
color | Off-white to beige |
Water Solubility | slightly soluble |
Merck | 14,7477 |
BRN | 150206 |
CAS DataBase Reference | 94-53-1(CAS DataBase Reference) |
NIST Chemistry Reference | 1,3-Benzodioxole-5-carboxylic acid(94-53-1) |
EPA Substance Registry System | 1,3-Benzodioxole-5-carboxylic acid (94-53-1) |
Safety information for Piperonylic acid
Signal word | Danger |
Pictogram(s) |
Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H318:Serious eye damage/eye irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for Piperonylic acid
Abamectin manufacturer
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