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HomeProduct name listPiperonylic acid

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
Piperonylic acid Structural

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)
ghs
Corrosion
Corrosives
GHS05
ghs
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

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