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Piperonylic acid

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Piperonylic acid Basic information

Product Name:
Piperonylic acid
Synonyms:
  • 1,3-BENZODIOXOLE-5-CARBOXYLIC ACID
  • 3,4-METHYLENDIOXYBENZOIC ACID
  • 3,4-(METHYLENEDIOXY)BENZOIC ACID
  • RARECHEM AL BO 0210
  • 3,4-(methylenedioxy)benzoic acid, piperonylic acid
  • Piperonylic acid, 98+%
  • PIPEROYLICACID
  • 3,4-Methylendioxybenzoic acid 98%
CAS:
94-53-1
MF:
C8H6O4
MW:
166.13
EINECS:
202-342-8
Product Categories:
  • Building Blocks
  • C8
  • Benzodiozoles, Benzodioxines & Benzodioxepines
  • Carbonyl Compounds
  • Chemical Synthesis
  • Organic Building Blocks
  • Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
  • Benzodiozoles, Benzodioxines & Benzodioxepines
  • Carboxylic Acids
  • Carboxylic Acids
  • Quinoxalines ,Quinazolines ,Quinaldines
Mol File:
94-53-1.mol
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Piperonylic acid Chemical Properties

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
LogP
0.810 (est)
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)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
22-37/38-41-36/37/38
Safety Statements 
26-36/37/39-37/39
WGK Germany 
3
RTECS 
DF4912765
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29329970

MSDS

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Piperonylic acid Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

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.]

Piperonylic acid Preparation Products And Raw materials

Raw materials

Piperonylic acidSupplier

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