Piperonylic acid

Piperonylic acid Basic information
Product Name:Piperonylic acid
Synonyms:3,4-METHYLENDIOXYBENZOIC ACID;RARECHEM AL BO 0210;3,4-(methylenedioxy)benzoic acid, piperonylic acid;Piperonylic acid, 98+%;3,4-Methylendioxybenzoic acid 98%;AKOS 213-90;β(3,4-methylenedioxy-styryl)acrylic acid;5-carboxy-2H-1,3-benzodioxol-5-iuM
CAS:94-53-1
MF:C8H6O4
MW:166.13
EINECS:202-342-8
Product Categories:Building Blocks;C8;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Benzodiozoles, Benzodioxines & Benzodioxepines;Carboxylic Acids;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzodiozoles, Benzodioxines & Benzodioxepines;Carboxylic Acids;Quinoxalines ,Quinazolines ,Quinaldines
Mol File:94-53-1.mol
Piperonylic acid Structure
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)
form Powder
pka4.35±0.20(Predicted)
color Off-white to beige
Water Solubility slightly soluble
Merck 14,7477
BRN 150206
LogP0.810 (est)
CAS DataBase Reference94-53-1(CAS DataBase Reference)
NIST Chemistry Reference1,3-Benzodioxole-5-carboxylic acid(94-53-1)
EPA Substance Registry System1,3-Benzodioxole-5-carboxylic acid (94-53-1)
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 Information
ProviderLanguage
Piperonylic acid English
SigmaAldrich English
ACROS English
ALFA English
Piperonylic acid Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powde
UsesPiperonylic Acid is a compound closely mimicking the structure of transcinnamic acid involved in the phenylpropanoid pathway in plant physiology.
DefinitionChEBI: 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 MethodsCrystallise the acid from EtOH or water. [Beilstein 19/7 V 300.]
potassium piperate 6-AMINO-1,3-BENZODIOXOLE-5-CARBOXYLIC ACID RARECHEM AL BI 0176 7-HYDROXY-2,2-DIPHENYL-BENZO[1,3]DIOXOLE-5-CARBOXYLIC ACID METHYL ESTER UNGERINE NITRATE Ethyl 2-(Chlorosulfonyl)acetate METHYL 7-METHOXY-2,2-DIPHENYL-1,3-BENZODIOXOLE-5-CARBOXYLATE Ascoric Acid Piperonylic acid-2,2-D2 CBI-BB ZERO/005500 6-BROMO-3,4-METHYLENEDIOXYBENZOIC ACID isobutyl piperonylate 7-METHOXY-2,2-DIPHENYL-1,3-BENZODIOXOLE-5-CARBOXYLIC ACID ARISTOLOCHIC ACID (I AND II) CARBOXYLIC ACID FURO[3,4-F][1,3]BENZODIOXOL-5(7H)-ONE phosphoric acid methyl 1,3-benzodioxole-5-carboxylate

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