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p-Coumaric acid

p-Coumaric acid Suppliers list
Company Name: Neostar United (Changzhou) Industrial Co., Ltd.
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Products Intro: Product Name:p-Coumaric acid
CAS:501-98-4
Package:1KG;5KG;100KG;1000KG
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Products Intro: CAS:501-98-4
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Products Intro: Product Name:trans-4-Hydroxycinnamic acid
CAS:501-98-4
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CAS:501-98-4
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Products Intro: Product Name:p-Coumaric acid
CAS:501-98-4
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p-Coumaric acid manufacturers

  • 4-Hydroxycinnamic acid
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p-Coumaric acid Basic information
Product Name:p-Coumaric acid
Synonyms:(e)-3-(4-hydroxyphenyl)-2-propenoicacid;trans-p-hydroxycinnamicacid;AKOS BAR-2479;AKOS 221-47;COUMARIC ACID, TRANS-P-;RARECHEM BK HW 0163;P-HYDROXYL CINNAMIC ACID;P-COUMARIC ACID
CAS:501-98-4
MF:C9H8O3
MW:164.16
EINECS:610-511-6
Product Categories:Antioxidant;Auxins;Biochemistry;Plant Growth Regulators;Aromatic Cinnamic Acids, Esters and Derivatives;chemical reagent;pharmaceutical intermediate;Inhibitors;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;501-98-4
Mol File:501-98-4.mol
p-Coumaric acid Structure
p-Coumaric acid Chemical Properties
Melting point 214 °C (dec.)(lit.)
Boiling point 231.61°C (rough estimate)
density 1.1403 (rough estimate)
refractive index 1.4500 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility ethanol: soluble50mg/mL
form Powder
pka4.65±0.10(Predicted)
color Off-white to beige or greenish
Odorat 100.00?%. balsamic
Water Solubility soluble
Merck 14,2560
BRN 2207383
Stability:Light Sensitive
InChIKeyNGSWKAQJJWESNS-ZZXKWVIFSA-N
LogP1.460
CAS DataBase Reference501-98-4(CAS DataBase Reference)
NIST Chemistry Referencep-Hydroxycinnamic acid(501-98-4)
EPA Substance Registry System2-Propenoic acid, 3-(4-hydroxyphenyl)-, (2E)- (501-98-4)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 2
RTECS GD9095000
HS Code 29163990
MSDS Information
ProviderLanguage
4-Hydroxycinnamic acid English
SigmaAldrich English
ACROS English
ALFA English
p-Coumaric acid Usage And Synthesis
Chemical PropertiesOff-white to beige or greenish powder. Soluble in alcohol, ether and hot water, slightly soluble in benzene, insoluble in petroleum ether.
Usestrans-p-Coumaric Acid is the E-isomer of p-Coumaric Acid (C755365), a hydroxy derivative of Cinnamic Acid with antioxidant properties. p-Coumaric acid is a is a major component of lignocellulose. Stud ies suggest that p-Coumaric Acid may reduce the risk of cancer by reducing the formation of carcinogenic nitrosamines.
DefinitionChEBI: p-coumaric acid is the trans-isomer of 4-coumaric acid. 4-coumaric acid is a coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring. It has a role as a plant metabolite. It is a conjugate acid of a 4-coumarate.
PreparationSynthesis of p-Coumaric acid: take o-acetylsalicyloyl chloride as raw material, in the presence of magnesium chloride, react with diethyl malonate in acetonitrile solvent, then add triethylamine, and react at 0°C for 1 h to obtain ( 2-acetoxybenzoyl) diethyl malonate product, then heated to 50°C in potassium hydroxide/methanol solution, reacted for 3h, and cyclized to obtain p-Coumaric acid.
Applicationtrans-4-Hydroxycinnamic acid is used as a hydroxycinnamic acid with antioxidant properties. p-Coumaric acid is an aromatic phytochemical for proteomics research. It has been used as a component of chemiluminescent substrate for protein detection in western blotting.
Biochem/physiol Actionsp-Coumaric acid is mainly a plant metabolite which exhibits antioxidant and anti-inflammatory properties. It also shows bactericidal activity by damaging bacterial cell membrane and by interacting with bacterial DNA. In western blot, p-coumaric is also used as an enhancer in chemiluminescent substrate.
Hydroxycinnamic acid found in many fruits and vegetables.
Purification MethodsCrystallise p-coumaric acid from H2O (charcoal). It forms needles from concentrated aqueous solutions as the anhydrous acid, but from hot dilute solutions the monohydrate acid separates on slow cooling. The acid (33g) has been crystallised from 2.5L of H2O (1.5g charcoal) yielding 28.4g of recrystallised acid, m 207o. It is insoluble in *C6H6 or pet ether. The UV in 95% EtOH has max 223 and 286nm ( 14,450 and 19000 M-1cm-1). [UV Wheeler & Covarrubias J Org Chem 28 2015 1963, Corti Helv Chim Acta 32 681 1949, Beilstein 10 IV 1005.]
p-Coumaric acid Preparation Products And Raw materials
Raw materialsEthyl acetate-->Potassium hydroxide-->Phenol-->4-Hydroxycoumarin-->2-Hexanone-->O-ACETYLSALICYLOYL CHLORIDE
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