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p-Coumaric acid

CAS No.
501-98-4
Chemical Name:
p-Coumaric acid
Synonyms
TRANS-4-HYDROXYCINNAMIC ACID;trans-p-Hydroxycinnamic acid;(E)-3-(4-hydroxyphenyl)acrylic acid;p-CouMaric;TRANS-4-COUMARIC ACID;TRANS-P-COUMARIC ACID;(E)-p-Coumaric acid;PHCA;Naringeninic acid;(e)-p-coumaricacid
CBNumber:
CB6164395
Molecular Formula:
C9H8O3
Molecular Weight:
164.16
MDL Number:
MFCD00004399
MOL File:
501-98-4.mol
MSDS File:
SDS
Last updated:2023-12-28 08:34:50

p-Coumaric acid 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
pka 4.65±0.10(Predicted)
color Off-white to beige or greenish
Odor at 100.00?%. balsamic
Water Solubility soluble
Merck 14,2560
BRN 2207383
Stability Light Sensitive
InChIKey NGSWKAQJJWESNS-ZZXKWVIFSA-N
LogP 1.460
CAS DataBase Reference 501-98-4(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII IBS9D1EU3J
NIST Chemistry Reference p-Hydroxycinnamic acid(501-98-4)
EPA Substance Registry System 2-Propenoic acid, 3-(4-hydroxyphenyl)-, (2E)- (501-98-4)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-37/39
WGK Germany  2
RTECS  GD9095000
HS Code  29163990
NFPA 704
1
2 0

p-Coumaric acid price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C9008 p-Coumaric acid ≥98.0% (HPLC) 501-98-4 1g $15.7 2024-03-01 Buy
Sigma-Aldrich 03200595 p-Coumaric acid primary pharmaceutical reference standard 501-98-4 50mg $405 2024-03-01 Buy
Sigma-Aldrich 55823 trans-p-Coumaric acid analytical standard 501-98-4 50MG $78 2022-05-15 Buy
TCI Chemical C0393 trans-p-Coumaric Acid >98.0%(GC)(T) 501-98-4 25g $56 2024-03-01 Buy
TCI Chemical C0393 trans-p-Coumaric Acid >98.0%(GC)(T) 501-98-4 100g $144 2024-03-01 Buy
Product number Packaging Price Buy
C9008 1g $15.7 Buy
03200595 50mg $405 Buy
55823 50MG $78 Buy
C0393 25g $56 Buy
C0393 100g $144 Buy

p-Coumaric acid Chemical Properties,Uses,Production

Chemical Properties

Off-white to beige or greenish powder. Soluble in alcohol, ether and hot water, slightly soluble in benzene, insoluble in petroleum ether.

Uses

trans-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.

Definition

ChEBI: 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.

Preparation

Synthesis 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.

Application

trans-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 Actions

p-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 Methods

Crystallise 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

Global( 507)Suppliers
Supplier Tel Email Country ProdList Advantage
Neostar United (Changzhou) Industrial Co., Ltd.
+86-519-519-85557386 marketing1@neostarunited.com China 8350 58
CD Chemical Group Limited
+8615986615575 info@codchem.com China 20356 58
Baynoe Chem (Suzhou) Co., Ltd.
+86-512 65869404 +86-18934593683 sales06@baynoe.com China 292 58
Hebei Mojin Biotechnology Co., Ltd
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Henan Bao Enluo International TradeCo.,LTD
+86-17331933971 +86-17331933971 deasea125996@gmail.com China 2504 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 14770 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21703 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9359 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58

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View Lastest Price from p-Coumaric acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
p-Coumaric acid pictures 2024-03-19 p-Coumaric acid
501-98-4
US $8.00-5.00 / Grams 20Grams 99.99% 100Tons Hebei Dangtong Import and export Co LTD
4-Hydroxycinnamic acid pictures 2024-03-19 4-Hydroxycinnamic acid
501-98-4
US $0.00 / Kg/Drum 1KG 99% 500mt/year Jinan Finer Chemical Co., Ltd
4-Hydroxycinnamic acid pictures 2024-03-19 4-Hydroxycinnamic acid
501-98-4
US $0.00-0.00 / kg 1kg 99%+ 1000000kg per Month Shanghai Qyubiotech Co., Ltd.
  • p-Coumaric acid pictures
  • p-Coumaric acid
    501-98-4
  • US $8.00-5.00 / Grams
  • 99.99%
  • Hebei Dangtong Import and export Co LTD
(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 trans-4-Hydroxyphenylpropenoic Acid trans-Coumaricacid,98% trans-P-coumaric acid crystalline P-COUMARIC ACID CRYSTALLINE LABOTEST-BB LT00452637 E-4-HydroxycinnaMicAcid trans-p-Coumaric acid p-Coumaric acid, >=99% trans-4-Hydroxycinnamic acid trans-p-Coumaric Acid trans-p-Cumaric Acid p-Hydroxycinnamic acid P-Hydroxycinnamic acid, 98%, predominantly trans (E)-β-(4-Hydroxyphenyl)acrylic acid (E)-p-Hydroxycinnamic acid (e)-p-hydroxycinnamicacid 2-Propenoic acid, 3-(4-hydroxyphenyl)-, (E)- 3-(4-hydroxyphenyl)-,(E)-2-Propenoicacid Cinnamic acid, p-hydroxy-, (E)- naringeninicacid p-Coumaric acid,trans trans-p-Coumarinic acid trans-p-coumarinicacid 4-HYDROXYCINNAMIC ACID, 98%, PREDOMINANT LY TRANS 4-Hydroxyphenylpropenoic Acid trans-4-Hydroxycinnamicacid,98% 4-Hydroxycinnamic Acid 501-98-4 p-Hydroxycinnamic acid, predominantly trans, 98% p-coumaricacid,(E)-3-(4-hydroxyphenyl)-2-propenoicacid,4-hydroxycinnamicacid 2-Propenoic acid, 3-(4-hydroxyphenyl)-, (2E)- 4-HYDROXYCINNAMIC ACID (PREDOMINANTLY TRANS) TRANS-COUMARICACID PARA-TRANS-COUMARICACID 4-Hydroxycinnamic acid ,98% p-Coumaric acid,trans-4-Hydroxycinnamic acid p-HydroxycinnaMic acid, predoMinantly trans, 98% 25GR p-CouMaricaci trans-p-Cumaric Acid trans-4-Hydroxycinnamic Acid (E)-3-(4-hydroxyphenyl)-2-propenoate trans-p-Coumaric Acid > 4-HYDROXYCINNAMIC ACID CAS NO 501-98-4 rans-4-Hydroxycinnamic acid (E)-para-hydroxycinnamic acid carnaphthol trans-4-Hydroxycinnamic Acid D6 p-Coumaric acid, ≥98% (HPLC) TRANS-P-COUMARIC ACID TRANS-P-CUMARIC ACID TRANS-4-COUMARIC ACID TRANS-4-HYDROXYCINNAMIC ACID PHCA P-CUMARIC ACID (E)-p-Coumaric acid