ChemicalBook > CAS DataBase List > p-Coumaric acid

p-Coumaric acid

Product Name
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
Formula Weight
164.16
MOL File
501-98-4.mol
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p-Coumaric acid Property

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)
NIST Chemistry Reference
p-Hydroxycinnamic acid(501-98-4)
EPA Substance Registry System
2-Propenoic acid, 3-(4-hydroxyphenyl)-, (2E)- (501-98-4)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
2
RTECS 
GD9095000
HS Code 
29163990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C9008
Product name
p-Coumaric acid
Purity
≥98.0% (HPLC)
Packaging
1g
Price
$15.7
Updated
2024/03/01
Sigma-Aldrich
Product number
03200595
Product name
p-Coumaric acid
Purity
primary pharmaceutical reference standard
Packaging
50mg
Price
$405
Updated
2024/03/01
Sigma-Aldrich
Product number
55823
Product name
trans-p-Coumaric acid
Purity
analytical standard
Packaging
50MG
Price
$78
Updated
2022/05/15
TCI Chemical
Product number
C0393
Product name
trans-p-Coumaric Acid
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$56
Updated
2024/03/01
TCI Chemical
Product number
C0393
Product name
trans-p-Coumaric Acid
Purity
>98.0%(GC)(T)
Packaging
100g
Price
$144
Updated
2024/03/01
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p-Coumaric acid Chemical Properties,Usage,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.

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.

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.

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

Raw materials

Preparation Products

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p-Coumaric acid Suppliers

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View Lastest Price from p-Coumaric acid manufacturers

Hebei Andu Technology Com.,Ltd
Product
p-Coumaric acid 501-98-4
Price
US $3.50/kg
Min. Order
1kg
Purity
0.99
Supply Ability
3000tons/month
Release date
2024-08-24
Jinan Finer Chemical Co., Ltd
Product
4-Hydroxycinnamic acid 501-98-4
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
99%
Supply Ability
500mt/year
Release date
2021-07-19
Baoji Guokang Bio-Technology Co., Ltd.
Product
trans-4-Hydroxycinnamic acid 501-98-4
Price
US $285.00/Kg/Bag
Min. Order
1KG
Purity
99%
Supply Ability
1T
Release date
2021-06-03

501-98-4, p-Coumaric acidRelated Search:


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