Chemical intermediate

501-98-4

  • Product Name：4-Hydroxycinnamic acid
  • Molecular Formula：C9H8O3
  • Specifications：99%
  • Molecular Weight：164.161
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Product Details;

CasNo： 501-98-4

Molecular Formula： C9H8O3

Appearance： Off-white to beige or greenish powder

Chinese Manufacturer Supply 4-Hydroxycinnamic acid 501-98-4 On Stock with Competitive Price

  • Molecular Formula:C9H8O3
  • Molecular Weight:164.161
  • Appearance/Colour:Off-white to beige or greenish powder 
  • Vapor Pressure:7.19E-05mmHg at 25°C 
  • Melting Point:214 °C (dec.)(lit.) 
  • Refractive Index:1.6 
  • Boiling Point:346.052 °C at 760 mmHg 
  • PKA:4.65±0.10(Predicted) 
  • Flash Point:177.284 °C 
  • PSA：57.53000 
  • Density:1.33 g/cm3 
  • LogP:1.49000 

4-Hydroxycinnamic acid(Cas 501-98-4) Usage

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.]

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.

InChI:InChI=1/C9H8O3/c1-6(9(11)12)7-2-4-8(10)5-3-7/h2-5,10H,1H2,(H,11,12)

501-98-4 Relevant articles

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501-98-4 Process route

peonidin 3-O-[2-O-(2-O-(trans-feruloyl)-glucosyl)-6-O-(cis-p-coumaroyl)-glucoside]-5-O-[6-O-(malonyl)-glucoside]

peonidin 3-O-[2-O-(2-O-(trans-feruloyl)-glucosyl)-6-O-(cis-p-coumaroyl)-glucoside]-5-O-[6-O-(malonyl)-glucoside]

D-Glucose
2280-44-6

D-Glucose

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(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

malonic acid
141-82-2

malonic acid

(Z)-p-coumaric acid
501-98-4,4501-31-9,7400-08-0,50940-26-6

(Z)-p-coumaric acid

peonidin chloride
134-01-0

peonidin chloride

Conditions
Conditions Yield
With hydrogenchloride; water; at 100 ℃; for 1h;
1,2',3',4',6'-penta-O-acetyl-3-O-(Z)-p-coumaroylsucrose
1392307-47-9

1,2',3',4',6'-penta-O-acetyl-3-O-(Z)-p-coumaroylsucrose

D-Fructose
57-48-7,18875-34-8

D-Fructose

D-glucose
50-99-7

D-glucose

(Z)-p-coumaric acid
501-98-4,4501-31-9,7400-08-0,50940-26-6

(Z)-p-coumaric acid

Conditions
Conditions Yield
With sulfuric acid; water; In 1,4-dioxane; at 90 ℃; for 3h;

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