p-Coumaric acid

Bezeichnung:p-Coumaric acid

CAS-Nr501-98-4

Englisch Name:p-Coumaric acid

CBNumberCB6164395

SummenformelC9H8O3

Molgewicht164.16

MOL-Datei501-98-4.mol

p-Coumaric acid physikalisch-chemischer Eigenschaften

Schmelzpunkt	214 °C (dec.)(lit.)
Siedepunkt	231.61°C (rough estimate)
Dichte	1.1403 (rough estimate)
Brechungsindex	1.4500 (estimate)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit	ethanol: soluble50mg/mL
pka	4.65±0.10(Predicted)
Aggregatzustand	Powder
Farbe	Off-white to beige or greenish
Geruch (Odor)	at 100.00?%. balsamic
Wasserlöslichkeit	soluble
Merck	14,2560
BRN	2207383
Stabilität	Light Sensitive
InChIKey	NGSWKAQJJWESNS-ZZXKWVIFSA-N
LogP	1.460
CAS Datenbank	501-98-4(CAS DataBase Reference)
NIST chemische Informationen	p-Hydroxycinnamic acid(501-98-4)
EPA chemische Informationen	2-Propenoic acid, 3-(4-hydroxyphenyl)-, (2E)- (501-98-4)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36-37/39
WGK Germany	2
RTECS-Nr.	GD9095000
HS Code	29163990

Gefahreninformationscode (GHS)

p-Coumaric acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
Off-white to beige or greenish powder. Soluble in alcohol, ether and hot water, slightly soluble in benzene, insoluble in petroleum ether.
Verwenden
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.
synthetische
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.
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.
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.
läuterung methode
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 Upstream-Materialien And Downstream Produkte

p-Coumaric acid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

501-98-4, p-Coumaric acid Verwandte Suche:

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