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4-Hydroxycinnamic acid

CAS No.
7400-08-0
Chemical Name:
4-Hydroxycinnamic acid
Synonyms
4-Hydroxycinnamic acid;4-Hydroxycinnamic acid;P-HYDROXYCINNAMIC ACID;TRANS-4-COUMARIC ACID;TRANS-P-COUMARIC ACID;PHCA;P-CUMARIC ACID;TRANS-P-CUMARIC ACID;4-hydroxylcinnamic acid;3-(4-HYDROXYPHENYL)ACRYLIC ACID
CBNumber:
CB9164396
Molecular Formula:
C9H8O3
Molecular Weight:
164.16
MDL Number:
MFCD00004399
MOL File:
7400-08-0.mol
MSDS File:
SDS
Last updated:2024-03-14 18:29:10

4-Hydroxycinnamic acid Properties

Melting point 214 °C (dec.)(lit.)
Boiling point 251.61°C (rough estimate)
Density 1.2132 (rough estimate)
refractive index 1.5380 (estimate)
storage temp. Store below +30°C.
solubility Acetone (Slightly), Chloroform (Slightly), Methanol (Slightly)
form Solid
pka 4.65±0.10(Predicted)
color White to Off-White
Stability Light Sensitive
InChI InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)
InChIKey NGSWKAQJJWESNS-UHFFFAOYSA-N
SMILES C(O)(=O)C=CC1=CC=C(O)C=C1
LogP 1.790
CAS DataBase Reference 7400-08-0(CAS DataBase Reference)
FDA UNII IBS9D1EU3J
NIST Chemistry Reference 2-Propenoic acid, 3-(4-hydroxyphenyl)-(7400-08-0)
EPA Substance Registry System p-Hydroxycinnamic acid (7400-08-0)

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  26-36-36/37/39-22
WGK Germany  2
RTECS  GD9095000
HS Code  2918 29 00
NFPA 704
1
2 0

4-Hydroxycinnamic acid price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.00237 4-Hydroxycinnamic acid for synthesis 7400-08-0 10g $56.9 2024-03-01 Buy
Sigma-Aldrich SAB1303797 ANTI-ACER3 (C-TERM) antibody produced in rabbit IgG fraction of antiserum, buffered aqueous solution 400μL $481 2024-03-01 Buy
Sigma-Aldrich 8.00237 4-Hydroxycinnamic acid for synthesis 7400-08-0 50g $144 2024-03-01 Buy
Sigma-Aldrich SAB4502315 Anti-PHCA antibody produced in rabbit affinity isolated antibody 7400-08-0 100μG $434 2022-05-15 Buy
TRC C755365 p-Coumaric acid 7400-08-0 250g $275 2021-12-16 Buy
Product number Packaging Price Buy
8.00237 10g $56.9 Buy
SAB1303797 400μL $481 Buy
8.00237 50g $144 Buy
SAB4502315 100μG $434 Buy
C755365 250g $275 Buy

4-Hydroxycinnamic acid Chemical Properties,Uses,Production

Chemical Properties

Light yellow to beige crystalline powder with aroma, soluble in methanol, ethanol, DMSO and other organic solvents, derived from synthesis.

Uses

4-Hydroxycinnamic acid is the hydroxy derivative of Cinnamic Acid with antioxidant properties. It is a is a major component of lignocellulose. Studies suggest that 4-Hydroxycinnamic acid may reduce the risk of cancer by reducing the formation of carcinogenic nitrosamines. A recent study reports that 4-Hydroxycinnamic acid may act as a chemical castrator in bees by altering the epression of genes required for ovary development. This compound is common in pollen a major constituent of the worker bee diet, but it is not found in queen bees'royal jelly.

Application

p-Hydroxycinnamic acid is mainly used as an intermediate in the pharmaceutical and perfume industries. It can react with dimethyl sulfate to produce p-anisaldehyde, react with acetaldehyde to produce p-hydroxycinnamaldehyde, and further oxidize it to produce cinnamic acid. This product can be directly oxidized to produce 4-Hydroxybenzoic acid and reduction to produce 4-Hydroxybenzyl alcohol.

Definition

ChEBI: 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.

Hazard

Moderately toxic.

Safety Profile

Moderarely toxic by intraperitoneal route. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and fumes. See also COUMARIN

141-82-2
123-08-0
7400-08-0
Synthesis of 4-Hydroxycinnamic acid from Malonic acid and 4-Hydroxybenzaldehyde
Global( 444)Suppliers
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Shaanxi LonierHerb Bio Technology Co Ltd
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Hebei Mojin Biotechnology Co., Ltd
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Shandong Juchuang Chemical Co., LTD
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View Lastest Price from 4-Hydroxycinnamic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-Hydroxycinnamic acid pictures 2024-03-29 4-Hydroxycinnamic acid
7400-08-0
US $0.00-0.00 / kg 1kg 99%+ 100000kg per Month Shanghai Qyubiotech Co., Ltd.
p-Hydroxy-cinnamic acid pictures 2024-03-15 p-Hydroxy-cinnamic acid
7400-08-0
US $10.20-8.00 / kg 500kg 99.9 200ton Shandong Juchuang Chemical Co., LTD
4-Hydroxycinnamic acid pictures 2023-12-26 4-Hydroxycinnamic acid
7400-08-0
US $0.00-0.00 / kg 1kg 99% 50000kg Hebei Yibangte Import and Export Co. , Ltd.
beta-(4-hydroxyphenyl)acrylicacid beta-[4-Hydroxyphenyl]acrylic acid Cinnamic acid, p-hydroxy- para-Coumaric acid p-hydroxy-cinnamicaci p-Hydroxyphenylacrylic acid p-hydroxyphenylacrylicacid P-HydroxycinnnamicAcid 4-Hydroxycinamicacid RARECHEM BK HW 0163 P-HYDROXYL CINNAMIC ACID Alkaline ceramidase Anti-PHCA antibody produced in rabbit ACER3 Alkaline CDase 3 Alkaline ceramidase 3 Alkaline dihydroceramidase SB89 Alkaline phytoceramidase AlkCDase 3 ANTI-ACER3 (C-TERM) antibody produced in rabbit APHC LABOTEST-BB LT00452637 COUMARIC ACID, TRANS-P- AKOS 221-47 AKOS BAR-2479 3-(4-hydroxyphenyl)-2-propenoicaci 3-(4-hydroxyphenyl)-2-Propenoicacid 2-Propenoic acid, 3-(4-hydroxyphenyl)- PARA-HYDROXYCINNAMICACID PARA-OH-CINNAMICACID 3-(4-Hydroxyphenyl)acrylic acid, tech NSC 59260 NSC 674321 4-HYDROXYCINNAMIC ACID FOR SYNTHESIS 4-Hydroxybenzeneacrylic acid 4-HydroxycinnaMicAcid,Mixtureofcisandtrans Liposomal Hydroxycinnamic Acid, Water Soluble Hydroxycinnamic Acid, Hydroxycinnamic Acid NanoEmulsion Naringeninic ac 4-Hydroxycinnamic acid 98% 4-coumaricaci 4-HYDROXYCINNAMIC ACID CAS:7400-08-0 p-Hydroxy-cinnamic acid USP/EP/BP p-Hydroxy-cinnamic acid,4-Hydroxycinnamic Acid,2-Propenoic acid, 3-(4-hydroxyphenyl)- TRANS-4-COUMARIC ACID TRANS-P-CUMARIC ACID TRANS-P-COUMARIC ACID PHCA P-HYDROXYCINNAMIC ACID P-CUMARIC ACID 4-hydroxylcinnamic acid 3-(4-HYDROXYPHENYL)ACRYLIC ACID (2E)-3-(4-Hydroxyphenyl)-2-propenoic acid 3-(4-Hydroxyphenyl)-2-propenoic acid 4-Hydroxycinnamic acid 3-(4-Hydroxyphenyl)propenoic acid 4-Hydroxycinnamic acid 4-Hydroxycinnamic acid Esmolol Impurity 51