4-Hydroxycinnamic acid
Synonym(s):p-Coumaric acid;trans-4-Hydroxycinnamic acid;4-Hydroxycinnamic acid;p-Coumaric acid, p-Cumaric acid
- CAS NO.:7400-08-0
- Empirical Formula: C9H8O3
- Molecular Weight: 164.16
- MDL number: MFCD00004399
- EINECS: 231-000-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-12-18 14:15:32
What is 4-Hydroxycinnamic acid?
Chemical properties
Light yellow to beige crystalline powder with aroma, soluble in methanol, ethanol, DMSO and other organic solvents, derived from synthesis.
The Uses of 4-Hydroxycinnamic acid
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.
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.
What are the applications of 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.
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
Properties of 4-Hydroxycinnamic acid
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) |
CAS DataBase Reference | 7400-08-0(CAS DataBase Reference) |
NIST Chemistry Reference | 2-Propenoic acid, 3-(4-hydroxyphenyl)-(7400-08-0) |
EPA Substance Registry System | p-Hydroxycinnamic acid (7400-08-0) |
Safety information for 4-Hydroxycinnamic acid
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 4-Hydroxycinnamic acid
InChIKey | NGSWKAQJJWESNS-UHFFFAOYSA-N |
SMILES | C(O)(=O)C=CC1=CC=C(O)C=C1 |
New Products
(S)-3-Aminobutanenitrile hydrochloride 4-Methylphenylacetic acid N-Boc-D-alaninol N-BOC-D/L-ALANINOL Tert-butyl bis(2-chloroethyl)carbamate 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin- 2(1H)-one Furan-2,5-Dicarboxylic Acid Tropic acid 1-Bromo-3,5-Di-Tert-Butylbenzene S-2-CHLORO PROPIONIC ACID ETHYL ISOCYANOACETATE 2-Bromo-1,3-Bis(Dimethylamino)Trimethinium Hexafluorophosphate 4-IODO BENZOIC ACID 3-NITRO-2-METHYL ANILINE 1-(2,4-DICHLOROPHENYL) ETHANAMINE (2-Hydroxyphenyl)acetonitrile 4-Bromopyrazole 2-(Cyanocyclohexyl)acetic acid 4-methoxy-3,5-dinitropyridine 1-(4-(aminomethyl)benzyl)urea hydrochloride 2-aminopropyl benzoate hydrochloride diethyl 2-(2-((tertbutoxycarbonyl)amino) ethyl)malonate tert-butyl 4- (ureidomethyl)benzylcarbamate Ethyl-2-chloro((4-methoxyphenyl)hydrazono)acetateRelated products of tetrahydrofuran
You may like
-
4-Hydroxycinnamic acid CAS 7400-08-0View Details
7400-08-0 -
2033-24-1 98%View Details
2033-24-1 -
1975-50-4 98%View Details
1975-50-4 -
2-HYDROXY BENZYL ALCOHOL 98%View Details
90-01-7 -
2-Chloro-1,3-Bis(Dimethylamino)Trimethinium Hexafluorophosphate 221615-75-4 98%View Details
221615-75-4 -
61397-56-6 CIS BROMO BENZOATE 98%View Details
61397-56-6 -
14714-50-2 (2-Hydroxyphenyl)acetonitrile 98+View Details
14714-50-2 -
118753-70-1 98+View Details
118753-70-1