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
- MOL File:
- 7400-08-0.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/26 15:15:06
| 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) |
| 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) |  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 |
|
4-Hydroxycinnamic acid price More Price(3)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | 8.00237 | 4-Hydroxycinnamic acid for synthesis | 7400-08-0 | 10G | ₹5200.01 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | SAB1303797 | ANTI-ACER3 (C-TERM) antibody produced in rabbit IgG fraction of antiserum, buffered aqueous solution | 7400-08-0 | 400μL | ₹47796.6 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.00237 | 4-Hydroxycinnamic acid for synthesis | 7400-08-0 | 50G | ₹13290.01 | 2022-06-14 | 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.
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.
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
4-Hydroxycinnamic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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