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| | 4-Hydroxycinnamic acid Basic information |
| Product Name: | 4-Hydroxycinnamic acid | | Synonyms: | 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 | | CAS: | 7400-08-0 | | MF: | C9H8O3 | | MW: | 164.16 | | EINECS: | 231-000-0 | | Product Categories: | Cinnamic acid;7400-08-0 | | Mol File: | 7400-08-0.mol |  |
| | 4-Hydroxycinnamic acid Chemical 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) | | NIST Chemistry Reference | 2-Propenoic acid, 3-(4-hydroxyphenyl)-(7400-08-0) | | EPA Substance Registry System | p-Hydroxycinnamic acid (7400-08-0) |
| | 4-Hydroxycinnamic acid Usage And Synthesis |
| 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 |
| | 4-Hydroxycinnamic acid Preparation Products And Raw materials |
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