Cinnamic acid
Encyclopedia : C : CI : CIN : Cinnamic acid
| Cinnamic acid | ||
|---|---|---|
| ||
| General | ||
| Systematic name | (E)-3-phenyl-2-propenoic acid | |
| Other names | Cinnamic Acid | |
| Molecular formula | C6H5CHCHCOOH | |
| Molar mass | 148.17 g/mol | |
| Appearance | monoclinic crystals | |
| CAS number | [140-10-3] | |
| Properties | ||
| Solubility in water | 0.4 g/L | |
| Solubility in | Ethanol, Acetone, THF | |
| Density | 1.2475 g/cm3 | |
| Melting point | 135-136 °C | |
| Boiling point | 300 °C | |
| Hazards | ||
| MSDS | [External MSDS (pdf)] | |
| EU classification | Irritant (Xi) | |
| R-phrases | R36 | |
| S-phrases | S25 | |
| Flash point | >110 °C | |
| LD50 oral, rat | 2500 mg/kg | |
| LD50 dermal, rabbit | >5000 mg/kg | |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) [Chemical infoboxInfobox disclaimer and references] | ||
Cinnamic acid has the formula C6H5CHCHCOOH and is an odorless white crystalline acid, which is slightly soluble in water. It has a melting point of 133°C and a boiling point of 300°C.
It is obtained from oil of cinnamon, or from balsams such as storax. It can also be made synthetically.
Cinnamic acid is used in flavours, synthetic indigo, and certain pharmaceuticals, though its primary use is in the manufacturing of the methyl, ethyl, and benzyl esters for the perfume industry. Cinnamic acid and its more volatile ethyl ester (ethyl cinnamate) are primarily responsible for the odor of cinnamon. Cinnamic acid is also part of the biosynthetic shikimate and phenylpropanoid pathways. Its biosynthesis is performed by action of the enzyme phenylalanine ammonia lysase (PAL) on phenylalanine.
Cinnamic acid is soluble in diethyl ether, insoluble in hexane.
References
- [Flavornet.org]
- CRC Handbook
- [Chemfinder]
External links
- For a full list of external links to MSDSs, spectroscopic data, commercial chemicals suppliers etc. for this compound, see [Chemical sources].
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