|
|
| | 4-Methoxycinnamic acid Basic information |
| | 4-Methoxycinnamic acid Chemical Properties |
| Melting point | 173.5 °C(lit.) | | Boiling point | 250.41°C (rough estimate) | | density | 1.1479 (rough estimate) | | refractive index | 1.5088 (estimate) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | Soluble in dimethyl sulfoxide and methanol. | | pka | pK1:4.539 (25°C) | | form | Fine Crystalline Powder | | color | White | | InChI | InChI=1S/C10H10O3/c1-13-9-5-2-8(3-6-9)4-7-10(11)12/h2-7H,1H3,(H,11,12) | | InChIKey | AFDXODALSZRGIH-UHFFFAOYSA-N | | SMILES | C(O)(=O)C=CC1=CC=C(OC)C=C1 | | LogP | 2.680 | | CAS DataBase Reference | 830-09-1(CAS DataBase Reference) | | NIST Chemistry Reference | 2-Propenoic acid, 3-(4-methoxyphenyl)-(830-09-1) | | EPA Substance Registry System | 2-Propenoic acid, 3-(4-methoxyphenyl)- (830-09-1) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-37/39-36 | | WGK Germany | 3 | | RTECS | UD3391300 | | F | 8 | | Hazard Note | Irritant | | TSCA | TSCA listed | | HS Code | 29173990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 4-Methoxycinnamic acid Usage And Synthesis |
| Chemical Properties | white fine crystalline powde | | Uses | 4-Methoxycinnamic acid(p-MCA) exerted antihyperglycemic/hypoglycemic effect by stimulating insulin secretion from pancreas and could be developed into a new potential for therapeutic agent used in type 2 diabetic patients. | | Uses | It exerts anti-hyperglycemic/ hypoglycemic effect by stimulating insulin secretion from pancreas. It could be developed into a new potential therapeutic agent used in type 2 diabetic patients. | | Definition | ChEBI: A methoxycinnamic acid having a single methoxy substituent at the 4-position on the phenyl ring. | | Synthesis Reference(s) | Journal of the American Chemical Society, 79, p. 3452, 1957 DOI: 10.1021/ja01570a037
Tetrahedron Letters, 31, p. 5913, 1990 DOI: 10.1016/S0040-4039(00)97992-9 | | Synthesis | 4-methoxycinnamic acid is synthesized by refluxing 4-coumaric acid with potassium carbonate and methyl iodide in acetone[1]. | | Purification Methods | Crystallise the acid from MeOH to constant melting point and UV spectrum. [Beilstein 10 IV 1005.] | | References | [1] Hidalgo, W., Kai, M., & Schneider, B. (2015). 4-Methoxycinnamic acid – An unusual phenylpropanoid involved in phenylphenalenone biosynthesis in Anigozanthos preissii. Phytochemistry, 117, 476–481. https://doi.org/10.1016/j.phytochem.2015.07.017
|
| | 4-Methoxycinnamic acid Preparation Products And Raw materials |
|