4-METHOXYCINNAMIC ACID

4-METHOXYCINNAMIC ACID Basic information
Product Name:4-METHOXYCINNAMIC ACID
Synonyms:4-METHOXYCINNAMIC ACID ABOUT 98%;trans-4-Methoxycinnamic acid, 98+%;(E)-4-Methoxycinnamic acid;4-Methoxy-trans-cinnamic acid;p-Methoxy-trans-cinnamic acid;4-Methoxycinnamic acid >=98.0% (GC);trans-4-MethoxyClnnamic acid;4-Methoxycinnamic acid
CAS:943-89-5
MF:C10H10O3
MW:178.18
EINECS:213-405-4
Product Categories:Benzenes;943-89-5
Mol File:943-89-5.mol
4-METHOXYCINNAMIC ACID Structure
4-METHOXYCINNAMIC ACID Chemical Properties
Melting point 173.5 °C(lit.)
Boiling point 342.6±17.0 °C(Predicted)
density 1.195±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Soluble in ethanol, ethyl acetate and other organic solvents.
pka4.60±0.10(Predicted)
form powder to crystal
color White to Almost white
BRN 510468
InChIKeyAFDXODALSZRGIH-QPJJXVBHSA-N
LogP1.264 (est)
CAS DataBase Reference943-89-5(CAS DataBase Reference)
NIST Chemistry Reference2-Propenoic acid, 3-(4-methoxyphenyl)-, (e)-(943-89-5)
EPA Substance Registry System2-Propenoic acid, 3-(4-methoxyphenyl)-, (2E)- (943-89-5)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39
WGK Germany 3
RTECS UD3391300
8
TSCA Yes
HS Code 2918.29.7500
HazardClass IRRITANT
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
4-METHOXYCINNAMIC ACID Usage And Synthesis
UsesEsters derived from trans-4-methoxycinnamic acid are effective absorbers of UV radiation. The starting material was trans-4-methoxycinnamic acid and 3,5dimethoxybenzoic acid methyl ester in isolated avenanthramide alkaloids synthsis. trans-4-Methoxycinnamic acid was converted into its acid chloride (yield 98%) with thionyl chloride. Employed in organic synthesis of pharmaceutical intermediates, synthetic anti-adrenergic drugs esmolol, cosmetics ultraviolet absorption.
Preparation4-methoxycinnamic acid synthesis : In a 25-mL, roundbottomed flask, 4-methoxybenzaldehyde (0.804 mL, 6.61 mmol) (3), malonic acid (1.75 g, 16.8 mmol), and β-alanine (0.10 g, 1.12 mmol) were dissolved in pyridine (3.0 mL, 37.1 mmol) and heated under reflux for 90 minutes. After cooling to room temperature, the reaction mixture was placed in an ice bath and 8.0 mL of concentrated HCl was slowly added. The resulting white precipitate was collected by vacuum filtration, washed with cold water (2 x 10mL) and dried thoroughly. The product was recrystallized from absolute ethanol (~20 mL).Synthesis of 4-methoxycinnamic acid
Synthesis of 4-methoxycinnamic acid
DefinitionChEBI: 4-methoxycinnamic acid is a methoxycinnamic acid having a single methoxy substituent at the 4-position on the phenyl ring. It is functionally related to a cinnamic acid.
Purification MethodsCrystallise the acid from MeOH to constant melting point and UV spectrum. [Beilstein 10 IV 1005.]
trans-2-Hexenoic acid TRANS-ACONITIC ACID trans-Ferulic acid Octyl 4-methoxycinnamate TRANS-1,2-DIAMINOCYCLOHEXANE-N,N,N',N'-TETRAACETIC ACID MONOHYDRATE Fumaric acid trans-Cinnamic acid 4-Methoxycinnamic acid

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