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HomeProduct name list4-METHOXYCINNAMIC ACID

4-METHOXYCINNAMIC ACID

  • CAS NO.:943-89-5
  • Empirical Formula: C10H10O3
  • Molecular Weight: 178.18
  • MDL number: MFCD00004398
  • EINECS: 213-405-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-29 17:54:30
4-METHOXYCINNAMIC ACID Structural

What is 4-METHOXYCINNAMIC ACID?

The Uses of 4-METHOXYCINNAMIC ACID

Esters 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.

Preparation

4-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

Definition

ChEBI: 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 Methods

Crystallise the acid from MeOH to constant melting point and UV spectrum. [Beilstein 10 IV 1005.]

Properties of 4-METHOXYCINNAMIC ACID

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.
pka 4.60±0.10(Predicted)
form  powder to crystal
color  White to Almost white
BRN  510468
CAS DataBase Reference 943-89-5(CAS DataBase Reference)
NIST Chemistry Reference 2-Propenoic acid, 3-(4-methoxyphenyl)-, (e)-(943-89-5)
EPA Substance Registry System 2-Propenoic acid, 3-(4-methoxyphenyl)-, (2E)- (943-89-5)

Safety information for 4-METHOXYCINNAMIC ACID

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for 4-METHOXYCINNAMIC ACID

InChIKey AFDXODALSZRGIH-QPJJXVBHSA-N

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