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Methyl 4-hydroxycinnamate

Base Information
  • Chemical Name:Methyl 4-hydroxycinnamate
  • CAS No.:19367-38-5
  • Molecular Formula:C10H10O3
  • Molecular Weight:178.188
  • Hs Code.:
  • European Community (EC) Number:223-531-1,802-167-2
  • NSC Number:154578
  • Nikkaji Number:J45.653E,J717.835B
  • Wikidata:Q72491286
  • Pharos Ligand ID:8YRC691XC4MK
  • Metabolomics Workbench ID:70617
  • ChEMBL ID:CHEMBL146816
  • Mol file:19367-38-5.mol
Methyl 4-hydroxycinnamate

Synonyms:4-coumaric acid methyl ester;4-coumaric acid methyl ester, (E)-isomer;para-coumaric acid methyl ester

Suppliers and Price of Methyl 4-hydroxycinnamate
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • Methyl 4-hydroxy cinnamate
  • 500mg
  • $ 410.00
  • TRC
  • Methyl4-HydroxyCinnamate
  • 10g
  • $ 185.00
  • TCI Chemical
  • Methyl trans-p-Coumarate >98.0%(GC)
  • 5g
  • $ 77.00
  • TCI Chemical
  • Methyl trans-p-Coumarate >98.0%(GC)
  • 25g
  • $ 193.00
  • DC Chemicals
  • Methyl4-hydroxycinnamate >98%
  • 20 mg
  • $ 280.00
  • Crysdot
  • Methyl4-Hydroxycinnamate 97%
  • 100g
  • $ 143.00
  • Arctom
  • Methyl4-hydroxycinnamate ≥98%
  • 20mg
  • $ 50.00
  • Ambeed
  • Methyl trans-p-Coumarate 98%
  • 100g
  • $ 192.00
  • Ambeed
  • Methyl trans-p-Coumarate 98%
  • 10g
  • $ 33.00
  • Ambeed
  • Methyl trans-p-Coumarate 98%
  • 5g
  • $ 19.00
Total 64 raw suppliers
Chemical Property of Methyl 4-hydroxycinnamate
Chemical Property:
  • Appearance/Colour:Off-white to pale orange solid 
  • Melting Point:138-140 °C 
  • Boiling Point:306.6 °C at 760 mmHg 
  • PKA:8.82±0.13(Predicted) 
  • Flash Point:132.8 °C 
  • PSA:46.53000 
  • Density:1.197 g/cm3 
  • LogP:1.57840 
  • Storage Temp.:Refrigerator 
  • Solubility.:Chloroform (Slightly), Methanol (Slightly) 
  • XLogP3:2.3
  • Hydrogen Bond Donor Count:1
  • Hydrogen Bond Acceptor Count:3
  • Rotatable Bond Count:3
  • Exact Mass:178.062994177
  • Heavy Atom Count:13
  • Complexity:190
Purity/Quality:

99% *data from raw suppliers

Methyl 4-hydroxy cinnamate *data from reagent suppliers

Safty Information:
  • Pictogram(s): IrritantXi 
  • Hazard Codes:Xi 
  • Statements: 36/37/38 
  • Safety Statements: 26-36/37/39 
MSDS Files:
Useful:
  • Canonical SMILES:COC(=O)C=CC1=CC=C(C=C1)O
  • Isomeric SMILES:COC(=O)/C=C/C1=CC=C(C=C1)O
  • Uses Cinnamic acid derivative used in structure-antifungal activity relationship study against Aspergillus flavus, Aspergillus terreus, and Aspergillus niger. An antifungal agent. Methyl 4-hydroxycinnamate is an antifungal agent,it is used in structure-antifungal activity relationship study against Aspergillus flavus, Aspergillus terreus, and Aspergillus niger.
Technology Process of Methyl 4-hydroxycinnamate

There total 34 articles about Methyl 4-hydroxycinnamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With phosphate buffer; In diethyl ether; for 6h; Ambient temperature; pig liver acetone powder;
DOI:10.1080/00397919408011496
Guidance literature:
With sodium acetate; palladium diacetate; In methanol; at 20 ℃; for 12h; Reagent/catalyst; Solvent;
Guidance literature:
With toluene-4-sulfonic acid; In methanol; for 24h; Reflux;
DOI:10.1002/pola.26918
Refernces

Non-chiral compounds exhibiting alternating tilt smectic phases

10.1080/10587259508038683

The research investigates the liquid crystal properties of non-chiral and racemic branched alkyl chain molecules, specifically focusing on their ability to exhibit alternating tilt smectic phases. The purpose of the study was to understand how variations in the molecular structure, particularly the branching of terminal alkyl chains and the nature of the linking groups, influence the phase behavior of these compounds. The findings indicate that increased branching enhances the stability of alternating tilt smectic phases while suppressing other smectic phases. The study utilized various chemicals, including methyl 4-hydroxycinnamate, alkyl bromides, 4-hydroxybiphenyl-4'-carboxylic acid, and diethylazodicarboxylate (DEAD), in the synthesis of the target compounds. The results suggest that the molecular geometry and steric factors significantly impact the phase behavior of non-chiral liquid crystals.

Redox-neutral photochemical Heck-type arylation of vinylphenols activated by visible light

10.1039/c9sc06184c

The research focuses on the development of a redox-neutral photochemical Heck-type arylation of vinylphenols activated by visible light. The study discloses a method for the arylation of vinylphenols with non-activated aryl and heteroaryl halides under visible light irradiation, utilizing colored vinylphenolate anions as strong reducing photoactivators. These anions activate (hetero)aryl halides without the need for sacrificial reductants, leading to the formation of aryl radicals that couple with another molecule of vinylphenol to produce the desired arylation product in a regiospecific and stereoselective manner. The experiments involved the optimization of reaction conditions, evaluating the substrate scope with various (hetero)aryl halides, and conducting mechanistic investigations. Reactants included 4'-bromoacetophenone, methyl 4-hydroxycinnamate, and Cs2CO3 as the base, with DMSO as the solvent and blue LED light as the irradiation source. Analyses used to characterize the products and confirm the reaction mechanism included X-ray crystallography, UV-vis absorption spectra, Stern-Volmer quenching studies, and quantum yield determination.

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