Ethyl 4-hydroxycinnamate

Base Information

• Chemical Name: Ethyl 4-hydroxycinnamate
• CAS No.: 2979-06-8
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.214
• Wikidata: Q105380642,Q105380643
• Mol file: 2979-06-8.mol

Synonyms:ethyl 3-(4-hydroxyphenyl)prop-2-enoate;ethyl 4-hydroxycinnamate;ethyl 3-(4-hydroxyphenyl)-propenoate;AKOS017265734

Chemical Property of Ethyl 4-hydroxycinnamate

Chemical Property:

• Vapor Pressure: 0.000172mmHg at 25°C
• Melting Point: 73～74℃
• Refractive Index: 1.58
• Boiling Point: 320.2 °C at 760 mmHg
• Flash Point: 136.5 °C
• PSA: 46.53000
• Density: 1.162 g/cm³
• LogP: 1.96850
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 192.078644241
• Heavy Atom Count: 14
• Complexity: 203

Purity/Quality:

99% ^*data from raw suppliers

Ethyl3-(4-hydroxyphenyl)acrylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=CC1=CC=C(C=C1)O

Technology Process of Ethyl 4-hydroxycinnamate

There total 44 articles about Ethyl 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:

Reference yield: 100.0%

ethanol (64-17-5) + p-Coumaric Acid (7400-08-0,50940-26-6) → ethyl (E)-4-hydroxycinnamate (2979-06-8,7361-92-4,7362-39-2)

Guidance literature:

With sulfuric acid; at 60 ℃;

DOI:10.1016/0957-4166(96)00377-1

Reference yield: 100.0%

(E)-ethyl 3-(4-(allyloxy)phenyl)acrylate (227097-01-0) → ethyl (E)-4-hydroxycinnamate (2979-06-8,7361-92-4,7362-39-2)

Guidance literature:

With sodium acetate; nickel; In N,N-dimethyl-formamide; for 18h; Ambient temperature;

DOI:10.1021/jo9824706

Reference yield: 97.0%

ethanol (64-17-5) + para-coumaric acid (7400-08-0,50940-26-6) → ethyl 3-(4-hydroxyphenyl)prop-2-enoate (7361-92-4,7362-39-2,2979-06-8)

Guidance literature:

With acetyl chloride; at 20 ℃; for 30h; Inert atmosphere;

DOI:10.1021/jacs.8b13506

upstream raw materials:

diethoxyphosphoryl-acetic acid ethyl ester

4-hydroxy-benzaldehyde

ethanol

ethyl bromoacetate

Downstream raw materials:

3-(4-hydroxycyclohexyl)propionic acid ethyl ester

(Z)-3-{4-[3-(4-Chloro-phenoxy)-2-hydroxy-propoxy]-phenyl}-acrylic acid ethyl ester

ethyl p-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyloxy)cinnamate

cis-3-(4-Hydroxyphenyl)-2-propensaeure-ethylester

Refernces

• 1、 Omar, Muhammad Nor,Hasali, Nor Hazwani Mohd,Alfarra, Helmi Yousif,Yarmo, Mohd Ambar,Zuberdi, Ahmad Muzammil. "Antimicrobial activity and microbial transformation of ethyl p-methoxycinnamate extracted from Kaempferia Galanga". . p. 1037 - 1043. Retrieved 2014.
• 2、 -. "Aryl phenol compound as well as synthesis method and application thereof". Paragraph 0149-0152. . Retrieved 2021/05/12.
• 3、 Bezerra Fran?a, Saraliny,Carine Barros de Lima, Luana,Rychard da Silva Cunha, Cristhyan,Santos Anuncia??o, Daniela,Ferreira da Silva-Júnior, Edeildo,Ester de Sá Barreto Barros, Maria,José da Paz Lima, Dimas. "Larvicidal activity and in silico studies of cinnamic acid derivatives against Aedes aegypti (Diptera: Culicidae)". . . Retrieved 2021/07/07.