Ethylparaben

Base Information

• Chemical Name: Ethylparaben
• CAS No.: 120-47-8
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Hs Code.: 29182930
• European Community (EC) Number: 204-399-4,232-577-1
• NSC Number: 755851,23514,8510
• UNII: 14255EXE39
• DSSTox Substance ID: DTXSID9022528
• Nikkaji Number: J2.917C
• Wikipedia: Ethylparaben
• Wikidata: Q229976
• NCI Thesaurus Code: C76710
• RXCUI: 1362892
• Metabolomics Workbench ID: 45618
• ChEMBL ID: CHEMBL15841
• Mol file: 120-47-8.mol

Synonyms:ethyl paraben;ethyl-p-hydroxybenzoate;ethylparaben;p-hydroxybenzoic acid ethyl ester

Chemical Property of Ethylparaben

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.000759mmHg at 25°C
• Melting Point: 114-117 °C(lit.)
• Refractive Index: 1.538
• Boiling Point: 297.5 °C at 760 mmHg
• PKA: 8.31±0.13(Predicted)
• Flash Point: 120.3 °C
• PSA: 46.53000
• Density: 1.168 g/cm³
• LogP: 1.56890
• Storage Temp.: 0-6°C
• Solubility.: Very slightly soluble in water, freely soluble in ethanol (96 per cent) and in methanol.
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

Ethyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Uses -> Preservatives
• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)O
• Recent EU Clinical Trials: Open-label, controlled, randomised, multicentre, parallel group clinical trial of efficacy and tolerability of Fitostimoline soaked gauzes, Fitostimoline cream and Citrizan gel in the topical treatment of second-degree superficial cutaneous burns
• Uses: Ethylparaben is mainly used as antiseptics in cosmetics, food and medicine. It is also can be used as feed preservatives and antiseptic for bacteria.Ethylparaben is a preservative that is used in the formulation of cosmetics and personal care products in order to extend the shelf-life by preventing microbial contamination. In most formulations, parabens are used at very low levels ranging from 0.01 to 0.3%.Ethylparaben, a novel sorbent for solid-phase extraction, was used to study its retention property. It has high extraction efficiency towards the compounds tested owing to the electrostatic interaction, hydrophobic interaction and hydrogen bonding.

Technology Process of Ethylparaben

There total 89 articles about Ethylparaben 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: 99.0%

ethyl 4-(benzyloxy)benzoate (56441-55-5) → Ethyl 4-hydroxybenzoate (120-47-8)

Guidance literature:

With palladium diacetate; sodium hydride; In N,N-dimethyl acetamide; at 50 ℃; for 5h; Inert atmosphere;

DOI:10.1021/acscatal.8b00185

Reference yield: 97.0%

ethanol (64-17-5) + 4-hydroxy-benzoic acid (99-96-7) → Ethyl 4-hydroxybenzoate (120-47-8)

Guidance literature:

With sulfuric acid; for 5h; Reflux;

DOI:10.1002/bkcs.10545

Reference yield: 97.0%

ethyl 4-acetoxybenzoate (13031-45-3) → Ethyl 4-hydroxybenzoate (120-47-8)

Guidance literature:

With Candida cylindracea lipase; In di-isopropyl ether; butan-1-ol; at 28 - 30 ℃; for 14h;

DOI:10.1016/S0040-4020(96)01118-0

upstream raw materials:

ethanol

4-hydroxy-benzoic acid

Dimethoxymethane

ethyl 4-((4-methoxybenzyl)oxy)-benzoate

Downstream raw materials:

4-(pyridin-2-yloxy)benzoic acid ethyl ester

E-β-Methyl-α-ethyl-4-hydroxystyrene

4-(ethoxycarbonyl)phenyl chloroformate

ethyl 4-(benzyloxy)benzoate

Refernces

• 1、 Caress,E.A.,Rosenberg,I.E.. "-". . p. 3160 - 3163. Retrieved 1972.
• 2、 Gorsd, Marina,Pizzio, Luis,Blanco, Mirta. "Trifluoromethanesulfonic acid immobilized on zirconium oxide obtained by the sol-gel method as catalyst in paraben synthesis". . p. 91 - 98. Retrieved 2011.
• 3、 Lakshmithendral,Saravanan,Elancheran,Archana,Manikandan,Arjun,Ramanathan,Lokanath,Kabilan. "Design, synthesis and biological evaluation of 2-(phenoxymethyl)-5-phenyl-1,3,4-oxadiazole derivatives as anti-breast cancer agents". . p. 1 - 10. Retrieved 2019.
• 4、 Asahara,Yamada,Yoshida,Hirose. "Degradation of gabexate mesilate by sodium bisulfite". . p. 1595 - 1599. Retrieved 1989.
• 5、 Zhang,Zhou,Zhang,Wu,Chen. "One billionhertz microwave athermal action on the synthesis of aromatic esters at normal pressure". . p. 2435 - 2439. Retrieved 2001.
• 6、 Kareem, Huda S.,Ariffin, Azhar,Nordin, Nurdiana,Heidelberg, Thorsten,Abdul-Aziz, Azlina,Kong, Kin Weng,Yehye, Wageeh A.. "Correlation of antioxidant activities with theoretical studies for new hydrazone compounds bearing a 3,4,5-trimethoxy benzyl moiety". . p. 497 - 505. Retrieved 2015.
• 7、 Makarchenko,Utkina. "UV-stability and UV-protective activity of alkaloids from the marine sponge Zyzzya fuliginosa". . p. 78 - 81. Retrieved 2006.
• 8、 Karmakar, Anirban,Rúbio, Guilherme M. D. M.,Guedes da Silva, M. Fátima C.,Ribeiro, Ana P. C.,Pombeiro, Armando J. L.. "ZnII and CdII MOFs based on an amidoisophthalic acid ligand: Synthesis, structure and catalytic application in transesterification". . p. 89007 - 89018. Retrieved 2016.
• 9、 Chen, Deqi,Wang, Junquan,Totah, Nancy I.. "Dihydropyrones as dienophiles in the Diels-Alder reaction: Application to the synthesis of 1-oxadecalones". . p. 1776 - 1777. Retrieved 1999.
• 10、 Lambrinidis, George,Gouedard, Cedric,Stasinopoulou, Sotiria,Angelopoulou, Angeliki,Ganou, Vassiliki,Meligova, Aggeliki K.,Mitsiou, Dimitra J.,Marakos, Panagiotis,Pouli, Nicole,Mikros, Emmanuel,Alexis, Michael N.. "Design, synthesis, and biological evaluation of new raloxifene analogues of improved antagonist activity and endometrial safety". supporting information. . Retrieved 2020/12/07.