Ethyl 4-ethoxybenzoate

Base Information

• Chemical Name: Ethyl 4-ethoxybenzoate
• CAS No.: 23676-09-7
• Molecular Formula: C11H14O3
• Molecular Weight: 194.23
• Hs Code.: 29189900
• European Community (EC) Number: 245-818-0
• NSC Number: 405367
• UNII: TD66HNX95X
• DSSTox Substance ID: DTXSID6073443
• Nikkaji Number: J242.645E
• Wikidata: Q72474856
• Mol file: 23676-09-7.mol

Synonyms:ethoxy 4-EtOB;ethyl 4-ethoxybenzoate

Chemical Property of Ethyl 4-ethoxybenzoate

Chemical Property:

• Appearance/Colour: colourless viscous liquid
• Vapor Pressure: 0.00523mmHg at 25°C
• Melting Point: 9 °C
• Refractive Index: 1.517-1.519
• Boiling Point: 275 °C at 760 mmHg
• Flash Point: 114 °C
• PSA: 35.53000
• Density: 1.053 g/cm³
• LogP: 2.26200
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Not miscible or difficult to mix with water.
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 194.094294304
• Heavy Atom Count: 14
• Complexity: 171

Purity/Quality:

99.5% ^*data from raw suppliers

Ethyl 4-Ethoxybenzoate ^*data from reagent suppliers

Safty Information:

• Statements: 22
• Safety Statements: 24/25-36-23

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=C(C=C1)C(=O)OCC
• Uses: It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of Ethyl 4-ethoxybenzoate

There total 16 articles about Ethyl 4-ethoxybenzoate 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: 97.6%

diethyl sulfate (64-67-5) + 4-hydroxy-benzoic acid (99-96-7) → ethyl 4-ethoxybenzoate (23676-09-7)

Guidance literature:

With sodium hydroxide; In water; xylene; at 90 ℃; pH=8 - 10; Product distribution / selectivity;

Reference yield: 88.0%

Ethyl 4-bromobenzoate (5798-75-4) + sodium ethanolate (141-52-6) → ethyl 4-ethoxybenzoate (23676-09-7)

Guidance literature:

With lithium chloride; copper(I) bromide; formic acid ethyl ester; In ethanol; at 110 ℃; for 4h; Sealed tube;

DOI:10.1002/ejoc.201500500

Reference yield: 79.0%

tetraethoxy orthosilicate (78-10-4) + 4-iodobenzoic acid ethyl ester (51934-41-9) → ethyl 4-ethoxybenzoate (23676-09-7)

Guidance literature:

With oxygen; copper diacetate; caesium carbonate; In N,N-dimethyl-formamide; at 145 ℃; for 18h; under 760.051 Torr;

DOI:10.1039/c9nj01777a

upstream raw materials:

Ethyl 4-hydroxybenzoate

ethyl bromide

ethanol

4-(ethoxy)benzoic acid

Downstream raw materials:

4-ethoxybenzohydrazide

1-(4-ethoxy-phenyl)-3-phenyl-propane-1,3-dione

Ethyl 4-hydroxybenzoate

(E)-1,2-bis(4-ethoxyphenyl)ethene

Refernces

• 1、 Hashimoto, Toru,Shiota, Keisuke,Funatsu, Kei,Yamaguchi, Yoshitaka. "Cross-Coupling Reactions of Aryl Halides with Primary and Secondary Aliphatic Alcohols Catalyzed by an O,N,N-Coordinated Nickel Complex". supporting information. p. 1625 - 1630. Retrieved 2021/01/26.
• 2、 Ahmed, Muhammad Naeem,Ahmad, Khalil,Yasin, Khawaja Ansar,Farooq, Tayyaba,Khan, Bilal Ahmad,Roy, Soumendra K.. "Ligand-free Cu(ii)-catalyzed aerobic etherification of aryl halides with silanes: An experimental and theoretical approach". . p. 11316 - 11333. Retrieved 2019/07/31.