4-Ethylphenol

Base Information

• Chemical Name: 4-Ethylphenol
• CAS No.: 123-07-9
• Deprecated CAS: 1326305-80-9
• Molecular Formula: C8H10O
• Molecular Weight: 122.167
• Hs Code.: 29071900
• European Community (EC) Number: 204-598-6
• NSC Number: 62012
• UNII: AGG7E6G0ZC
• DSSTox Substance ID: DTXSID4021977
• Nikkaji Number: J2.496A
• Wikipedia: 4-Ethylphenol
• Wikidata: Q409853
• Metabolomics Workbench ID: 43765
• ChEMBL ID: CHEMBL108475
• Mol file: 123-07-9.mol

Synonyms:4-ethylphenol;4-ethylphenol, sodium salt;p-ethylphenol

Chemical Property of 4-Ethylphenol

Chemical Property:

• Appearance/Colour: off-white solid
• Vapor Pressure: 0.13 mm Hg ( 20 °C)
• Melting Point: 41-46 ºC
• Refractive Index: 1.5330
• Boiling Point: 219 ºC at 760 mmHg
• PKA: pK1:10.0 (25°C)
• Flash Point: 100.6 ºC
• PSA: 20.23000
• Density: 1.012 g/cm³
• LogP: 1.95460
• Storage Temp.: Store below +30°C.
• Solubility.: 4.9g/l
• Water Solubility.: 4.9 g/L (25 ºC)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 122.073164938
• Heavy Atom Count: 9
• Complexity: 72.6

Purity/Quality:

99% ^*data from raw suppliers

p-Ethylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi,C
• Statements: 36/37/38-R36/37/38-34
• Safety Statements: 26-36-S36-S26-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: CCC1=CC=C(C=C1)O
• Description: 4-Ethylphenol, often abbreviated to 4-EP, is a phenolic compound with the formula C8H10O. It is colorless or white needles with a powerful woody-phenolic and yet somewhat sweet odor and? tends to be yellow on exposure to light. It is slightly solouble in water, solouble in alcohol, ether and benzene and carbon disulfide. It is found in arabica coffee and can be produced in wine and beer by the spoilage yeast Brettanomyces. It is the starting material for the production of 4-vinylphenol and of various antioxidants and can also be used as an intermediate for pharmaceuticals and dyes.
• Uses: 4-Ethylphenol is suitable for use in the determination of 4-ethylguaiacol and 4-ethylphenol in the aroma of red wines using headspace-solid-phase microextraction method. It is a chemical reagent used in the synthesis of 5-HT1A receptor agonists endowed with antinociceptive activity in vivo. It is also used in the preparation of isopropylamides as potent and noncovalent proteosome inhibitors. 4-Ethylphenol is suitable for use in the determination of 4-ethylguaiacol and 4-ethylphenol in the aroma of red wines using headspace-solid-phase microextraction method. Intermediates of Liquid Crystals

Technology Process of 4-Ethylphenol

There total 158 articles about 4-Ethylphenol 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: 83.0%

4,4'-oxybis(ethylbenzene) (23713-93-1) → 4-Ethylphenol (123-07-9) + ethylbenzene (100-41-4,27536-89-6)

Guidance literature:

With potassium tert-butylate; sodium hydride; In decane; at 140 ℃; for 24h; Glovebox; Sealed tube;

DOI:10.1002/cjoc.201600770

Reference yield: 13.87%

lignin (9005-53-2) → 4-Ethylphenol (123-07-9) + 1,3-dimethoxy-2-hydroxy-benzene (91-10-1) + 2-methoxy-4-n-propylphenol (2785-87-7) + 4-n-propylsyringol (6766-82-1) + 4-Ethylguaiacol (2785-89-9) + 4-ethylsyringol (14059-92-8) + 2-methoxy-phenol (90-05-1)

Guidance literature:

With hydrogen; at 305 ℃; for 0.75h; under 91809.2 Torr; Sealed tube;

Reference yield: 11.641%

lignin (9005-53-2) → 4-Ethylphenol (123-07-9) + 1,3-dimethoxy-2-hydroxy-benzene (91-10-1) + 4-n-propylsyringol (6766-82-1) + 4-Ethylguaiacol (2785-89-9) + 2-methoxy-phenol (90-05-1)

Guidance literature:

With hydrogen; at 325 ℃; for 1.16667h; under 124887 Torr; Sealed tube;

upstream raw materials:

ethyl bromide

triphenylborane

bisphenol E

chloroformic acid ethyl ester

Downstream raw materials:

4-ethyl-m-cresol

4-ethyl-2,6-dicyclohexyl-phenol

p-ethylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

methyl 2-[(4-ethylphenoxy)methyl]benzoate

Refernces

• 1、 Murakami, Takao,Kimura, Tsuyoshi,Tanaka, Nobutoshi,Saiki, Yasuhisa,Chen, Chiu-Ming. "EIN NEUES STYROL-GLYKOSID AUS CHEILANTHES KUHNII". . p. 471. Retrieved 1980.
• 2、 Lewis et al.. "". . p. 1479. Retrieved 1977.
• 3、 Tsujihara, Tetsuya,Tomeba, Moriho,Ohkubo-Sato, Shigeaki,Iwabuchi, Kyoko,Koie, Rino,Tada, Natsumi,Tamura, Satoru,Takehara, Tsunayoshi,Suzuki, Takeyuki,Kawano, Tomikazu. "One-pot reactions of bicyclic zinc enolate generated from Ni-catalyzed reductive cyclization to furnish octahydro-4,7-ethanobenzofuran-9-one derivatives". . . Retrieved 2019.
• 4、 Ticconi, Barbara,Capocasa, Giorgio,Cerrato, Andrea,Di Stefano, Stefano,Lapi, Andrea,Marincioni, Beatrice,Olivo, Giorgio,Lanzalunga, Osvaldo. "Insight into the chemoselective aromatic: Vs. side-chain hydroxylation of alkylaromatics with H2O2catalyzed by a non-heme imine-based iron complex". . p. 171 - 178. Retrieved 2021/01/28.
• 5、 Kato, Yuichi,Inoue, Tomoka,Furuyama, Yuuki,Ohgane, Kenji,Sadaie, Mahito,Kuramochi, Kouji. "Deoxygenation of tertiary and secondary alcohols with sodium borohydride, trimethylsilyl chloride, and potassium iodide in acetonitrile". supporting information. . Retrieved 2021/11/16.