4-Fluorophenetole

Base Information

• Chemical Name: 4-Fluorophenetole
• CAS No.: 459-26-7
• Molecular Formula: C8H9FO
• Molecular Weight: 140.157
• Hs Code.: 29093090
• European Community (EC) Number: 207-287-3
• NSC Number: 89719
• UNII: TD5J3N8TM7
• DSSTox Substance ID: DTXSID90196643
• Nikkaji Number: J110.551E
• Wikidata: Q72475568
• Mol file: 459-26-7.mol

Synonyms:4-Fluorophenetole;1-Ethoxy-4-fluorobenzene;459-26-7;p-Fluorophenetole;Benzene, 1-ethoxy-4-fluoro-;4-Ethoxyfluorobenzene;Phenetole, p-fluoro-;1-ethoxy-4-fluoro-benzene;TD5J3N8TM7;EINECS 207-287-3;NSC-89719;4-ethoxy-1-fluorobenzene;NSC89719;UNII-TD5J3N8TM7;P-ETHOXYFLUOROBENZENE;1-Ethoxy-4-fluorobenzene #;SCHEMBL1547683;DTXSID90196643;AMY28397;BBL102999;MFCD00017953;NSC 89719;STL556808;AKOS006228746;AB91808;PS-9031;CS-0195463;F0655;FT-0618548;EN300-91784;C13912

Chemical Property of 4-Fluorophenetole

Chemical Property:

• Vapor Pressure: 1.27mmHg at 25°C
• Melting Point: -8.5 °C
• Refractive Index: 1.471
• Boiling Point: 179.5 °C at 760 mmHg
• Flash Point: 62.3 °C
• PSA: 9.23000
• Density: 1.045 g/cm³
• LogP: 2.22440
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 140.063743068
• Heavy Atom Count: 10
• Complexity: 87.3

Purity/Quality:

99% ^*data from raw suppliers

1-Ethoxy-4-fluorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-36/37/39-27

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=C(C=C1)F

Technology Process of 4-Fluorophenetole

There total 17 articles about 4-Fluorophenetole 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: 65.0%

potassium (4-ethoxyphenyl)trifluoroborate → 4-ethoxy-1-fluorobenzene (459-26-7)

Guidance literature:

With lithium hydroxide monohydrate; silver trifluoromethanesulfonate; Selectfluor; In ethyl acetate; at 55 ℃; Sealed tube;

DOI:10.1016/j.tet.2014.10.055

Reference yield: 46.0%

Phenetole (103-73-1) → 4-ethoxy-1-fluorobenzene (459-26-7) + 1-ethoxy-2-fluoro-benzene (451-80-9)

Guidance literature:

With acetyl hypofluorite; In dichloromethane; trichlorofluoromethane; at -75 ℃;

DOI:10.1021/jo00179a012

Reference yield: 44.0%

diethyl ether (60-29-7,927820-24-4) + 4-methoxybenzenediazonium hexafluorophosphate → 1-fluoro-4-methoxybenzene (459-60-9) + 4-ethoxy-1-fluorobenzene (459-26-7)

Guidance literature:

With boron trifluoride diethyl etherate; at 120 - 125 ℃; for 1h;

DOI:10.1080/00397919308011253

upstream raw materials:

4-Fluorophenol

4-ethoxy-benzenediazonium; chloride

4-Ethoxyaniline

diethyl ether

Downstream raw materials:

2,4-dibromo-phenetole

1-bromo-2-ethoxy-5-fluorobenzene

5-fluoro-2-ethoxybenzenesulfonyl chloride

4-Ethoxyphenol

Refernces

• 1、 Dubbaka, Srinivas Reddy,Gadde, Satyanarayana,Narreddula, Venkateswara Reddy. "Synthesis of aryl fluorides from potassium aryltrifluoroborates and selectfluor mediated by iron(III) chloride". . p. 854 - 860. Retrieved 2015/03/14.
• 2、 Pravst, Igor,Stavber, Stojan. "Fluorination of 4-alkyl-substituted phenols and aromatic ethers with fluoroxy and N-F reagents: Cesium fluoroxysulfate and N-fluoro-1,4-diazonia- bicyclo[2.2.2]octane dication salts case Dedicated to Prof. Dr. Boris ?emva in honor to his great contribution to fluorine chemistry.". . p. 276 - 282. Retrieved 2014/01/06.