2-Fluoroanisole

Base Information

• Chemical Name: 2-Fluoroanisole
• CAS No.: 321-28-8
• Molecular Formula: C7H7FO
• Molecular Weight: 126.13
• Hs Code.: 29093090
• European Community (EC) Number: 206-284-4
• NSC Number: 10339
• UNII: KNH8R5Z674
• DSSTox Substance ID: DTXSID50185891
• Nikkaji Number: J132.825E
• Wikidata: Q63409061
• Mol file: 321-28-8.mol

Synonyms:o-Fluoroanisole;Anisole, o-fluoro-;1-fluoro-2-methoxy-benzene;Benzene, 1-fluoro-2-methoxy-;

Chemical Property of 2-Fluoroanisole

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 4.49mmHg at 25°C
• Melting Point: -39 °C
• Refractive Index: n20/D 1.494(lit.)
• Boiling Point: 152.4 °C at 760 mmHg
• Flash Point: 49.8 °C
• PSA: 9.23000
• Density: 1.072 g/cm³
• LogP: 1.83430
• Storage Temp.: Flammables area
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 126.048093005
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

99% ^*data from raw suppliers

2-Fluoroanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xi
• Hazard Codes: F,Xi
• Statements: 10-36/37/38
• Safety Statements: 16-36/37/39-27-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=CC=C1F

Technology Process of 2-Fluoroanisole

There total 55 articles about 2-Fluoroanisole 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: 98.0%

2-fluorophenol (367-12-4) + methyl iodide (74-88-4) → 1-fluoro-2-methoxybenzene (321-28-8)

Guidance literature:

2-fluorophenol; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1.5h;

methyl iodide; In N,N-dimethyl-formamide; for 16h;

Reference yield: 83.0%

2-fluorophenol (367-12-4) + dimethyl sulfate (77-78-1) → 1-fluoro-2-methoxybenzene (321-28-8)

Guidance literature:

With potassium carbonate; In acetone; at 50 ℃; for 1h;

DOI:10.1002/ejoc.201501453

Reference yield: 82.0%

methoxybenzene (100-66-3) → 1-fluoro-4-methoxybenzene (459-60-9) + 1-fluoro-2-methoxybenzene (321-28-8) + 1-chloromethyl-1,4-diazoniabicyclo[2.2.2]octane ditriflate

Guidance literature:

With 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(trifluoromethanesulfonate); In acetonitrile; at 90 ℃; Yield given. Title compound not separated from byproducts;

DOI:10.1039/p19960002069

upstream raw materials:

2-fluorophenol

2-methoxyphenyldiazonium tetrafluoroborate

trifluoromethylsulfonic anhydride

1-(2-methoxyphenyl)ethanol

Downstream raw materials:

3-fluoro-p-anisaldehyde

fluoro-3 methoxy-2 benzaldehhyde

2-fluoro-3-methoxybenzaldehyde

4-chloro-2-fluoro-1-methoxybenzene

Refernces

• 1、 Zupan, Marko,Iskra, Jernej,Stavber, Stojan. "The regioselectivity in the fluorination of dibenzofuran, diphenylether and biphenyl with N-F type of reagents". . p. 11341 - 11348. Retrieved 1996.
• 2、 Pirzer, Anna S.,Alvarez, Eva-Maria,Friedrich, Heike,Heinrich, Markus R.. "Radical Carbofluorination of Alkenes with Arylhydrazines and Selectfluor: Additives, Mechanistic Pathways, and Polar Effects". . p. 2786 - 2792. Retrieved 2019.
• 3、 Shamma, Tatyana,Buchholz, Herwig,Prakash, G. K. Surya,Olah, George A.. "Electrophilic fluorination of aromatics with selectfluor and trifluoromethanesulfonic acid 1". . p. 207 - 210. Retrieved 1999.
• 4、 Fukuhara, Tsuyoshi,Sekiguchi, Manabu,Yoneda, Norihiko. "Facile Preparation of Aromatic Fluorides by the Fluoro-Dediazoniation of Aromatic Diazonium Tetrafluoroborates Using HF-Pyridine Solution". . p. 1011 - 1012. Retrieved 1994.
• 5、 Jakobsson, Jimmy Erik,Riss, Patrick Johannes. "Transition metal free, late-stage, regiospecific, aromatic fluorination on a preparative scale using a KF/crypt-222 complex". . p. 21288 - 21291. Retrieved 2018/06/26.