3-Chloro-5-fluoroanisole

Base Information

• Chemical Name: 3-Chloro-5-fluoroanisole
• CAS No.: 202925-08-4
• Molecular Formula: C7H6ClFO
• Molecular Weight: 160.575
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID10381352
• Nikkaji Number: J3.150.399J
• Wikidata: Q82172132
• Mol file: 202925-08-4.mol

Synonyms:3-chloro-5-fluoroanisole

Chemical Property of 3-Chloro-5-fluoroanisole

Chemical Property:

• Vapor Pressure: 2.08mmHg at 25°C
• Melting Point: 18°C
• Refractive Index: n20/D 1.511(lit.)
• Boiling Point: 169.1 °C at 760 mmHg
• Flash Point: 56.1 °C
• PSA: 9.23000
• Density: 1.239 g/cm³
• LogP: 2.48770
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 160.0091207
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Chloro-5-fluoroanisole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1)Cl)F

Technology Process of 3-Chloro-5-fluoroanisole

There total 3 articles about 3-Chloro-5-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: 49.0%

→ 1-chloro-3-fluoro-5-methoxybenzene (202925-08-4)

Guidance literature:

With 1-fluoro-2,4,6-trimethylpyridinium hexafluorophosphate; [Cu(^tBuCN)₂OTf]; silver fluoride; In tetrahydrofuran; at 80 ℃; for 18h; Inert atmosphere;

Reference yield:

2-(3-chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (929626-16-4) → 1-chloro-3-fluoro-5-methoxybenzene (202925-08-4)

Guidance literature:

With 1-fluoro-2,4,6-trimethylpyridinium hexafluorophosphate; (tBuCN)2Cu*OTf; silver fluoride; In tetrahydrofuran; at 80 ℃; for 18h; Inert atmosphere;

DOI:10.1021/ja310909q

Reference yield:

1-chloro-3-methoxy-benzene (2845-89-8) → 1-chloro-3-fluoro-5-methoxybenzene (202925-08-4)

Guidance literature:

Multi-step reaction with 2 steps

1: (1,5-cyclooctadiene)(methoxy)iridium(I) dimer / tetrahydrofuran / 18 h / 80 °C / Inert atmosphere

2: silver fluoride; (tBuCN)2Cu*OTf; 1-fluoro-2,4,6-trimethylpyridinium hexafluorophosphate / tetrahydrofuran / 18 h / 80 °C / Inert atmosphere

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 1-fluoro-2,4,6-trimethylpyridinium hexafluorophosphate; (tBuCN)2Cu*OTf; silver fluoride; In tetrahydrofuran;

DOI:10.1021/ja310909q

upstream raw materials:

1-chloro-3-methoxy-benzene

2-(3-chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Downstream raw materials:

C₇H₉FN₂O

2-(3-fluoro-5-methoxyphenyl)acetonitrile

1-(tert-butyldimethylsilyl)oxy-3-chloro-5-fluorobenzene

3-fluoro-5-methoxyphenol

Refernces

• 1、 Fier, Patrick S.,Luo, Jingwei,Hartwig, John F.. "Copper-mediated fluorination of arylboronate esters. Identification of a Copper(III) fluoride complex". . p. 2552 - 2559. Retrieved 2013/03/29.