2-Chloro-3-fluorophenol

Base Information

• Chemical Name: 2-Chloro-3-fluorophenol
• CAS No.: 863870-86-4
• Molecular Formula: C₆H₄ClFO
• Molecular Weight: 146.549
• Hs Code.: 2908199090
• DSSTox Substance ID: DTXSID20458625
• Wikidata: Q72451046
• Mol file: 863870-86-4.mol

Synonyms:2-Chloro-3-fluorophenol;863870-86-4;Phenol, 2-chloro-3-fluoro-;MFCD08166413;2-chloro-3-fluoro-phenol;SCHEMBL1262189;DTXSID20458625;YIENEZQWQPFHQN-UHFFFAOYSA-N;AMY34234;AKOS006286231;CS-W004875;GS-4143;MB05350;AC-25970;SY030912;FT-0602458;A19901;J-508658

Chemical Property of 2-Chloro-3-fluorophenol

Chemical Property:

• Vapor Pressure: 0.335mmHg at 25°C
• Refractive Index: 1.547
• Boiling Point: 193.3 °C at 760 mmHg
• PKA: 7.50±0.10(Predicted)
• Flash Point: 70.7 °C
• PSA: 20.23000
• Density: 1.408 g/cm³
• LogP: 2.18470
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 145.9934706
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

97% ^*data from raw suppliers

2-Chloro-3-fluorophenol 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)F)Cl)O

Technology Process of 2-Chloro-3-fluorophenol

There total 3 articles about 2-Chloro-3-fluorophenol 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: 45.0%

O-2-chloro-3-fluorophenyl N,N-diethylcarbamate (863870-76-2) → 2-chloro-3-fluorophenol (863870-86-4)

Guidance literature:

With sodium hydroxide; In ethanol; Heating;

DOI:10.1021/jo0508402

Reference yield:

3-fluorophenyl N,N-diethyl-O-carbamate (205187-05-9) → 2-chloro-3-fluorophenol (863870-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: s-BuLi; TMEDA / cyclohexane; hexane; tetrahydrofuran / 2 h / -78 °C

1.2: 83 percent / hexachloroethane / tetrahydrofuran; hexane; cyclohexane / -78 - 20 °C

2.1: 45 percent / NaOH / ethanol / Heating

With sodium hydroxide; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; ethanol; hexane; cyclohexane;

DOI:10.1021/jo0508402

Reference yield:

3-fluorophenol (372-20-3) → 2-chloro-3-fluorophenol (863870-86-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

1.2: 89 percent / hexane; tetrahydrofuran / 36 h / Heating

2.1: s-BuLi; TMEDA / cyclohexane; hexane; tetrahydrofuran / 2 h / -78 °C

2.2: 83 percent / hexachloroethane / tetrahydrofuran; hexane; cyclohexane / -78 - 20 °C

3.1: 45 percent / NaOH / ethanol / Heating

With sodium hydroxide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; ethanol; hexane; cyclohexane;

DOI:10.1021/jo0508402

upstream raw materials:

O-2-chloro-3-fluorophenyl N,N-diethylcarbamate

3-fluorophenol

3-fluorophenyl N,N-diethyl-O-carbamate