2-Fluoro-3-hydroxybenzonitrile

Base Information

• Chemical Name: 2-Fluoro-3-hydroxybenzonitrile
• CAS No.: 1000339-24-1
• Molecular Formula: C7H4FNO
• Molecular Weight: 137.113
• Hs Code.: 2926909090
• European Community (EC) Number: 972-847-2
• DSSTox Substance ID: DTXSID20599027
• Wikidata: Q82494865
• Mol file: 1000339-24-1.mol

Synonyms:2-FLUORO-3-HYDROXYBENZONITRILE;1000339-24-1;Benzonitrile, 2-fluoro-3-hydroxy-;3-Cyano-2-fluorophenol;2-fluoro-3-cyanophenol;SCHEMBL1578639;DTXSID20599027;CVJVSXKZGFQWJK-UHFFFAOYSA-N;MFCD09839222;AKOS006328781;BS-14128;DB-050741;CS-0157218;A21170;J-509367

Chemical Property of 2-Fluoro-3-hydroxybenzonitrile

Chemical Property:

• Boiling Point: 232.0±25.0 °C(Predicted)
• PKA: 7.32±0.10(Predicted)
• PSA: 44.02000
• Density: 1.34±0.1 g/cm3(Predicted)
• LogP: 1.40298
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 137.027691913
• Heavy Atom Count: 10
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

2-Fluoro-3-hydroxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)O)F)C#N
• Uses: 2-Fluoro-3-hydroxybenzonitrile is a useful reagent for organic synthesis and other chemical processes.

Technology Process of 2-Fluoro-3-hydroxybenzonitrile

There total 2 articles about 2-Fluoro-3-hydroxybenzonitrile 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: 62.0%

2-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (1218791-15-1) → 2-fluoro-3-hydroxybenzonitrile (1000339-24-1)

Guidance literature:

With dihydrogen peroxide; acetic acid; In water; at 20 ℃; for 2h; Inert atmosphere;

Reference yield:

3-bromo-2-fluoro-benzonitrile (840481-82-5) → 2-fluoro-3-hydroxybenzonitrile (1000339-24-1)

Guidance literature:

Multi-step reaction with 2 steps

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane; dimethyl sulfoxide / 3 h / 105 °C / Inert atmosphere

2: acetic acid; dihydrogen peroxide / water / 2 h / 20 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; dihydrogen peroxide; potassium acetate; acetic acid; In 1,4-dioxane; water; dimethyl sulfoxide;

Reference yield: 64.0%

2-chloro-4-fluoro-1-nitrobenzene (2106-50-5) + 2-fluoro-3-hydroxybenzonitrile (1000339-24-1) → 3-(3-chloro-4-nitro-phenoxy)-2-fluoro-benzonitrile

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 1h;

upstream raw materials:

2-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

3-bromo-2-fluoro-benzonitrile

Downstream raw materials:

2-fluoro-3-(2,2,2-trifluoroethoxy)benzonitrile

2-fluoro-3-isobutoxybenzonitrile

2-fluoro-3-methoxybenzonitrile

3-ethoxy-2-fluorobenzonitrile

Refernces