2,6-Difluoro-4-hydroxybenzonitrile

Base Information

• Chemical Name: 2,6-Difluoro-4-hydroxybenzonitrile
• CAS No.: 123843-57-2
• Molecular Formula: C7H3F2NO
• Molecular Weight: 155.104
• Hs Code.: 29269090
• DSSTox Substance ID: DTXSID00381124
• Nikkaji Number: J2.546.217C
• Wikidata: Q72462961
• Mol file: 123843-57-2.mol

Synonyms:2,6-Difluoro-4-hydroxybenzonitrile;123843-57-2;4-Cyano-3,5-difluorophenol;4-hydroxy-2,6-difluorobenzonitrile;Benzonitrile, 2,6-difluoro-4-hydroxy-;2,6-difluoro-4-hydroxy-benzonitrile;2,6-Difluoro-4-hydroxy benzonitrile;3,5-difluoro-4-cyanophenol;MFCD03094499;SCHEMBL81244;INDAZOL-2-YL-ACETICACID;DTXSID00381124;KEIYYIGMDPTAPL-UHFFFAOYSA-N;2,6-difluoro-4-hydroxybenzo-nitrile;AKOS005063555;AB13335;AC-2754;AM61301;CS-W003007;DS-12290;SY002811;D3424;FT-0602461;A20972;EN300-1615116;4-Cyano-3,5-Difluorophenol/3,5-Difluoro-4-Cyanophenol;Benzonitrile, 2,6-difluoro-4-hydroxy- (9CI)

Chemical Property of 2,6-Difluoro-4-hydroxybenzonitrile

Chemical Property:

• Appearance/Colour: off-white crystal
• Vapor Pressure: 0.00231mmHg at 25°C
• Melting Point: 127 °C
• Refractive Index: 1.53
• Boiling Point: 210.2 °C at 760 mmHg
• PKA: 5.87±0.23(Predicted)
• Flash Point: 123 °C
• PSA: 44.02000
• Density: 1.44 g/cm³
• LogP: 1.54208
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 155.01827004
• Heavy Atom Count: 11
• Complexity: 176

Purity/Quality:

99% ^*data from raw suppliers

2,6-Difluoro-4-hydroxybenzonitrile >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1F)C#N)F)O
• Uses: Intermediates of Liquid Crystals

Technology Process of 2,6-Difluoro-4-hydroxybenzonitrile

There total 6 articles about 2,6-Difluoro-4-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: 94.0%

2,6-Difluoro-4-methoxybenzonitrile (123843-66-3) → 2,6-difluoro-4-hydroxybenzonitrile (123843-57-2)

Guidance literature:

With aluminium trichloride; sodium chloride; In tetrahydrofuran; hexane; at 180 ℃; for 1h;

Reference yield:

3,5-difluoroanisol (93343-10-3) → 2,6-difluoro-4-hydroxybenzonitrile (123843-57-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / n-butyllithium / hexane; tetrahydrofuran / 2.5 h / -78 °C

2: oxalyl chloride, DMF / benzene / Ambient temperature

3: 81 percent / 35percent ammonia / bis-(2-methoxy-ethyl) ether / Ambient temperature

4: 95 percent / thionyl chloride / dimethylformamide / Ambient temperature

5: 94 percent / aluminum chloride, sodium chloride / hexane; tetrahydrofuran / 1 h / 180 °C

With ammonium hydroxide; n-butyllithium; aluminium trichloride; thionyl chloride; oxalyl dichloride; N,N-dimethyl-formamide; sodium chloride; In tetrahydrofuran; hexane; diethylene glycol dimethyl ether; N,N-dimethyl-formamide; benzene;

Reference yield:

2,6-difluoro-4-methoxybenzamide (125369-57-5) → 2,6-difluoro-4-hydroxybenzonitrile (123843-57-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / thionyl chloride / dimethylformamide / Ambient temperature

2: 94 percent / aluminum chloride, sodium chloride / hexane; tetrahydrofuran / 1 h / 180 °C

With aluminium trichloride; thionyl chloride; sodium chloride; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

upstream raw materials:

2,6-Difluoro-4-methoxybenzonitrile

3,5-difluoroanisol

2,6-difluoro-4-methoxybenzamide

2,6-difluoro-4-methoxybenzoic acid

Downstream raw materials:

4-butoxy-2-fluorobenzoic acid

4-ethoxy-2,6-difluorobenzonitrile

N-(4-{[5-fluoro-7-(2-methoxyethoxy)quinazolin-4-yl]amino}phenyl)-2-[4-(propan-2-yl)-1H-1,2,3-triazol-1-yl]acetamide tosylate

Refernces

• 1、 Gray, G. W.,Hird, M.,Lacey, D.,Toyne, K. J.. "The Synthesis and Transition Temperatures of Some Fluoro-Substituted 4-Cyanophenyl and 4-Cyanobiphenyl-4'-yl 4-Pentyl- and 4-Butoxy-Benzoates". . p. 165 - 190. Retrieved 2007/10/02.