3,5-Difluoro-4-hydroxybenzonitrile

Base Information

• Chemical Name: 3,5-Difluoro-4-hydroxybenzonitrile
• CAS No.: 2967-54-6
• Molecular Formula: C7H3F2NO
• Molecular Weight: 155.104
• Hs Code.: 2926909090
• European Community (EC) Number: 642-835-9
• DSSTox Substance ID: DTXSID20444265
• Nikkaji Number: J1.298.339E
• Wikidata: Q82262359
• Mol file: 2967-54-6.mol

Synonyms:3,5-Difluoro-4-hydroxybenzonitrile;2967-54-6;3,5-difluoro-4-hydroxy-benzonitrile;2,6-difluoro-4-cyanophenol;Benzonitrile, 3,5-difluoro-4-hydroxy-;4-cyano-2,6-difluorophenol;SCHEMBL198609;DTXSID20444265;XZNZJDPPWWFJAL-UHFFFAOYSA-N;BBL102977;CL9061;MFCD09033181;STL556786;AKOS006330014;AM83226;CS-W006696;DS-15589;FT-0751336;EN300-1615114;A876412

Chemical Property of 3,5-Difluoro-4-hydroxybenzonitrile

Chemical Property:

• Melting Point: 200-208℃
• PSA: 44.02000
• LogP: 1.54208
• 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:

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

3,5-Difluoro-4-hydroxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1F)O)F)C#N
• Uses: 3,5-Difluoro-4-hydroxybenzonitrile

Technology Process of 3,5-Difluoro-4-hydroxybenzonitrile

There total 6 articles about 3,5-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: 96.0%

3,5-difluoro-4-hydroxybenzaldehyde (118276-06-5) → 3,5-difluoro-4-hydroxybenzonitrile (2967-54-6)

Guidance literature:

With hydroxylamine hydrochloride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In ethyl acetate; N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1055/s-0029-1218388

Reference yield: 94.0%

C7H5F2NO2 (960287-97-2) → 3,5-difluoro-4-hydroxybenzonitrile (2967-54-6)

Guidance literature:

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; In tetrahydrofuran; ethyl acetate; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.12.090

Reference yield: 80.6%

3,5-difluoro-4-methoxybenzonitrile (104197-15-1) → 3,5-difluoro-4-hydroxybenzonitrile (2967-54-6)

Guidance literature:

3,5-difluoro-4-methoxybenzonitrile; With boron tribromide; In dichloromethane; at -78 - 20 ℃;

With water; In dichloromethane; at 0 ℃;

upstream raw materials:

copper(I) cyanide

4-amino-2,6-difluorophenol hydrochloride

4-cyanophenol

silicon dioxide hydrate

Refernces

• 1、 Augustine, John Kallikat,Atta, Rajendra Nath,Ramappa, Balakrishna Kolathur,Boodappa, Chandrakantha. "Propylphosphonic anhydride (T3P): A remarkably efficient reagent for the one-pot transformation of aromatic, heteroaromatic, and aliphatic aldehydes to nitriles". experimental part. p. 3378 - 3382. Retrieved 2010/03/03.
• 2、 Chambers, Richard D.,Hutchinson, John,Sparrowhawk, Matthew E.,Sandford, Graham,Moilliet, John S.,Thomson, Julie. "Elemental fluorine Part 12. Fluorination of 1,4-disubstituted aromatic compounds". . p. 169 - 173. Retrieved 2007/10/03.