4-(Difluoromethoxy)benzonitrile

Base Information

• Chemical Name: 4-(Difluoromethoxy)benzonitrile
• CAS No.: 90446-25-6
• Molecular Formula: C8H5F2NO
• Molecular Weight: 169.131
• Hs Code.: 2926909090
• European Community (EC) Number: 670-827-5
• DSSTox Substance ID: DTXSID50920380
• Nikkaji Number: J870.272A
• Wikidata: Q72463222
• Mol file: 90446-25-6.mol

Synonyms:4-(difluoromethoxy)benzonitrile;90446-25-6;MFCD00085006;4-Cyanophenyl difluoromethyl ether;4-difluoromethoxybenzonitrile;SCHEMBL932887;DTXSID50920380;HMS1788L03;1-Cyano-4-(difluoromethoxy)benzene;BBL039156;CK1058;STK313077;AKOS000309345;AS-18825;SY032268;4-[bis(fluoranyl)methoxy]benzenecarbonitrile;CS-0094686;D4955;FT-0616746;EN300-07860;A843553;Z55928802

Chemical Property of 4-(Difluoromethoxy)benzonitrile

Chemical Property:

• Vapor Pressure: 0.0302mmHg at 25°C
• Melting Point: 40-42°C
• Refractive Index: 1.478
• Boiling Point: 244.6 °C at 760 mmHg
• Flash Point: 101.7 °C
• PSA: 33.02000
• Density: 1.26g/cm³
• LogP: 2.15968
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 169.03392011
• Heavy Atom Count: 12
• Complexity: 179

Purity/Quality:

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

4-(Difluoromethoxy)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#N)OC(F)F

Technology Process of 4-(Difluoromethoxy)benzonitrile

There total 12 articles about 4-(Difluoromethoxy)benzonitrile 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: 92.0%

bromodifluoroacetic acid (354-08-5) + 4-cyanophenol (767-00-0) → 4-(difluoromethoxy)benzonitrile (90446-25-6)

Guidance literature:

With tris[2-phenylpyridinato-C₂,N]iridium(III); caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 9h; Inert atmosphere; Schlenk technique; Irradiation;

DOI:10.1021/acs.orglett.7b01118

Reference yield: 91.0%

[Cu(1,10-phenanthroline)2][O2CCF2Cl] + 4-cyanophenol (767-00-0) → 4-(difluoromethoxy)benzonitrile (90446-25-6)

Guidance literature:

With sodium hydroxide; phenol; In N,N-dimethyl-formamide; at 75 ℃; for 4h; Sealed tube; Inert atmosphere;

DOI:10.1002/chem.201504306

Reference yield: 68.0%

Chlorodifluoromethane (75-45-6) + 4-cyanophenol (767-00-0) → 4-(difluoromethoxy)benzonitrile (90446-25-6)

Guidance literature:

With sodium hydroxide; In isopropyl alcohol; at 35 - 40 ℃; for 6h;

upstream raw materials:

Chlorodifluoromethane

4-cyanophenol

sodium chlorodifluoroacetate

metyhyl chlorodifluoroacetate

Downstream raw materials:

C₁₃H₁₈F₂NO₄P

(3-bromophenyl)(4-(difluoromethoxy)phenyl)methanimine

Refernces

• 1、 -. "METALLOENZYME INHIBITOR COMPOUNDS". Page/Page column 178. . Retrieved 2018/09/28.
• 2、 Lin, Xiaoxi,Hou, Chuanqi,Li, Haohong,Weng, Zhiqiang. "Decarboxylative Trifluoromethylating Reagent [Cu(O2CCF3)(phen)] and Difluorocarbene Precursor [Cu(phen)2][O2CCF2Cl]". supporting information. p. 2075 - 2084. Retrieved 2016/02/12.