2,6-Difluoro-4-methoxybenzonitrile

Base Information

• Chemical Name: 2,6-Difluoro-4-methoxybenzonitrile
• CAS No.: 123843-66-3
• Molecular Formula: C8H5F2NO
• Molecular Weight: 169.131
• Hs Code.: 2926909090
• European Community (EC) Number: 642-698-5
• DSSTox Substance ID: DTXSID40381123
• Nikkaji Number: J2.349.923A
• Wikidata: Q72463215
• Mol file: 123843-66-3.mol

Synonyms:2,6-Difluoro-4-methoxybenzonitrile;123843-66-3;2,6-difluoro-4-methoxy-benzonitrile;Benzonitrile, 2,6-difluoro-4-methoxy-;4-Cyano-3,5-difluoroanisole;MFCD03094498;SCHEMBL186585;3,5-Difluoro -4-cyanoanisole;DTXSID40381123;CMGFDVIQHBAJHT-UHFFFAOYSA-N;BCP34259;AKOS005254847;Benzonitrile,2,6-difluoro-4-methoxy-;AB13332;AC-4063;AM61748;CS-W017727;PS-6866;SY030323;FT-0653681;A20950;DIETHYL2-(4-CHLOROPHENYL)-1,1-CYCLOPROPANEDICARBOXYLATE

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

Chemical Property:

• Vapor Pressure: 0.18mmHg at 25°C
• Melting Point: 53-57℃
• Refractive Index: 1.485
• Boiling Point: 211.683 °C at 760 mmHg
• Flash Point: 81.823 °C
• PSA: 33.02000
• Density: 1.279 g/cm³
• LogP: 1.84508
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 169.03392011
• Heavy Atom Count: 12
• Complexity: 189

Purity/Quality:

98%min ^*data from raw suppliers

2,6-Difluoro-4-methoxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C(=C1)F)C#N)F

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

There total 6 articles about 2,6-Difluoro-4-methoxybenzonitrile 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: 95.0%

2,6-difluoro-4-methoxybenzamide (125369-57-5) → 2,6-Difluoro-4-methoxybenzonitrile (123843-66-3)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; Ambient temperature;

Reference yield:

sodium methylate (124-41-4) + 2,4,6-trifluorobenzonitrile (96606-37-0,103498-69-7) → 2,4-difluoro-6-methoxybenzonitrile (1240518-41-5) + 2,6-Difluoro-4-methoxybenzonitrile (123843-66-3)

Guidance literature:

In methanol; at 0 - 20 ℃;

Reference yield:

3,5-difluoroanisol (93343-10-3) → 2,6-Difluoro-4-methoxybenzonitrile (123843-66-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran / -78 °C

1.2: 86 percent / tetrahydrofuran / -78 - 20 °C

2.1: (COCl)2 / CH₂Cl₂ / 20 °C

2.2: 71 percent / aq. NH₃ / tetrahydrofuran

3.1: 87 percent / (CF₃CO)2O; pyridine / CH₂Cl₂ / 0 - 20 °C

With pyridine; n-butyllithium; oxalyl dichloride; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane;

DOI:10.3987/COM-05-S(T)17

upstream raw materials:

2,6-difluoro-4-methoxybenzamide

3,5-difluoroanisol

2,6-difluoro-4-methoxybenzoic acid

2,6-difluoro-4-methoxybenzoyl chloride

Downstream raw materials:

2,6-difluoro-4-hydroxybenzonitrile

2-fluoro-6-iodo-4-methoxy-benzonitrile

2-amino-6-iodo-4-methoxy-benzonitrile

2-amino-4-methoxy-6-pyrazol-1-yl-benzonitrile

Refernces

• 1、 -. "ERBB RECEPTOR INHIBITORS". Page/Page column 52; 53. . Retrieved 2019/11/28.
• 2、 Fray, M. Jonathan,Allen, Paul,Bradley, Paul R.,Challenger, Clare E.,Closier, Michael,Evans, Tim J.,Lewis, Mark L.,Mathias, John P.,Nichols, Carly L.,Po-Ba, Yvonne M.,Snow, Hayley,Stefaniak, Mark H.,Vuong, Hannah V.. "Synthesis of 5-heterocyclic substituted quinazolin-4-ones via 2-aminobenzonitrile derivatives". . p. 489 - 494. Retrieved 2007/10/03.