2,4-Difluoro-3-methoxybenzonitrile

Base Information

• Chemical Name: 2,4-Difluoro-3-methoxybenzonitrile
• CAS No.: 220353-20-8
• Molecular Formula: C8H5 F2 N O
• Molecular Weight: 169.131
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID60397529
• Wikidata: Q72463230
• Mol file: 220353-20-8.mol

Synonyms:2,4-Difluoro-3-methoxybenzonitrile;220353-20-8;3-Methoxy-2,4-difluorobenzonitrile;2,4-difluoro-3-methoxy-benzonitrile;3-Methoxy-2,4-difluoobenzonitrile;SCHEMBL5949926;DTXSID60397529;RWTCBZZFDKXOLX-UHFFFAOYSA-N;MFCD04115932;AKOS005063948;AC-4064;AS-33155;AM20030367;FT-0644027;A20952

Chemical Property of 2,4-Difluoro-3-methoxybenzonitrile

Chemical Property:

• Vapor Pressure: 0.0559mmHg at 25°C
• Melting Point: 44-46℃
• Refractive Index: 1.485
• Boiling Point: 233.4°Cat760mmHg
• Flash Point: 95°C
• PSA: 33.02000
• Density: 1.27g/cm³
• LogP: 1.84508
• Storage Temp.: 2-8°C
• 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: 201

Purity/Quality:

99% ^*data from raw suppliers

2,4-Difluoro-3-methoxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1F)C#N)F

Technology Process of 2,4-Difluoro-3-methoxybenzonitrile

There total 6 articles about 2,4-Difluoro-3-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: 83.0%

copper(I) cyanide (544-92-3) + 1,3-difluoro-4-iodo-2-methoxybenzene (220353-18-4) → 2,4-difluoro-3-methoxy-benzonitrile (220353-20-8)

Guidance literature:

In N,N-dimethyl-formamide; at 120 - 140 ℃; for 22h;

DOI:10.1021/jm980435l

Reference yield:

2,6-Difluoro-4-nitrophenol (658-07-1) → 2,4-difluoro-3-methoxy-benzonitrile (220353-20-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / K₂CO₃ / acetone / 6 h / Heating

2: 99 percent / H₂ / 10 percent Pd/C / ethyl acetate

3: 64 percent / I₂, aq. NaHCO₃ / Ambient temperature

4: 1.) aq. NaNO₂, H₂SO₄, 2.) Cu / 1.) 0 deg C, 30 min, 2.) EtOH, from 60 deg C to 75 deg C, 3 h

5: 83 percent / dimethylformamide / 22 h / 120 - 140 °C

With sulfuric acid; hydrogen; iodine; copper; sodium hydrogencarbonate; potassium carbonate; sodium nitrite; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm980435l

Reference yield:

2,6-difluorophenol (28177-48-2) → 2,4-difluoro-3-methoxy-benzonitrile (220353-20-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 96 percent / HNO₃ / acetic acid / 15 - 20 °C

2: 94 percent / K₂CO₃ / acetone / 6 h / Heating

3: 99 percent / H₂ / 10 percent Pd/C / ethyl acetate

4: 64 percent / I₂, aq. NaHCO₃ / Ambient temperature

5: 1.) aq. NaNO₂, H₂SO₄, 2.) Cu / 1.) 0 deg C, 30 min, 2.) EtOH, from 60 deg C to 75 deg C, 3 h

6: 83 percent / dimethylformamide / 22 h / 120 - 140 °C

With sulfuric acid; hydrogen; iodine; nitric acid; copper; sodium hydrogencarbonate; potassium carbonate; sodium nitrite; palladium on activated charcoal; In acetic acid; ethyl acetate; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm980435l

upstream raw materials:

copper(I) cyanide

1,3-difluoro-4-iodo-2-methoxybenzene

2,6-difluorophenol

2,6-Difluoro-4-nitrophenol

Downstream raw materials:

2,4-difluoro-3-hydroxy-benzonitrile

(2,4-difluoro-3-methoxyphenyl)methanamine

Refernces