2-Bromo-4,5-difluorobenzonitrile

Base Information

• Chemical Name: 2-Bromo-4,5-difluorobenzonitrile
• CAS No.: 64695-82-5
• Molecular Formula: C7H2BrF2N
• Molecular Weight: 218
• Hs Code.: 2926909090
• European Community (EC) Number: 866-951-6
• ChEMBL ID: CHEMBL4929581
• DSSTox Substance ID: DTXSID00598215
• Nikkaji Number: J3.544.661C
• Wikidata: Q72454351
• Mol file: 64695-82-5.mol

Synonyms:2-Bromo-4,5-difluorobenzonitrile;64695-82-5;MFCD09864661;2-bromo-4,5-difluoro-benzonitrile;Benzonitrile, 2-bromo-4,5-difluoro-;SCHEMBL2713149;CHEMBL4929581;DTXSID00598215;YHOIAMUAYXTORN-UHFFFAOYSA-N;AKOS005215800;CS-W003671;DS-12815;SY018585;DB-030821;A1758;AM20060002;2-Bromo-4,5-difluorobenzonitrile, AldrichCPR;EN300-210950;AS-813/43501754;J-508259;Z1269242016

Chemical Property of 2-Bromo-4,5-difluorobenzonitrile

Chemical Property:

• Vapor Pressure: 0.016mmHg at 25°C
• Melting Point: 63-64 °C
• Refractive Index: 1.552
• Boiling Point: 255.544 °C at 760 mmHg
• Flash Point: 108.349 °C
• PSA: 23.79000
• Density: 1.774 g/cm³
• LogP: 2.59898
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 216.93387
• Heavy Atom Count: 11
• Complexity: 188

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-4,5-difluorobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1F)F)Br)C#N

Technology Process of 2-Bromo-4,5-difluorobenzonitrile

There total 7 articles about 2-Bromo-4,5-difluorobenzonitrile 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: 87.0%

2-bromo-4,5-difluorobenzamide → 2-bromo-4,5-difluorobenzonitrile (64695-82-5)

Guidance literature:

With pyridine; trifluoroacetic anhydride; In 1,4-dioxane; at 20 ℃; for 4.5h; Cooling with ice;

Reference yield:

2-bromo-4,5-difluorobenzoic acid (64695-84-7) → 2-bromo-4,5-difluorobenzonitrile (64695-82-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2.5 h / 20 °C / Inert atmosphere

1.2: 0.25 h / 20 °C / Inert atmosphere

2.1: pyridine; trifluoroacetic anhydride / 1,4-dioxane / 4.5 h / 20 °C / Cooling with ice

With pyridine; oxalyl dichloride; N,N-dimethyl-formamide; trifluoroacetic anhydride; In 1,4-dioxane; dichloromethane;

Reference yield:

1,2-difluoro-4,5-dibromobenzene (64695-78-9) + copper(l) cyanide → 2-bromo-4,5-difluorobenzonitrile (64695-82-5)

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 10h;

DOI:10.1021/acs.chemmater.6b01484

upstream raw materials:

2-bromo-4,5-difluoro-aniline

potassium cyanide

ortho-difluorobenzene

1-bromo-3,4-difluorobenzene

Downstream raw materials:

2-(4-chlorophenylthio)-4,5-difluorobenzyl alcohol

[2-(4-Chloro-phenylsulfanyl)-5-fluoro-4-methoxy-phenyl]-methanol

2-bromo-5-fluoro-4-methoxybenzoic acid

2-Bromo-4-(4-chloro-phenylsulfanyl)-5-fluoro-benzoic acid

Refernces

• 1、 -. "ARYL SULFONAMIDES AS SMALL MOLECULE STAT3 INHIBITORS". Paragraph 00602; 00608. . Retrieved 2021/01/29.