3-Fluorophthalonitrile

Base Information

• Chemical Name: 3-Fluorophthalonitrile
• CAS No.: 65610-13-1
• Molecular Formula: C8H3FN2
• Molecular Weight: 146.124
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID70474794
• Nikkaji Number: J433.309H
• Wikidata: Q72476577
• Mol file: 65610-13-1.mol

Synonyms:3-fluorophthalonitrile;65610-13-1;3-FLUOROPHTHALODINITRILE;3-fluorobenzene-1,2-dicarbonitrile;1,2-Dicyano-3-fluorobenzene;1,2-Benzenedicarbonitrile, 3-fluoro-;3-FLUORO-1,2-BENZENEDICARBONITRILE;fluorophthalonitrile;MFCD00052458;SCHEMBL186554;DTXSID70474794;SAPTYURANIHAPE-UHFFFAOYSA-N;CL8195;AKOS005063967;AC-9708;AM62064;GS-4376;A8891;CS-0157258;FT-0651195

Chemical Property of 3-Fluorophthalonitrile

Chemical Property:

• Appearance/Colour: light yellow crystall powder
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.539
• Boiling Point: 294.938 °C at 760 mmHg
• Flash Point: 132.174 °C
• PSA: 47.58000
• Density: 1.271 g/cm³
• LogP: 1.56906
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 146.02802627
• Heavy Atom Count: 11
• Complexity: 231

Purity/Quality:

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

3-Fluorophthalodinitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Fluorophthalonitrile

There total 3 articles about 3-Fluorophthalonitrile 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: 82.0%

2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-6-fluorobenzonitrile → 3-fluoro-1,2-benzenedicarbonitrile (65610-13-1)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In neat (no solvent); at 0 ℃; for 6h; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1002/chem.202103700

Reference yield:

2-amino-6-fluorobenzonitrile (77326-36-4) + potassium cyanide (151-50-8) → 3-fluoro-1,2-benzenedicarbonitrile (65610-13-1)

Guidance literature:

With hydrogenchloride; copper(l) chloride; sodium nitrite; Yield given. Multistep reaction; 1) H₂O, 0 - 5 degC, 20 min., 2) toluene, pH 6.5 (adding Na₂CO₃), a) 0 degC, 30 min, b) r.t, 12 h;

Reference yield:

→ 3-fluoro-1,2-benzenedicarbonitrile (65610-13-1)

Guidance literature:

Diamid (III), POCl3;

upstream raw materials:

2-amino-6-fluorobenzonitrile

potassium cyanide

Downstream raw materials:

2,4-diaminoquinazoline-5-carbonitrile

(2,3-dicyanophenyl)carbamic acid ethyl ester

1-{4-[2-(3,4-difluoro-phenyl)ethyl]-piperazin-1-yl}-9-methyl-9H-2,4,9-triaza-fluorene-5-carboxylic acid amide

1-{4-[2-(3,4-difluoro-phenyl)ethyl]-piperazin-1-yl}-9H-2,4,9-triaza-fluorene-5-carboxylic acid amide

Refernces

• 1、 Hynes, John B.,Tomazic, Alenka,Parrish, Christie A.,Fetzer, Oliver S.. "Further Studies on the Synthesis of Quinazolines from 2-Fluorobenzonitriles". . p. 1357 - 1364. Retrieved 2007/10/02.