2,6-Difluorobenzonitrile

Base Information

• Chemical Name: 2,6-Difluorobenzonitrile
• CAS No.: 1897-52-5
• Molecular Formula: C7H3F2N
• Molecular Weight: 139.104
• Hs Code.: 29269095
• European Community (EC) Number: 217-589-7
• UNII: 1J58Z42A2E
• DSSTox Substance ID: DTXSID5044609
• Nikkaji Number: J60.952H
• Wikidata: Q27252485
• ChEMBL ID: CHEMBL3185302
• Mol file: 1897-52-5.mol

Synonyms:2,6-difluorobenzonitrile

Chemical Property of 2,6-Difluorobenzonitrile

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 1.23mmHg at 25°C
• Melting Point: 25-28 °C(lit.)
• Refractive Index: n20/D 1.4875(lit.)
• Boiling Point: 174 °C at 760 mmHg
• Flash Point: 80 °C
• PSA: 23.79000
• Density: 1.26 g/cm³
• LogP: 1.83648
• Storage Temp.: Store below +30°C.
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: 1.87g/L at 19.85℃
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 139.02335542
• Heavy Atom Count: 10
• Complexity: 150

Purity/Quality:

99% ^*data from raw suppliers

2,6-Difluorobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,T,Xi
• Hazard Codes: Xn,T,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: C1=CC(=C(C(=C1)F)C#N)F
• Uses: 2,6-Difluorobenzonitrile is a halogenated benzonitrile with fungacidal activity. 2,6-Difluorobenzonitrile is the difluoro analogue of the herbicide Dichlobenil. 2,6-Difluorobenzonitrile was used in the synthesis of:poly(cyanoaryl ethers) via silyl-method2-dimethylamino-6-fluorobenzamidephenolphthalein-modified polyarylene ether nitrile copolymers

Technology Process of 2,6-Difluorobenzonitrile

There total 32 articles about 2,6-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: 99.0%

C26H18AuF2N2P → 2,6 difluorobenzonitrile (1897-52-5)

Guidance literature:

In 1,4-dioxane; at 100 ℃; for 2h; Solvent; Temperature; Kinetics; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1002/anie.202005731

Reference yield: 96.0%

trimethylsilyl cyanide (7677-24-9) + C34H43AuF3NP(1+)*F6Sb(1-) → 2,6 difluorobenzonitrile (1897-52-5) + F6Sb(1-)*C32H49AuN2PSi(1+)

Guidance literature:

In dichloromethane-d2; at 25 ℃; for 3h; Glovebox;

DOI:10.1002/anie.202009359

Reference yield: 93.0%

2,6-dichloro-benzonitrile (1194-65-6) + tetrakis(diethylamino)phosphonium bromide (81175-49-7) → 2,6 difluorobenzonitrile (1897-52-5)

Guidance literature:

With potassium fluoride; dimethyl sulfoxide; In sulfolane; chlorobenzene;

upstream raw materials:

2,6-difluorobenzamide

2-chloro-6-nitrobenzonitrile

2,6-dichloro-benzonitrile

C₇H₂F₃N^(1-)

Downstream raw materials:

1-Methyl-4-(2,6-difluorobenzoyl)piperidine

2-ethylamino-6-fluorobenzonitrile

2-fluoro-6-m-tolylsulfanylbenzonitrile

2-(3-chloro-phenylsulfanyl)-6-fluoro-benzonitrile

Refernces

• 1、 -. "Preparation method of 2,6-difluorobenzamide". Paragraph 0074-0079; 0082-0085; 0086-0090; 0091-0094; 0095. . Retrieved 2021/05/29.
• 2、 Li, Kai,Sun, Hongjian,Yang, Wenjing,Wang, Yajie,Xie, Shangqing,Li, Xiaoyan,Fuhr, Olaf,Fenske, Dieter. "Efficient dehydration of primary amides to nitriles catalyzed by phosphorus-chalcogen chelated iron hydrides". . . Retrieved 2020/01/22.