2-Bromo-6-fluorobenzonitrile

Base Information

• Chemical Name: 2-Bromo-6-fluorobenzonitrile
• CAS No.: 79544-27-7
• Molecular Formula: C7H3BrFN
• Molecular Weight: 200.01
• Hs Code.: 2926909090
• European Community (EC) Number: 627-812-3
• DSSTox Substance ID: DTXSID60382455
• Nikkaji Number: J725.566G
• Wikidata: Q72455867
• Mol file: 79544-27-7.mol

Synonyms:2-Bromo-6-fluorobenzonitrile;79544-27-7;2-fluoro-6-bromobenzonitrile;Benzonitrile, 2-bromo-6-fluoro-;MFCD06797753;6-BROMO-2-FLUOROBENZONITRILE;2-bromo-6-fluoro-benzonitrile;3-BROMO-2-CYANOFLUOROBENZENE;OCTYLCAPRATE;SCHEMBL185690;2-fluoro-6-bromo benzonitrile;DTXSID60382455;IELGUZKHALDFOO-UHFFFAOYSA-N;2-Bromo-6-fluorobenzonitrile, 97%;BBL101572;STL555368;TD1070;AKOS005259551;AC-4030;AM61668;CS-W003346;PS-8220;SY016329;B3183;FT-0641724;EN300-131416;J-509190

Chemical Property of 2-Bromo-6-fluorobenzonitrile

Chemical Property:

• Vapor Pressure: 0.0171mmHg at 25°C
• Melting Point: 60-61 °C
• Refractive Index: 1.577
• Boiling Point: 254.6 °C at 760 mmHg
• Flash Point: 107.8 °C
• PSA: 23.79000
• Density: 1.69 g/cm³
• LogP: 2.45988
• Storage Temp.: Room temperature.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 198.94329
• Heavy Atom Count: 10
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-6-fluorobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi,Xn
• Hazard Codes: Xn:Harmful
• Statements: R22:; R36/37/38:
• Safety Statements: S26:

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Bromo-6-fluorobenzonitrile

There total 6 articles about 2-Bromo-6-fluorobenzonitrile 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: 81.0%

2-amino-6-fluorobenzonitrile (77326-36-4) → 2-bromo-6-fluorobenzonitrile (79544-27-7)

Guidance literature:

2-amino-6-fluorobenzonitrile; With sulfuric acid; sodium nitrite; In water; at 10 ℃;

With hydrogen bromide; copper(I) bromide; at 45 ℃;

Reference yield: 15.0%

2-fluorobenzonitrile (394-47-8) → 2-bromo-6-fluorobenzonitrile (79544-27-7)

Guidance literature:

With N-Bromosuccinimide; palladium diacetate; toluene-4-sulfonic acid; In 1,2-dichloro-benzene; at 80 ℃; for 14h; Inert atmosphere;

DOI:10.1039/c4cc04068f

Reference yield:

2-bromo-6-fluorobenzaldehyde (360575-28-6) → 2-bromo-6-fluorobenzonitrile (79544-27-7)

Guidance literature:

With formic acid; hydroxylamine hydrochloride; at 100 ℃; for 2h;

upstream raw materials:

2-amino-6-fluorobenzonitrile

2,6 difluorobenzonitrile

2-fluorobenzonitrile

3-fluorobromobenzene

Downstream raw materials:

N-(4-{2-[(2-cyano-3-fluorophenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl)-2-phenylacetamide

2-bromo-6-(cyclohexyloxy)benzonitrile

cyclohexanesulfonic acid (3-bromo-2-cyanophenyl)methylamide

2-fluoro-6-(2-methylallyl)benzaldehyde

Refernces

• 1、 Zhou, Bang,Chen, Wenqi,Yang, Yuzhong,Yang, Yuan,Deng, Guobo,Liang, Yun. "A radical cyclization cascade of 2-alkynylbenzonitriles with sodium arylsulfinates". . p. 7959 - 7963. Retrieved 2018/11/21.
• 2、 Rondla, Naveen R.,Ogilvie, Jodi M.,Pan, Zhongda,Douglas, Christopher J.. "Palladium catalyzed intramolecular acylcyanation of alkenes using α-iminonitriles". supporting information. p. 8974 - 8977. Retrieved 2014/08/05.