886761-96-2

Basic information

• Product Name: 2-BROMO-5-FLUOROPHENYLACETONITRILE
• Synonyms: 2-BROMO-5-FLUOROPHENYLACETONITRILE;2-Bromo-5-fluorophenylacetonitrile 99%;2-Bromo-5-fluorobenzyl cyanide;2-Bromo-5-fluorobenzeneacetonitrile
• CAS NO: 886761-96-2
• Molecular Formula: C8H5BrFN
• Molecular Weight: 214.03
• Mol File: 886761-96-2.mol

Chemical Properties

• Melting Point: 70.6-70.8
• Boiling Point: 271.7°C at 760 mmHg
• Flash Point: 118.1°C
• Appearance: /
• Density: 1.573g/cm³
• Vapor Pressure: 0.00634mmHg at 25°C
• Refractive Index: 1.551
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-BROMO-5-FLUOROPHENYLACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-5-FLUOROPHENYLACETONITRILE(886761-96-2)
• EPA Substance Registry System: 2-BROMO-5-FLUOROPHENYLACETONITRILE(886761-96-2)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 886761-96-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-BROMO-5-FLUOROPHENYLACETONITRILE is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure and reactivity contribute to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-BROMO-5-FLUOROPHENYLACETONITRILE serves as an intermediate in the production of agrochemicals. Its role in this industry is crucial for creating compounds that can be used in pest control and crop protection.
Used in Chemical Industry:
2-BROMO-5-FLUOROPHENYLACETONITRILE is utilized as a building block in the preparation of diverse organic compounds and complex molecules. Its versatility allows for its use in creating a wide range of chemical products, contributing to the advancement of the chemical sector.
Used in Fine Chemicals Synthesis:
2-BROMO-5-FLUOROPHENYLACETONITRILE is also used as an intermediate for the synthesis of fine chemicals, which are high-purity chemicals used in various applications, including research, pharmaceuticals, and specialty industries. The specific properties of 2-BROMO-5-FLUOROPHENYLACETONITRILE make it suitable for the production of these high-quality chemicals.

InChI:InChI=1/C8H5BrFN/c9-8-2-1-7(10)5-6(8)3-4-11/h1-2,5H,3H2

Upstream product

• 112399-50-5 2-bromo-5-fluorobenzyl bromide 
• 333-20-0 potassium thioacyanate 
• 143-33-9 sodium cyanide 
• 151-50-8 potassium cyanide 

Downstream Products

• 1360451-33-7 2-(2-ethynyl-5-fluorophenyl)acetonitrile 
• 732223-07-3 2-amino-5-fluorobenzothiophene 

Relevant articles and documents

Highly diastereoselective synthesis of tetralin-fused spirooxindoles via lewis acid-catalyzed C(sp3)H bond functionalization

A highly diastereoselective synthesis of tetralin-fused spirooxindole derivatives was described. Treatment of benzylidene oxindoles with a catalytic amount of Sc(OTf)3 in refluxing hexane afforded the target compounds in good chemical yields with excellent diastereoselectivities (up to >20:1). Detailed investigation of the reaction mechanism revealed that both interconversion of the two diastereomers and their solubility difference in reaction medium were the key to achieving excellent diastereoselectivities.

Gold-catalyzed 1,2-oxoarylations of nitriles with pyridine-derived oxides

We report the first success in the gold-catalyzed oxoarylations of nitriles with pyridine-derived N-oxides using gold carbenes as initiators. These oxoarylations were also achieved satisfactorily in intermolecular three-component oxidations, including diverse alkenyldiazo esters, nitriles, and pyridine-based oxides. Spill the (car)benes: Reported herein is the first successful gold-catalyzed oxoarylation of nitriles with pyridine-derived N-oxides using gold carbenes as initiators (see scheme; DCE=1,2-dichloroethane, IPr=1,3-bis(diisopropylphenyl)imidazol-2-ylidene). These oxoarylations were also achieved satisfactorily in intermolecular three-component oxidations using a variety of alkenyldiazo esters, nitriles, and pyridine-based N-oxides.

Synthesis of benzylisoquinoline derivatives possessing electron-withdrawing substituents on the benzene ring of the isoquinoline skeleton

3,4-Dihydrobenzylisoquinolines and 1,2,3,4-tetrahydrobenzyl-isoquinolines possessing electron withdrawing substituents on the benzene ring of the isoquinoline framework are easily accessible by a synthetic approach that takes advantage of a Sonogashira coupling to build up the C1-C8a bond of the isoquinoline skeleton and a Ti-catalyzed intramolecular hydroamination of an alkyne to close the heterocyclic ring.

Synthesis and quantitative structure-activity relationships of diclofenac analogues

The synthesis of a series of 2-anilinophenylacetic acid, close analogues of diclofenac, is described. These compounds were tested in two models used for evaluating the activity of nonsteroidal antiinflammatory drugs (NSAID's), inhibition of cyclooxygenase enzyme activity in vitro, and adjuvant-induced arthritis (AdA) in rats. Statistically significant correlations were found between the inhibitory activities of the compounds in these two models, indicating that cyclooxygenase inhibition seems to be the underlying mechanism for the antiinflammatory activity of these compounds. Quantitative structure-activity relationship (QSAR) analysis revealed that the crucial parameters for activity in both models were the lipophilicity and the angle of twist between the two phenyl rings. Optimal activities were associated with halogen or alkyl substituents in both ortho positions of the anilino ring. Compounds with OH groups in addition to two ortho substituents or compounds with only one or no ortho substituents were less active.