94610-82-9

Basic information

• Product Name: 2-Fluoro-4-methoxybenzonitrile
• Synonyms: BUTTPARK 81\01-98;2-FLUORO-4-METHOXYBENZONITRILE;3-FLUORO-4-CYANOANISOLE;2-Fluoro-4-methoxybenzonitrile, JRD, 97%;REF DUPL: 3-fluoro-4-cyano anisole;2-Fluoro-4-Methoxybe;Benzonitrile, 2-fluoro-4-methoxy-;2-fluoro-4-methoxy-carbonitrile
• CAS NO: 94610-82-9
• Molecular Formula: C₈H₆FNO
• Molecular Weight: 151.14
• Product Categories: Aromatic Nitriles;Phenyls & Phenyl-Het;Miscellaneous;Anisoles, Alkyloxy Compounds & Phenylacetates;Fluorine Compounds;Nitriles;Phenyls & Phenyl-Het;Fluorine series
• Mol File: 94610-82-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 62-65℃
• Boiling Point: 233.9°Cat760mmHg
• Flash Point: 95.3°C
• Appearance: /
• Density: 1.18g/cm³
• Vapor Pressure: 0.0545mmHg at 25°C
• Refractive Index: 1.505
• CAS DataBase Reference: 2-Fluoro-4-methoxybenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Fluoro-4-methoxybenzonitrile(94610-82-9)
• EPA Substance Registry System: 2-Fluoro-4-methoxybenzonitrile(94610-82-9)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 23-36/37/39
• RIDADR: 3276
• HazardClass: IRRITANT, IRRITANT-HARMFUL
• PackingGroup: Ⅲ
• Hazardous Substances Data: 94610-82-9(Hazardous Substances Data)

Usage

Description

2-Fluoro-4-methoxybenzonitrile is an organic compound characterized by the presence of a fluorine atom at the 2nd position and a methoxy group at the 4th position on a benzene ring, with a nitrile functional group attached. This unique structure endows it with specific chemical properties that make it a versatile building block in various chemical reactions and synthesis processes.

Uses

Used in Organic Synthesis:
2-Fluoro-4-methoxybenzonitrile serves as a key intermediate in organic synthesis, facilitating the creation of a wide range of chemical compounds. Its distinct functional groups allow for multiple reaction pathways, making it a valuable component in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 2-Fluoro-4-methoxybenzonitrile is utilized as a crucial building block for the development of new drugs. Its unique structure can be incorporated into drug molecules to impart specific therapeutic properties, such as enhanced potency, selectivity, or bioavailability.
Used in Agrochemicals:
2-Fluoro-4-methoxybenzonitrile plays a significant role in the agrochemical industry, where it is employed as a starting material for the synthesis of various agrochemical products. Its incorporation into these products can lead to improved efficacy, selectivity, and environmental compatibility.
Used in Dye Industry:
In the dyestuff field, 2-Fluoro-4-methoxybenzonitrile is used as an important intermediate for the production of dyes and pigments. Its distinctive structure contributes to the color properties and stability of the resulting dyes, making it a valuable component in the development of high-performance dyes for various applications.

InChI:InChI=1/C8H6FNO/c1-11-7-3-2-6(5-10)8(9)4-7/h2-4H,1H3

Upstream product

• 321-28-8 1-fluoro-2-methoxybenzene 
• 456-49-5 1-fluoro-3-methoxybenzene 
• 151-50-8 potassium cyanide 
• 557-21-1 zinc(II) cyanide 
• 458-50-4 1-bromo-2-fluoro-4-methoxybenzene 
• 3226-37-7 4-chlorophenyl thiocyanate 
• 162101-31-7 (2-fluoro-4-methoxyphenyl)boronic acid 
• 7677-24-9 trimethylsilyl cyanide 
• 3939-09-1 2,4-difluorobenzonitrile 
• 865-33-8 potassium methanolate 
• 82380-18-5 2-fluoro-4-hydroxybenzonitrile 
• 74-88-4 methyl iodide 
• 2357-52-0 3-fluoro-4-methoxyphenyl bromide 
• 544-92-3 copper(I) cyanide 

Downstream Products

• 1447727-22-1 1-fluoro-3-methoxy-benzenecarboximidic acid hydrazide 
• 1447727-24-3 3-cyclohexyl-5-(2-fluoro-4-methoxy-phenyl)-1H-(1,2,4)triazole 
• 1447727-19-6 2-fluoro-4-methoxy-benzimidic acid ethyl ester hydrochloride 
• 1386380-38-6 N,N-bis(2-cyano-5-methoxyphenyl)-3-(3-methoxyphenyl)propanamide 
• 1200536-22-6 4-methoxy-2-(1H-pyrazol-1-yl)benzonitrile 
• 157368-82-6 6-methoxy-3-amino-1,2-benzisoxazole 
• 82380-18-5 2-fluoro-4-hydroxybenzonitrile 
• 861525-80-6 4-methoxy-2-phenoxy-benzoic acid 
• 869789-23-1 C₁₁H₁₁NO₃ 

Relevant articles and documents

Design of an Electron-Withdrawing Benzonitrile Ligand for Ni-Catalyzed Cross-Coupling Involving Tertiary Nucleophiles

The design of new ligands for cross-coupling is essential for developing new catalytic reactions that access valuable products such as pharmaceuticals. In this report, we exploit the reactivity of nitrile-containing additives in Ni catalysis to design a benzonitrile-containing ligand for cross-coupling involving tertiary nucleophiles. Kinetic and Hammett studies are used to elucidate the role of the optimized ligand, which demonstrate that the benzonitrile moiety acts as an electron-acceptor to promote reductive elimination over β-hydride elimination and stabilize low-valent Ni. With these conditions, a protocol for decyanation-metalation and Ni-catalyzed arylation is conducted, enabling access to quaternary α-arylnitriles from disubstituted malononitriles.

Direct C-H Cyanation of Arenes via Organic Photoredox Catalysis

Methods for the direct C-H functionalization of aromatic compounds are in demand for a variety of applications, including the synthesis of agrochemicals, pharmaceuticals, and materials. Herein, we disclose the construction of aromatic nitriles via direct C-H functionalization using an acridinium photoredox catalyst and trimethylsilyl cyanide under an aerobic atmosphere. The reaction proceeds at room temperature under mild conditions and has proven to be compatible with a variety of electron-donating and -withdrawing groups, halogens, and nitrogen- and oxygen-containing heterocycles, as well as aromatic-containing pharmaceutical agents.

NOVEL COMPOUNDS

This invention relates to compounds of formula I their use as positive allosteric modulators of mGlu5 receptor activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of neurological and psychiatric disorders associated with glutamate dysfunction such as schizophrenia or cognitive decline such as dementia or cognitive impairment. A, B, Ar, R1, R2, R3 have meanings given in the description.