147754-12-9

Basic information

• Product Name: 4-Fluoro-2-methylbenzonitrile
• Synonyms: 2-Methy-4-Fluoro benzonitrile;Benzonitrile, 4-fluoro-2-methyl- (9CI);4-Fluoro-2-methylbenzonitrile,97%;4-Fluoro-2-methylben;4-Fluoro-o-tolunitrile, 2-Cyano-5-fluorotoluene;Benzonitrile, 4-fluoro-2-methyl-;Methyl-4-fluorobenzonitrile;4-FLUORO-2-METHYLBENZONITRILE
• CAS NO: 147754-12-9
• Molecular Formula: C₈H₆FN
• Molecular Weight: 135.14
• Product Categories: NITRILE;Miscellaneous;Fluorine Compounds;Nitriles;C8 to C9;Cyanides/Nitriles;Nitrogen Compounds
• Mol File: 147754-12-9.mol
• Article Data: 16

Chemical Properties

• Melting Point: 70-74 °C(lit.)
• Boiling Point: 214.6 °C at 760 mmHg
• Flash Point: 90 °C
• Appearance: White to light yellow crystalline powder
• Density: 1.11 g/cm³
• Vapor Pressure: 0.154mmHg at 25°C
• Refractive Index: 1.507
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-Fluoro-2-methylbenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluoro-2-methylbenzonitrile(147754-12-9)
• EPA Substance Registry System: 4-Fluoro-2-methylbenzonitrile(147754-12-9)

Safety Data

• Hazard Codes: Xi,T
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN3439
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 147754-12-9(Hazardous Substances Data)

Usage

Description

4-Fluoro-2-methylbenzonitrile is an organic compound that exists as a white to light yellow crystalline powder. It is characterized by its chemical structure, which includes a benzene ring with a fluorine atom at the 4-position, a methyl group at the 2-position, and a nitrile group attached to the carbon at the 2-position.

Uses

Used in Pharmaceutical Industry:
4-Fluoro-2-methylbenzonitrile is used as a pharmaceutical intermediate for the synthesis of various drugs. Its unique chemical structure allows it to serve as a building block in the development of new medications, potentially contributing to the treatment of various health conditions.
Used in Chemical Synthesis:
In the chemical industry, 4-Fluoro-2-methylbenzonitrile is utilized as an organic intermediate. Its versatile structure makes it a valuable component in the synthesis of a wide range of chemical products, including specialty chemicals, agrochemicals, and other industrial applications.
Overall, 4-Fluoro-2-methylbenzonitrile is a versatile compound with applications in both the pharmaceutical and chemical industries, primarily due to its unique chemical structure and its role as an intermediate in the synthesis of various products.

InChI:InChI=1/C8H6FN/c1-6-4-8(9)3-2-7(6)5-10/h2-4H,1H3

Upstream product

• 452-63-1 2-Bromo-5-fluorotoluene 
• 544-92-3 copper(I) cyanide 
• 80141-91-9 (4-fluoro-2-methylphenyl)methanol 
• 66256-28-8 4-fluoro-1-iodo-2-methylbenzene 
• 557-21-1 dicyanozinc 
• 459-57-4 4-fluorobenzaldehyde 
• 73963-98-1 zinc cyanide 
• 55305-43-6 N-cyano-N-phenyl-p-toluenesulfonamide 

Downstream Products

• 1023649-51-5 4-hydrazinyl-2-methylbenzonitrile 
• 1262328-54-0 4-[4-(2,4-dioxothiazolidin-5-ylidenemethyl)-2-methoxyphenoxy]-2-methylbenzonitrile 
• 1262328-76-6 4-(4-formyl-2-methoxyphenoxy)-2-methylbenzonitrile 
• 1164178-34-0 4-(4-cyano-3-methyl-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester 
• 928201-46-1 Trelagliptin hydrochloride 
• 648423-54-5 4-[(2S,5R)-4-benzyl-2,5-dimethylpiperazin-1-yl]-2-methylbenzonitrile 
• 421552-12-7 2-(bromomethyl)-4-fluorobenzonitrile 

Relevant articles and documents

Practical CuCl/DABCO/4-HO-TEMPO-catalyzed oxidative synthesis of nitriles from alcohols with air as oxidant

A mild and efficient methodology for the direct oxidative synthesis of nitriles from easily available alcohols and aqueous ammonia by employing CuCl/DABCO/4-HO-TEMPO as the catalysts is described. This protocol uses the air as a green oxidant and aqueous ammonia as the nitrogen source at room temperature. A variety of aryl, heterocyclic and allylic alcohols are smoothly converted into the corresponding nitriles in good to excellent yields.

New trelagliptin preparation process

The present invention provides a trelagliptin preparation process, which comprises that: 1) a compound 4 and a compound 5 are adopted as raw materials, and are subjected to a condensation reaction in an organic solvent in the presence of an alkali to obtain a compound 6; 2) the compound 6 reacts with an acid HA in an organic solvent to remove the t-butyloxy carbonyl so as to obtain a trelagliptin.HA salt; and 3) the trelagliptin.HA salt is subjected to alkali neutralization treatment and purification to obtain the trelagliptin, wherein the reaction route is defined in the specification. According to the present invention, in the improved preparation process, the 2-site amino of the compound 5 is protected by the t-butyloxy carbonyl, such that the selectivity of the nucleophilic substitution reaction is improved, and the impurity production caused by primary amine substitution is avoided so as to improve the nucleophilic substitution yield and improve the trelagliptin purity.

Cobalt-Catalyzed Electrophilic Cyanation of Arylzinc Halides with N-Cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS)

The cobalt-catalyzed cross-coupling of organozinc bromides with N-cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS) is described. The same cobalt catalyst, cobalt(II) bromide, was used for both the synthesis of the organozinc species and the cross-coupling reaction. However in this case, a catalytic amount of zinc dust is necessary in the second step to release the low-valent cobalt. Under these mild conditions, moderate to excellent yields of different benzonitriles were obtained.