4387-31-9

Basic information

• Product Name: 4-CHLORO-3-METHYLBENZONITRILE
• Synonyms: 4-CHLORO-3-METHYLBANZONITRILE
• CAS NO: 4387-31-9
• Molecular Formula: C₈H₆ClN
• Molecular Weight: 151.6
• Product Categories: Nitrile;Chlorine Compounds;Nitriles
• Mol File: 4387-31-9.mol

Chemical Properties

• Boiling Point: 243.5 °C at 760 mmHg
• Flash Point: 99.9 °C
• Appearance: /
• Density: 1.19 g/cm³
• Vapor Pressure: 0.0321mmHg at 25°C
• Refractive Index: 1.553
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-CHLORO-3-METHYLBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-3-METHYLBENZONITRILE(4387-31-9)
• EPA Substance Registry System: 4-CHLORO-3-METHYLBENZONITRILE(4387-31-9)

Safety Data

• Hazardous Substances Data: 4387-31-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-CHLORO-3-METHYLBENZONITRILE is used as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its unique chemical structure allows for versatile reactions and modifications, facilitating the creation of diverse medicinal compounds.
Used in Agrochemical Industry:
In the agrochemical sector, 4-CHLORO-3-METHYLBENZONITRILE serves as an essential intermediate for the production of pesticides and other crop protection agents. Its involvement in the synthesis of these chemicals helps enhance agricultural productivity and protect crops from pests and diseases.
Used in Dye Industry:
4-CHLORO-3-METHYLBENZONITRILE is utilized as a crucial intermediate in the manufacturing of dyes, particularly for the textile and printing industries. Its chemical properties enable the production of a wide range of colorants with specific characteristics, such as brightness, stability, and fastness to light and washing.

InChI:InChI=1/C8H6ClN/c1-6-4-7(5-10)2-3-8(6)9/h2-4H,1H3

Upstream product

• 54932-72-8 2-chloro-5-bromotoluene 
• 116632-41-8 1-chloro-4-iodo-2-methylbenzene 
• 557-21-1 zinc(II) cyanide 
• 95-49-8 2-methylchlorobenzene 

Downstream Products

• 1021871-37-3 3-(bromomethyl)-4-chlorobenzonitrile 
• 912946-78-2 4-(1-Butyl-piperidin-4-yloxy)-3-methyl-benzonitrile 
• 721450-74-4 C₈H₉ClN₂O 
• 1187369-46-5 4-hydrazinyl-3-methylbenzonitrile 
• 885278-43-3 5-(4-chloro-3-methylphenyl)-1H-tetrazole 
• 1026380-36-8 2-(4-Chloro-3-methyl-phenyl)-1-(4-methanesulfonyl-phenyl)-4-trifluoromethyl-4,5-dihydro-1H-imidazol-4-ol 

Relevant articles and documents

Dual Ligand-Enabled Nondirected C-H Cyanation of Arenes

Aromatic nitriles are key structural units in organic chemistry and, therefore, highly attractive targets for C-H activation. Herein, the development of an arene-limited, nondirected C-H cyanation based on the use of two cooperatively acting commercially available ligands is reported. The reaction enables the cyanation of arenes by C-H activation in the absence of directing groups and is therefore complementary to established approaches.

Shape-dependent catalytic activity of copper oxide-supported Pd(0) nanoparticles for Suzuki and cyanation reactions

Palladium nanoparticles supported on different shapes of nanocrystalline CuO are prepared by the treatment of Cu(NO3)2 and Pd(OAc)2 in polyethylene glycol (PEG-6000). The shapes of the CuO/Pd composite are dependent on the amount of PEG used. Suzuki coupling was catalyzed efficiently by the oval-shaped material, whereas the rod shape facilitates the cyanation reaction. The CuO/Pd catalyst is recovered and reused for subsequent Suzuki reactions; however, cyanation poisons the catalyst for further use. Both these reactions are very clean and high yielding.

1,2-Diarylimidazoles as potent, cyclooxygenase-2 selective, and orally active antiinflammatory agents

Series of 1,2-diarylimidazoles has been synthesized and found to contain highly potent and selective inhibitors of the human COX-2 enzyme. The paper describes a short synthesis of the target 1,2-diarylimidazoles starting with aryl nitriles. Different portions of the diarylimidazole (I) were modified to establish SAR. Systematic variations of the substituents in the aryl ring B have yielded very potent (IC50 = 10-100 nm) and selective (1000-12500) inhibitors of the COX-2 enzyme. The study on the influence of substituents in the imidazole ring established that a CF3 group at position 4 gives the optimum oral activity. A number of the diarylimidazoles showed excellent inhibition in the adjuvant induced arthritis model (e.g., ED50 = 0.02 mpk for 22 and 34). The diarylimidazoles are also potent inhibitors of carrageenan-induced edema (ED50 = 9-30 mpk) and hyperalgesia (ED50 = 11- 40 mpk). Several orally active diarylimidazoles show no GI toxicity in the rat and mouse up to 200 mpk.