64400-49-3

Basic information

• Product Name: 2,5-DIMETHYL-P-ANISONITRILE
• Synonyms: 2,5-DIMETHYL-P-ANISONITRILE;2,5-DIMETHYL-PARA-ANISONITRILE
• CAS NO: 64400-49-3
• Molecular Formula: C₁₀H₁₁NO
• Molecular Weight: 161.2
• Mol File: 64400-49-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,5-DIMETHYL-P-ANISONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIMETHYL-P-ANISONITRILE(64400-49-3)
• EPA Substance Registry System: 2,5-DIMETHYL-P-ANISONITRILE(64400-49-3)

Safety Data

• Hazardous Substances Data: 64400-49-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 25, p. 5473, 1984 DOI: 10.1016/S0040-4039(01)81602-6

Upstream product

• 64400-50-6 4-Methoxy-2,5-dimethyl-benzaldehyde oxime 
• 75-05-8 acetonitrile 
• 1706-11-2 2,5-Dimethyl-anisol 
• 6745-75-1 2,5-dimethyl-p-anisaldehyde 

Downstream Products

• 168405-44-5 C₁₀H₁₅NO 
• 1027302-67-5 4,5-dihydro-4-hydroxy-2-(4-methoxy-2,5-dimethylphenyl)-1-[4-(methylsulfonyl)phenyl]-4-(trifluoromethyl)-1H-imidazole 

Relevant articles and documents

Acetonitrile as a cyanating reagent: Cu-catalyzed cyanation of arenes

A novel approach to the Cu-catalyzed cyanation of simple arenes using acetonitrile as an attractive cyano source has been documented. The C-H functionalization of arenes without directing groups involves a sequential iodination/cyanation to give the desired aromatic nitriles in good yields. A highly efficient Cu/TEMPO system for acetonitrile C-CN bond cleavage has been discovered. TEMPO is used as a cheap oxidant and enables the reaction to be catalytic in copper. Moreover, TEMPOCH2CN 6 has been identified as the active cyanating agent and shows high reactivity for forming the -CN moiety.

Iron(II)-catalyzed direct cyanation of arenes with aryl(cyano)iodonium triflates

A direct oxidative cyanation of arenes under FeII catalysis with 3,5-di(trifluoromethyl)phenyl(cyano)iodonium triflate (DFCT) as the cyanating agent has been developed. The reaction is applicable to wide range of aromatic substrates, including polycyclic structures and heteroaromatic compounds. Copyright

Convenient conversion of aldoximes into nitriles with N-chlorosuccinimide and pyridine

Benzaldehyde oximes substituted with electron-donating groups are dehydrated to the corresponding benzonitriles by N-chlorosuccinimide/pyridine in acetonitrile. Benzaldehyde oxime itself and alkanal oximes afford the corresponding aldehydes. Thieme Stuttgart.

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.