449778-70-5

Basic information

• Product Name: 4-(2,4-DIMETHYLPHENOXY)BENZENECARBONITRILE
• Synonyms: 4-(2,4-DIMETHYLPHENOXY)BENZENECARBONITRILE
• CAS NO: 449778-70-5
• Molecular Formula: C15H13NO
• Molecular Weight: 223.27
• Mol File: 449778-70-5.mol

Chemical Properties

• Melting Point: 62-64°C
• Appearance: /
• CAS DataBase Reference: 4-(2,4-DIMETHYLPHENOXY)BENZENECARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2,4-DIMETHYLPHENOXY)BENZENECARBONITRILE(449778-70-5)
• EPA Substance Registry System: 4-(2,4-DIMETHYLPHENOXY)BENZENECARBONITRILE(449778-70-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 449778-70-5(Hazardous Substances Data)

Upstream product

• 3058-39-7 4-iodobenzonitrile 
• 105-67-9 2,4-Xylenol 
• 623-00-7 4-bromobenzenecarbonitrile 
• 35471-28-4 sodium 2,4-dimethylphenolate 
• 623-03-0 4-Cyanochlorobenzene 

Relevant articles and documents

Design, synthesis, insecticidal, and acaricidal activities of novel pyrimidinamine derivatives containing a biphenyl ether

A series of original pyrimidinamine derivatives containing a biphenyl ether moiety were designed and synthesized. Their structures were confirmed by 1H NMR, MS, and elemental analyses. Their insecticidal activities against lepidopteran and hemiptera insects and acaricidal activities were tested. The results of bioassay demonstrated that 9k showed the best activity (LC50 = 2.08 mg/L) against Tetranychus urticae, which is comparable with the positive control, spirotetramat (LC50 = 2.27 mg/L), and 9g showed better activity (LC50 = 0.52 mg/L) against Aphis fabae than the positive control, imidacloprid (LC50 = 1.02 mg/L), and relatively good activity (LC50 = 2.49 mg/L) against T urticae. Their structure-activity relationships indicated that both an ethyl group on the 4-position of the pyrimidine ring and alkyl chain as a para-substituent group of the benzene ring showed good biological activity.

Possible intermediates of Cu(phen)-catalyzed C-O cross-coupling of phenol with an aryl bromide by in situ ESI-MS and EPR studies

The C-O coupling reaction between 2,4-dimethylphenol and 4-bromotoluene catalyzed by the CuI/K2CO3/phen system can be inhibited by the radical scavenger cumene. Complexes [Cu(i)(phen)(1-(2,4-dimethylphenoxy)-4- methylbenzene)]+ (denoted as A), {H[Cu(i)(phen)(2,4-dimethylphenoxy)] }+ and [Cu(i)(2,4-dimethylphenoxy)2]- (denoted as B) were observed by in situ electrospray ionization mass spectrometry (ESI-MS) analysis of the copper(i)-catalyzed C-O coupling reaction under the catalytic reaction conditions indicating that they could be intermediates in the reaction. The in situ EPR study of the reaction solution detected the Cu(ii) species with a fitted g value of 2.188. A catalytic cycle with a single electron transfer (SET) step was proposed based on these observations. This journal is the Partner Organisations 2014.

Copper promoted synthesis of diaryl ethers

An efficient protocol using copper based reagents for the coupling of aryl halides with phenols to generate diaryl ethers is described. A copper(I) complex, [Cu(CH3CN)4]ClO4, or the readily available copper(II) source, CuCO3·Cu(OH)2· H2O (in combination with potassium phosphate), can be used. Aryl halides and phenols with different steric and electronic demands have been used to assess the efficiency of the procedure. The latter source of copper gives better yields under all conditions.

N,N-Dimethyl Glycine-Promoted Ullmann Coupling Reaction of Phenols and Aryl Halides

(Matrix presented) Ullmann-type diaryl ether synthesis can be performed at 90°C using either aryl iodides or aryl bromides as the substrates under the assistance of N,N-dimethylglycine.