4-Methyldiphenyl ether

Hexanitromethylphenylether or Hexanitro-4-methyldiphenyl ether. (02N)3C6H20C6H(CH3) (N02)3 (Note — The position of the N02 groups has not been established) mw 452.23,... 

Methyldiphenyl Ether from 4-Methyl-4 -aminodiphenyl Ether. 297... 

Methoxylepidine, 26, 48 6-Methoxylepidine monohydrate, 26,47 2-Methoxy-4 -methyldiphenyl ether, 26,... 

Preparation by reaction of benzo-trichloride with 3-hydroxy-4 -methyldiphenyl ether in solution of 2.5 N sodium hydroxide in the presence of potassium iodide at 80° [839]. 

Beilstein Handbook Reference) Benz-ene, 1-methyl-3-phenoxy- BRN 2045714 EINECS 222-716-4 Ether, phenyl m-tolyl- 1-Methyl-3-phenoxy-benzene 3-Methyldiphenyl ether 3-Methylphenyl phenyl ether m-Methylphenyl phenyl ether Phenoxytoluene m-Phenoxytoluene Phenyl m-tolyl ether. Liquid bp 272° d25n1,051. 

The smooth intramolecular nucleophilic displacement of biphenyl carboxylic acids leading to benzocoumarins (See Section II.A.) inspired also investigation of the behavior of similar diphenyl ether, diphenyl sulfide and A-methyldiphenyl amine derivatives 458 under similar conditions. However, all these attempts to achieve cyclization to tricyclic compounds 459 were unsuccessful, probably due to the unfavorable stereochemistry for the formation of the required seven-mem-bered transition states and also to the presence of the deactivating bridge groups X (Eq. 42) [68JCS(C)1030]. 

To a rapidly stirred suspension of 0.50 g LiAlH4(13.2 mmol) in 100 mL dry ether under nitrogen at room temperature was added 2.0 g 2-amino-5-methyldiphenyl-thiophenoxymethane (6.6 mmol) in 30 mL ether. The suspension was stirred for 12 h at 25°C. Sulfuric acid (0.5 N, 100 mL) was added, and the product was extracted with ether (5 X 100 mL). The combined organic phases were washed with 50 mL 5% aqueous sodium hydroxide and 100 mL brine, dried over MgS04, filtered, and concentrated. Distillation of the residue gave 1.16 g 2-amino-5-methyldiphenylmethane, in a yield of 89%, b.p., 124-127°C (0.27 mmHg). 

Diaryls. A soln. of 2-methoxy-5-methylphenyllithium prepared from 3-bromo-4-methoxytoluene and Li in anhydrous ether under Ng added to bromobenzene and cobaltous chloride in anhydrous ether at such a rate that gentle refluxing is maintained, then refluxed 1 hr. on a water bath -> 2,2 -dimethoxy-5,5 -di-methyldiphenyl. Y 65%. F. e., also with Mg, s. J. P. Morizur, Bl. 7964, 1331. 

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