Iodo derivatives of diphenyl ether. I. The mono- and certain diiodo derivatives of diphenyl ether and of 2- and 4-carboxydiphenyl ethers was written by Brewster, R. Q.;Strain, Franklin. And the article was included in Journal of the American Chemical Society in 1934.Electric Literature of C12H8INO3 The following contents are mentioned in the article:
Most of the following compounds were prepared by standard methods. 2-IC6H4OPh, m. 56°; 3-I isomer, b3 155°, b20 194-6°, d25 1.616, n25 1.643; 4-I isomer, m. 47°; 2-iodo-4′-nitro derivative, m. 104°; 4-I isomer, m. 70°; 2-iodo-4′-amino derivative, m. 69° (Ac derivative, m. 150°); 2-IC6H4OC6H4I-4, m. 48°; 2-nitro-4′-iododiphenyl ether, m. 86° (constitution proved for 1st time); 3,4′-dinitrodiphenyl ether, m. 123°; 3,4′-diamino derivative, m. 72° (di-Ac derivative, m. 192°); 3,4′-diiododiphenyl ether, b3 200°, d25 2.051, n25 1.696; 4-phenoxyphenylurethane, m. 63°; 4-iodophenoxy derivative, m. 126°; 4-(4-iodophenoxy)-phenylurea, m. 201°; (4-IC6H4)2O, m. 139°; 2-amino-4-nitrodiphenyl ether, m. 107°; 2-I derivative, m. 61°; 2-iodo-4-amino derivative, b3 203°, d25 1.667, n25 1.677 (Ac derivative, m. 120°); 2,4-diiododiphenyl ether, b3 198°, d25 2.056, n25 1.700; 3-nitro-4-aminodiphenyl ether, m. 82°; 3,4-diamino derivative, m. 69° (di-Ac derivative, m. 188°); 3-nitro-4-iodo derivative, b3 195°, d25 1.722, n25 1.657; 3-amino derivative, b3 188°, d25 1.664, n25 1.676 (Ac derivative, m. 144°); 3,4-di-I derivative, b3 208°, d25 2.055, nD25 1.700; o-ClC6H4CO2H, PhOH, NaOH and a little Cu, heated at 190° for 15 min. give 2-PhOC6H4CO2H; p-ClC6H4NO2 and o-KOC6H4CHO, heated 6 h. at 190-200°, give 2-(4-nitrophenoxy)benzaldehyde, m. 112°; oxidation of the aldehyde or nitration of 2-PhOC6H4CO2H gives the corresponding acid, m. 157°; 4-amino derivative, m. 180° (Ac derivative, m. 185°); 4-I derivative, m. 143°; heating the latter with concentrated H2SO4 at 100° for 10 min. gives 2-iodoxanthone, m. 156°. 2-Phenoxy-5-aminobenzoic acid, m. 164° (Ac derivative, m. 165°); 5-I derivative, m. 148°. 2-(2-Nitrophenoxy)benzaldehyde, m. 77°; the acid m. 153°; 4-nitroxanthone, m. 190°; 2-(2-aminophenoxy)benzoic acid, m. 153° (Ac derivative, m. 179°); the lactam m. 211°. 2-(2-Iodophenoxy)benzoic acid, m. 133°; the 4-(4-iodophenoxy) derivative m. 217°; 2-(4-iodophenoxy)-5-nitrobenzoic acid, m. 178°; the 5-amino derivative m. 185°; 2-(4-nitrophenoxy)-5-nitrobenzoic acid, the α-form m. 158° and the β-form. m. 170-1°; the α-form is converted into the β-form above its m. p.; 2-(4-iodophenoxy)-5-iodobenzoic acid, m. 176°. These compounds, with the possible exception of the iodocarboxy compounds, do not possess any marked physiol. activity. This study involved multiple reactions and reactants, such as 1-Iodo-4-(4-nitrophenoxy)benzene (cas: 21969-05-1Electric Literature of C12H8INO3).
1-Iodo-4-(4-nitrophenoxy)benzene (cas: 21969-05-1) belongs to iodide derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Electric Literature of C12H8INO3
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com