Phenyl mercury chloride water

Preparative photolysis of AETSAPPE (0.25 M aqueous solution) at 254 nm (Rayonet reactor) resulted in the formation of the disulfide product 2-amino(2-hydroxy-3-(phenyl ether) propyl) ether disulfide (AHPEPED) as the primary photoproduct Photolysis of AETSAPPE at 254 nm (isolated line of medium pressure mercury lamp) resulted in rapid initial loss of starting material accompanied by formation (analyzed by HPLC) of AHPEPED (Figure 12a and 12b) (Scheme IV). Similar results were obtained for photolysis- at 280 nm. Quantum yields for disappearance of AETSAPPE and formation of AHPEPED at 254 nm and 280 nm are given in Table I. The photolytic decomposition of AETSAPPE in water was also accomplished by sensitization ( x =366 nm) with (4-benzoylbenzyl) trimethylammonium chloride (BTC), a water soluble benzophenone type triplet sensitizer. The quantum yield for the sensitized disappearance (Table I) is comparable to the results for direct photolysis (unfortunately, due to experimental complications we did not measure the quantum yield for AHPEPED formation). These results indicate that direct photolysis of AETSAPPE probably proceeds from a triplet state. 

The addition of 1-lithiocyclopropyl phenyl sulfide to paraformaldehyde was the first step of an efficient synthesis of cyclobutanonc (8).169 The adduct 7 was rearranged with/Moluenesulfonic acid monohydrate in a mixture of tetralin and water while the liberated benzenethiol was trapped with mercury(II) chloride. 

The monoaryl boric acids, RB(OH)2, arc usually isolated, as stated al >o x, l)y the action of water on the type RBXg, aitliough in certain cases this leads to the formation of the oxide RBO. The phenyl eom >ound has l)ecn obtained b " boiling with water the product of reaction from magnesium phenyl bromide and boron trifluoride. The most remarkable feature of the type RE(OH)2 is that the action of iiiercuric chloride upon them leads to the production of mercury aryl halides (RHgX). The anisyl and phenetyl compounds do not yield oxides when heated, or form salts, and tlie jS-naphthyl acid exists in two modifications. Dehydration of the acids in maw gives the oxides, RBO. 

Zinc foam (100 g) was shaken for 5 min with mercury(n) chloride (10 g), concentrated hydrochloric acid (5 ml), and water (150 ml), then the aqueous layer was poured off, and the amalgamated zinc was treated with water (75 ml), concentrated hydrochloric acid (175 ml), toluene (100 ml), and the carbonyl compound to be reduced (50 g). When necessary, glacial acetic acid (3-5 ml) may be added to increase the solubility in the aqueous layer. The mixture is heated to brisk ebullition under reflux. At each of three 6-hourly intervals hydrochloric acid (50 ml) is added, the total time of boiling being thus about 24 h. As examples, 3-oxo-3-phenyl-, -3-m-tolyl-, -3-p-tolyl-, -3-(l-naphthoyl)-, and -3-(2-naphthoyl)-propionic acid, benzoylnaphthalene, 2-acetylnaphthalene among other materials were reduced more satisfactorily than in absence of toluene. A comparison of the toluene method with the old method is provided, for instance, by Martin who obtained a 72-78 % yield in a preparation by himself by the old method, compared with 90% by the new method. 

Phenylmercuric borate is 0.08 % soluble in water. Mercury is in this compound covalently bound to the phenyl group. It is incompatible with many anions, including halides. However a 0.004 % solution is compatible with up to 0.7 % sodium chloride. The active concentration is 0.002 %, but a concentration up to 0.004 % may be used to compensate losses by adsorption on the membrane filter, etc. Eye drop bottles with chlorine and bromine butyl rubber droppers cannot be used with phenylmercuric salts, because a precipitate will be formed. An alternative is packaging the eye drops in a bottle with a polypropylene dropper (see Sect. 24.4.2). Phenylmercuric borate causes few hypersensitivity reactions, but with prolonged use, there might be a risk of mercury deposition in the lens. 

Phenyl-p-tolylmercury allowed to react in a sealed tube with GCI4 in the presence of benzoyl peroxide for 8 hrs. in a boiling water bath ayo a-tri-chloro-p-xylene (Y 82%) and phenylmercury chloride (Y 88%).— The less electronegative radical remains bound to mercury. F. e. s. A. N. Nesmeyanov et al., Izvest. 1960, 148 Tetrahedron IS, 683 (1962). 

---