Butyl phenyl mercury

Butyl Phenyl Tellurium 4.1 g (10 mmol) of diphenyl ditellurium are dissolved in 15 ml of dioxane and 3.1 g (10 mmol) of dibutyl mercury in 10 ml of dioxane are added slowly to the stirred diphenyl ditellurium solution at 20°. The mixture is then heated under reflux for 3 h, cooled, decanted from mercury, dioxane is distilled off, and the residue is fractionally distilled under vacuum yield 3.9 g (75%) b.p. 115°/7torr (0.3 kPa). 

Mercury methyl phenyl. (Liq.) Mercury methyl benzyl. (Liq.) Mercury methyl butyl. (Liq.) Mercury methyl cyclohexyl. (Liq.] Mercury methyl mesityl. (Solid.) Mercury ethyl naphthyl, (Liq.) Mercury ethyl benzyl. (Liq.)... 

At a mercury cathode the propensity for cleavage from a phosphonium salt in methanol increases in the sequence methyl < ethyl < -butyl phenyl < tert-huiy < allyl < benzyl however, at a lead cathode the tendency for loss of an alkyl group from an alkyltriphenylphosphonium group is much higher than at a mercury cathode ethyltriphe-nylphosphonium chloride is thus reduced in methanol at a mercury cathode to a 5 3 mixture of ethyldiphenylphosphine and triphenylphosphine, whereas 91% triphenylphos-phine was isolated at a lead cathode [196]. 

Examples of high levels of 1,4-asymmetric induction in kinetically controlled cyclofunctionalizations are rare. Cyclizations of 5-hydroxyalkenes to form 2,5-disubstituted tetrahydrofurans (equation 47) proceed with low selectivity in most cases.lp Exceptions shown in Table 13 are the palladium-catalyzed cy-clization to a trans 2-vinyl system (entry l )30.i04f gjyj cyclization of a 2-phenyl system with mercury(II) chloride to give a preponderance of the cis isomer (entry 2), presumably through equilibration.136 Equilibration with substituents other than phenyl (Me or f-butyl) resulted in much lower selectivity.136-138... 

Irradiation of 330 in the presence of tert-butyl alcohol with low-pressure mercury lamp bearing a Vycor filter gave m-2,3-benzo-l-/tz -butoxy-l,4-dimethyl-4-phenyl-l,4-disilacyclooct-2-ene 334 in 33% yield (Equation 60), while a similar reaction of 331 led to the formation of /ra r-2,3-benzo-l-fert-butoxy-l,4-dimethyl-4-phenyl-l,4-disilacyclooct-2-ene 335 in 41% yield (Equation 61) <2006JOM2440>. 

Interaction of ferrocene and diazonium compounds, which is followed by loss of nitrogen, leads to a large number of derivatives 17, HI, 1, 14s, 30S) most of them, naturally, are aryl-substituted compounds. Ferrocene cannot only be mercuriated, but can also be metalled by lithium butyl or similar compounds such as sodium phenyl. A great variety of pt ibilities for substitution is afforded by the interaction of ferrocenyl lithium and halogen-containing compounds 5, 128, 143, 162). Carboxylic acids, in particular, may easily be obtained by formation of the lithium derivative of ferrocene and treatment with carbon dioxide. 

In a similar fashion, Pelkey et al. demonstrated that 1,2-bis(phenylsulfonyl) indole (84) would undergo nucleophilic addition by methyl cuprate to form 3-methyl-2-(phenylsulfonyl)indole (86) [41]. The phenylsulfonyl group can be removed by treatment with sodium-mercury amalgam to produce skatole (88). Other simple cuprates such as butyl cuprate add to 84 to form 3-butyl-2-(phenyl-sulfonyl)indole (89) [8]. The presumed intermediate with a C-2 anion could be trapped by addition of methyl iodide shortly after the addition of methylcuprate to 77 to yield 2,3-dimethyl-l-(phenylsulfonyl)indole (90) in 70% yield [8]. 

A solution of 16.0 g a-allylbutyrophenone in 180 mL rm-butyl alcohol was irradiated under nitrogen in an immersion well with a Pyrex-filtered 450-W Hanovia mercury arc until < 10% of the starting ketone remained. GC analysis showed six products, but none of products was identified as 3-methyl-l-benzoylcyclopentane. After stripping of the solvent, the residue was chromatographed on neutral alumina with cyclohexane/CHCl3 (1 1) as the eluent to afford five components, of which the first three were further purified by GC through a column packed with 15% QF-1 and 3% Carbowax. These compounds were 1 -phenyl-3-penten-1 -one, 4-phenyl-3-ethyl-4-pentenal, 1 -phenyl-2-aUylcyclobutanol, 2-phenylbicyclo[2.2. l]heptanol-2, and 3-phenyl-4-ethyl-3-cyclopentenol. 

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. 

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