Sodium 2- phenyl

H-Benzimidazole, 1 -[3-[4-(diphenylmethyl)-1 -piperazinyl] propyl]-. See Diphenylmethyl piperazinyl benzimidazole 1H-Benzimidazole-5-sulfonic acid, 2-phenyl-, monosodium salt. See Sodium phenylbenzimidazole sulfonate IH-Benzimidazolesulfonic acid, 2-phenyl-, sodium salt, compd. with 2,2, 2"-nitrilotris (ethanol). See TEA-phenylbenzimidazole sulfonate... 

The fact that n-butylbenzene can be prepared in reasonable yield by the action of sodium upon a mixture of bromohenzene and n-butyl bromide can be partly explained on the assumption that n-butyl bromide reacts with phenyl-sodium more rapidly than does bromobenzene. It is interesting to note that n-butylbenzene can be prepared either from benzylsodium and n-propyl bromide or from phenylsodium and n-butyl bromide (Section VI,29). 

The formation of alkylbenzenes, largely free from unaaturated compounds, provides another interesting application of organosodium compounds. Thus pure M-butylbenzene is readily obtained in good yield from benzyl sodium and n-propyl bromide. Benzyl-sodium is conveniently prepared by first forming phenyl-sodium by reaction between sodium and chlorobenzene in a toluene medium, followed by heating the toluene suspension of the phenyl-sodium at 105° for about 35 minutes ... 

Alkylbenzenes are also obtained (but in somewhat lower yield) from phenyl-sodium and alkyl bromides. Thus ethylbenzene is produced from phenyl-sodium and ethyl bromide ... 

About 2-3 per cent, of diphenyl is formed in the initial preparation of phenyl-sodium and, in consequence, careful fractionation is required in the case of alkylbenzenes with a b.p. near that of diphenyl. 

Ethylbenzene. Prepare a suspension of phenyl-sodium from 23 g. of sodium wire, 200 ml. of light petroleum (b.p. 40-60°) and 56 3 g. (50 9 ml.) of chlorobenzene as described above for p-Toluic acid. Add 43 -5 g. (30 ml.) of ethyl bromide during 30-45 minutes at 30° and stir the mixture for a further hour. Add water slowly to decompose the excess of sodium and work up the product as detailed for n-Butylbenzene. The yield of ethylbenzene, b.p. 135-136°, is 23 g. 

To 4.9 g of finely pulverized sodium in 50 ml of absolute benzene add dropwise with stirring 12 g of chlorobenzene in 50 ml of absolute benzene. As soon as the exothermic reaction begins, maintain the temperature by cooling between 30° and 35°C, and continue stirring for 2 to 3 hours. To the resulting phenyl sodium add dropwise 19.8 g of thio-xanthene in 120 ml of absolute benzene. The slightly exothermic reaction ceases after about 1 to 1 /j hours. 

Reduction of the exocylic double bond and inclusion of the side chain nitrogen in a piperidine ring leads to a compound (19) which exhibits skeletal muscle relaxant activity. Its one step synthesis begins with reaction of thioxanthene (17) with phenyl sodium... 

BF24NaC32Hi2, Borate, tetrakis(3,5-bis(trifluor-omethyl)phenyl)-, sodium salt, 34 5... 

C30H24O4P2W, Tungsten(O), tetracarbonyl 1,2-bis(diphenylphosphino)ethane -, 34 108 C32Hi2BF24Na, Borate, tetrakis(3,5-bis(trifluoro-methyl)phenyl)-, sodium salt, 34 5 C32H29FeNP2, Iron(II), cyano( ) -cyclopentadie-nyl)-l,2-bis(diphenylphosphino)ethane-, 34 161... 

Methylene appears to be formed by dehydro-halogenation of CH3C1 with strong bases.47 Methyl chloride and phenyl sodium, in the presence of cyclohexene, isobutylene, and cf.s-2-butene, yielded norcarane, 1,1-dimethylcyclopropane, and cis-l,2-dimethylcyclopropane, respectively. 

Although phenyl-sodium and -potassium may be made from reactions between phenyl-lithium and the heavier metal alkoxides, the structures of the donor-free solid compounds are apparently still unknown. The dimeric adducts [NaPh.PMDTA]2 and [NaC6H4Ph.TMEDA]2 have been characterized1 and the structure of a solvent-free arylsodium [Na(C6H3Mes2-2,6)]2, 32 (Fig. 17), has been described.63 The sodium interacts with the ipso... 

N1 BARBITURIC ACID, 5-ETHYL-5-PHENYL- SODIUM SALT... 

The metalation of benzylamines is similarly interesting, because slight variations of the reaction conditions can significantly alter the regioselectivity of proton removal. Treatment of N,N-dimethylbenzylamine with organolithium compounds leads to dean ortho-metalation of the phenyl group [418, 431], If, however, phenyl-sodium [432] or mixtures of organolithium compounds and KOfBu [193, 209, 433]... 

Common Name Carbenicillin phenyl sodium Carfecillin sodium... 

This is indeed what happens if the base is sodium methoxide (pKa 16). If, however, it is phenyl-sodium (pKa about 50), only 6% of the product is labelled in this way while 94% of the product has only one deuterium atom. 

A similar reaction to prepare phenyl sodium can be written as... 

These results led Schumb and Sailer to devise a two-stage synthesis 6 which allows a much better control. The sodium first is allowed to react with a halide such as chlorobenzene in a solvent to yield phenyl sodium. After the heat of this reaction is dissipated, the phenyl sodium is mixed with the silicon halide in solution, and a milder reaction ensues. In this way hexaphenyldisilane was made from hexachlorodisilane, and hexaphenyldisiloxane from hexachlorodisiloxane. Moreover, phenyltrichlorosilane was made by the action of less than one equivalent of sodium phenyl on silicon tetrachloride. The use of a separately prepared sodium alkyl in this way provides the same degree of control as in a Grignard synthesis, and the reactions indeed are very similar. Organolithium compounds probably could be used in the same way. 

The solvent-free phenyl derivatives of the heavier alkali metals have not been structurally characterized. Phenyl sodium dimers crystallize in the presence of donors such as, PMDTA and TMEDA. Using the bulky mesityl-substituted derivatives, a solvent-free arylsodium compound has been characterized [Na(C6H3Mes2-2,6)]2. ... 

DOWIZID A 2-HYDROXYBIPHENYL SODIUM SALT 2-HYDROXYDIPHENYL SODIUM 2-HYDROXYDIPHENYL, SODIUM SALT MIDDU-RID MYSTOX WFA NATRIPHENE OPP-Na OPP-SODIUM ORPHENOL PHENOL, o-PHENYL-, SODIUM deriv. o-PHENYLPHENOL, SODIUM SALT 2-PHENYL-PHENOL SODIUM SALT PREVENTOL-ON PREVENTOL ON ON EXTRA SODIUM 2-BIPHENYLOLATE SODIUM (l,l -BIPHENYL)-2-OLATE... 

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