Diphenyldichlorosilane

In 1988, the United States consumption of monochlorobenzene was 120 million kilograms 42% for the production of nitrochlorobenzenes, 28% for solvent uses, and the remaining 30% for other appHcations such as diphenyl ether, ortho- and i ra-phenylphenols, sulfone polymers, and diphenyldichlorosilane, an intermediate for specialty siHcones. 

Other apphcations for monochlorobenzene include production of diphenyl-ether, ortho- and i ra-phenylphenol, 4,4 -dichlorodiphenylsulfone, which is a primary raw material for the manufacture of polysulfones, diphenyldichlorosilane, which is an intermediate for specialty siUcones, Grignard reagents, and in dinitrochlorobenzene and catalyst manufacture. 

All other reactions were carried out under dry inert gas (nitrogen or argon). Reagents were distilled before use. Octaphenylcyclotetrasilane (mp=322 C) was prepared from diphenyldichlorosilane and Li in 27% yield. 

Kipping experiment of the coupling of diphenyldichlorosilane had to be very low because in addition to cyclic tetramer, large quantities of cyclic pentamer and hexamer were formed. Only very recently was existance of polysilanes with two aryl substituents proved by Miller who prepared... 

Li and co-workers also reported a highly efficient conjugate addition reaction with arylsilanes as nucleophilic reagents. The reaction of 2-cyclohexenone with 4 equiv. of either diphenyldichlorosilane or phenylmethyldichlorosilane in water generated the conjugate addition product in 97% and 95% yields, respectively (Scheme 55).143 An excess of sodium fluoride additive was important in this reaction. 

Honigberg et al (78) tested reversed-phase chromatography for separation of a number of drugs, including hydralazine. The columns contained either octadecyltrichlorosilane or diphenyldichlorosilane, bonded to 37 to 50 Jjn pellicular silica packing. Of the numerous mobile phases tested, the best for separating hydralazine, hydrochlorothiazide, and reserpine was acetonitrile/0.1% ammonium acetate (20 80), pH 7 35. The columns were 1.22 m x 2 3 mm (ID) and the flow rate was 1.4 ml per minute. Detection was by ultraviolet absorption at 25 nm. 

Diphenyldichlorosilane is thought to react with hemiacetal 1 to afford silyl heraiac-etal 22 and thereby liberate HC1 to perpetuate the reaction. The investigators design... 

The discussion continues regarding the role of silanone and cyclodisiloxanes as reactive intermediates in the formation of Si-O-Si bond.25 In studies of the reaction of dimethyldichlorosilane, phenylmethyldichlorosilane, or diphenyldichlorosilane with dimethyl sulfoxide in the presence of 2,2,5,5-tetramethyl-l-oxa-2,5-disilacyclopentane, Weber and co-workers obtained products of the insertion of diorganosiloxy unit into the cyclic siloxane, accompanied... 

Diisobutylaluminum hydride Dimethyldichlorosilane Diphenyldichlorosilane Dipropylaluminum hydride Ethylaluminum dichloride Ethylaluminum sesquichloride Ethyldichloro silane Ethyltrichlorosilane Fluorine... 

Synonym Dipentene Dipentyl Phthalate Diphenylamine Diphenyldichlorosilane Diphenyl Ether Diphenyl Ketone Diphenylmethanediisocyanate (MDI) Diphenyhnethannone-4,4-Diisocyanate Diphenyl Methanone Diphenyl Oxide Diphenylsilicon Dichloride Compound Name Dipentene Di-N-Amyl Phthalate Diphenylamine Diphenyldichlorosilane Diphenyl Ether Benzophenone Diphenylmethanediisocyanate (MDI) Diphenylmethanediisocyanate (MDI) Benzophenone Diphenyl Ether Diphenyldichlorosilane... 

Siloxanes 1 (R = Me, Ph synthesized from 3-phenylallyl alcohol and dimethyl- and diphenyldichlorosilane, respectively) on photolysis afforded one cyclobutane product, the all-p-am-isomer 2, in almost quantitative yield.2 Photolysis of 3-phenylallyl alcohol under the same conditions resulted in very little cyclobutane formation. 

Figure 8.5 Synthesis of Phosphonated Silanes from Dimethyl methane phosphonate and Diphenyldichlorosilane (77)...

This investigation aims for the first time at the stabilization of photoisomers of photochromic dye molecules in molecular sieves by modification of the MCM-41 surface and covalent bonding of dye molecules. Diphenyldichlorosilane is utilized for pre-silylation to warrant an anchoring of the dyes exclusively inside the MCM-41 channel structure. 

Approximately 1 - 1.5 g of MCM-41 were given in a flask and capped with a stopper. Subsequently the flask was evacuated (10 3 mbar) for 2 h and filled with nitrogen. The molecular sieve sample was suspended in 30 - 50 mL dry tetrahydrofurane (THF), and 25 pL - 600 pL of diphenyldichlorosilane (Ph2SiCl2) were added under stirring. 

Scheme 1. Silylation reactions on MCM-41 surface a) silylation of the outer surface by diphenyldichlorosilane in THF at ambient temperature and b) functionalization of the inner surface with APTES in CH2C12 at ambient temperature and toluene at reflux. APTES is not neccessarily bonded on three silanol groups.

Spectrum b) in Figure 2 indicates the specific silylation of the outer surface with diphenyldichlorosilane, since even after addition of high amounts of the silylation agent the... 

Silylation of the outer surface with diphenyldichlorosilane does practically not influence the texture of MCM-41. As previously indicated by TEM micrographs only the external surface is effected.8 It is noteworthy, too, that the pre-silylation is independent on the offered amount of silane (Table 2) and, thus, does not result in a bonding at the inner surface at ambient temperature. A shrinking of pore diameter by utilizing diphenyldichlorosilane is only observed at higher reaction temperatures. 

Resistance of texture parameters to pre-silylation with diphenyldichlorosilane at ambient temperature Silane loading (x), total surface area (S10t), external surface area (Sext), mesopore surface area (Sme), mesopore volume (V ) and mesopore diameter (Dm,). ... 

However, analogous diorganosilanediols 43b are relatively stable compounds. For example, diphenylsilanediol (44), having no carbon analogue, is an isolable crystalline compound, which is easy to prepare by hydrolysis of diphenyldichlorosilane, diphenyldialkoxysilanes, and other diphenyl-substituted hydrolyzable silanes. 44 was synthesized for the first time by Kipping as early as 191263). 

The mixture of chromium trioxide with one equivalent of trimethylsilyl chloride, with no solvent added, results in the formation of an explosive red liquid that is soluble in dichloromethane or tetrachloromethane.428 It is suggested, with no spectroscopic evidence, that it consists of trimethylsilyl chlorochromate [Me3Si-0-Cr(0)2-Cl]. This compound, which can safely be used in organic solvents, is able to oxidize alcohols to aldehydes or ketones, and interacts with r-butyldimethylsilyl ethers producing deprotection, followed by oxidation of the liberated alcohol.138 Compounds analogue to trimethylsilyl chlorochromate are also able to oxidize alcohols, although they possess lesser reactivity. They can be prepared by reaction of chromium trioxide with dimethyldichlorosilane and diphenyldichlorosilane.428b... 

The first reported examples, Fe(C5H4)2SiPh2 (47) and the spiro compound Si(H4C5FeC5H4)2 (52)131, were synthesized by a classical procedure (see Section II) via the reaction of dilithioferrocene-TMEDA with diphenyldichlorosilane and tetrachlorosilane, respectively. The other members in this class were prepared analogously or via the reaction of ferrous chloride with the corresponding dilithiated bis(cyclopentadienyl)dimethylsilane11°,132 134. 

Phenol TosCl-PNBP/ TCT-fluorescein, Alizarin R, or fuchsin/ diphenyldichlorosilane-methyl red ... 

Test Diphenyldichlorosilane-Methyl red10 Application Detection of alcohols Test time ca. 25 min Reagent preparation time minutes... 

Experimental Procedure. A few milligrams of resin are moistened with a solution of 10% Et3N in anhydrous DCM (200 pi) and treated with diphenyldichlorosilane (100 pi) for 10 min. The resin is then filtered, washed... 

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