O-Triphenyl

Synonyms/Trade Names o-Diphenylbenzene 1,2-Diphenylbenzene 2-Phenylbiphenyl 1,2-Terphenyl ortho-Terphenyl o-Triphenyl ... 

Mixture approx 70% isopropylphenyl diphenyl phosphate approx. 30 /o triphenyl phosphate ... 

Triphenylphosphine oxide [791-28-6], C gH OP, and triphenyl phosphate [115-86-6], C gH O P, as model phosphoms flame retardants were shown by mass spectroscopy to break down in a flame to give small molecular species such as PO, HPO2, and P2 (33—35). The rate-controlling hydrogen atom concentration in the flame was shown spectroscopically to be reduced when these phosphoms species were present, indicating the existence of a vapor-phase mechanism. 

Triphenyl phosphate [115-86-6] C gH O P, is a colorless soHd, mp 48—49°C, usually produced in the form of flakes or shipped in heated vessels as a hquid. An early appHcation was as a flame retardant for cellulose acetate safety film. It is also used in cellulose nitrate, various coatings, triacetate film and sheet, and rigid urethane foam. It has been used as a flame-retardant additive for engineering thermoplastics such as polyphenylene oxide—high impact polystyrene and ABS—polycarbonate blends. 

The intermediacy of N-arylbenzotriazoles in the formation of carbazoles from o-anilinobenzenediazonium salts has already been mentioned in Section 3.03.2.3. The parallel conversion of 1,4- and 1,5-diphenyl-l,2,3-triazoles to 3-phenylindole with minor amounts of the 2-isomer has been effected by flash vacuum pyrolysis (Scheme 106a) (75JCS Pl)l). Similar treatment of 1,3,5- or 3,4,5-triphenyl-1,2,4-triazole provides 1,3-diphenylisoindole (Scheme 106b) <75JCS(P1)12>. 

The reduction of benzofuroxans can lead to a variety of products, depending upon the conditions. Deoxygenation to benzofurazans (40) can be effected either directly, using trialkyl phosphites, -tributyl or triphenyl - phosphine, or indirectly, via o-quinone dioximes (41), using methanol and potassium hydroxide, or hydroxyl-amine and alkali. - - The dioximes may be isolated, but... 

The palladium-catalyzed reaction of o-iodoanilides with terminal acetylenic carbinols provides a facile route to the synthesis of quinolines using readily available starting materials (93TL1625). When o-iodoanilide 126 was stirred with acetylenic carbinol 127 in the presence of bis-triphenyl phosphine palladium(ll) chloride in triethylamine at room temperature for 24 h, the substituted alkynol 128 was obtained in 65% yield. On cyclization of 128 with sodium ethoxide in ethanol, 2-substituted quinoline 129 was obtained in excellent yield. 

R)- and (,S )-1.1,2-Triphenyl-l,2-ethancdiol which are reliable and useful chiral auxiliary groups (see Section 1.3.4.2.2.3.) also perform ami-sclcctive aldol additions with remarkable induced stereoselectivity72. The (/7)-diastercomer, readily available from (7 )-methyl mandelate (2-hy-droxy-2-phcnylaeetate) and phenylmagnesium bromide in a 71 % yield, is esterified to give the chiral propanoate which is converted into the O-silyl protected ester by deprotonation, silylation, and subsequent hydrolysis. When the protected ester is deprotonated with lithium cyclohexyliso-propylamide, transmetalated by the addition of dichloro(dicyclopentadienyl)zirconium, and finally reacted with aldehydes, predominantly twm -diastereomers 15 result. For different aldehydes, the ratio of 15 to the total amount of the syn-diastereomers is between 88 12 and 98 2 while the chemical yields are 71 -90%. Furthermore, high induced stereoselectivity is obtained the diastereomeric ratios of ami-15/anti-16 arc between 95 5 and >98 2. 

Bis-[triphenylphosphin]-carbonyl-organo-rhodium(0) bzw. -iridium(O) sind aus den entsprechenden Dichloro-Komplexen bzw. Carbonyl-tris-[triphenyl-phosphin]-rhodium(0) bzw.-iridium(O) aus den Chloro-Komplexen zuganglich7 ... 

The primary OH group can be selectively blocked by the bulky triphenyl-methyl (trityl) moiety, followed by esterification at the secondary OH groups and removal of the protecting trityl group. Thus 2,3-di-O-acetyl cellulose has been obtained by this procedure. Moreover, regioselectively substituted mixed cellulose esters, acetate/propionate, were prepared by subsequent acy-... 

Quebrachitol was converted into iL-c/j/roinositol (105). Exhaustive O-isopropylidenation of 105 with 2,2-dimethoxypropane, selective removal of the 3,4-0-protective group, and preferential 3-0-benzylation gave compound 106. Oxidation of 106 with dimethyl sulfoxide-oxalyl chloride provided the inosose 107. Wittig reaction of 107 with methyl(triphenyl)phos-phonium bromide and butyllithium, and subsequent hydroboration and oxidation furnished compound 108. A series of reactions, namely, protection of the primary hydroxyl group, 0-debenzylation, formation of A-methyl dithiocarbonate, deoxygenation with tributyltin hydride, and removal of the protective groups, converted 108 into 7. 

Suitable electrolytes for the aqueous phase (w) comprise, for example, LiCl, HCl, MgCl2, MgS04, while suitable electrolytes for the organic phase (o) comprise salts of, for example, tetrabutylammonium, tetraphenylarsonium, or bis(triphenyl-phosphoranylidene)ammonium cations with tetraphenylborate, tertrakis(4-chloro-phenyl)borate, or tetrakis[3,5-bis(trifluoromethyl)phenyl]borate anion. 

Tricresyl phosphate (a complex mixture containing tri-o, Xn-m-, and tri-para-cresyl phosphate that is used in certain hydraulic fluids) and TOCP are demonstrated testicular toxicants in rodents (Carlton et al. 1987 Somkuti et al. 1987a, 1987b). Tricresyl phosphate also has been shown to impair in vivo fertility in rats and mice (Carlton et al. 1987 Chapin et al. 1988a). In addition, tricresyl phosphate-treated female rats displayed vacuolar cytoplasmic alteration of ovarian interstitial cells (Carlton et al. 1987 NTP 1994). Reproductive effects have also been seen after oral exposure to butylated triphenyl phosphate (Latendresse et al. 1994b). 

Components Mixture of nonylphenyl diphenyl phosphate cumylphenyl phosphate cumylphenyl diphenyl phosphate triphenyl phosphate performance additives—phosphate ester blends including CAS 6630-28-3 Not specified Mixture of triphenyl phosphate o-isopropylphenyl diphenyl phosphate bis(o-isopropylphenyl)phenyl phosphate tris(o-isopropylphenyl)phosphate Not specified... 

Major components Mixture of isomers, predominantly m, p, little o Mixture of isomers Mixture of isomers Triphenyl phosphate... 

In a specific example in the same paper [17], one polymer contained triphenyl-methane fragments and the other o-nitrophenol moieties (A and B, respectively, in Scheme 5.1). The triphenylmethane residues were reacted with an alkyllithium and converted to surface-confined trityllithium species. This derivatized polymer was then mixed with an excess of the second polymer and the combination was used in the stoichiometric benzoylation of y-butryrolactonc (Scheme 5.2) or of phenylace-tonitrile (Scheme 5.3). The procedure was also demonstrated successfully using solid sodium hydride instead of the lithiated polymer. 

Bis(triorganostannyl)acetylenes are also isolated after heating either bis(triorganostannyl) acetylenedicarboxylates, R3Sn02CC=CC02SnR3 (R = Et, Pr, or Bu), at 160-180°C [Eq. (40)] (53) or O-triethylstannyl triethylstannylpropiolate above 100°C [Eq. (41)] (56). Bis(triphenyl-plumbyl) acetylenedicarboxylate was also reported to decarboxylate on... 

Acrylic acid, /ro i-/3-(o-NiTROPHEira.)-a-PHENYL-, 35, 89 Acrylonitrile, 30, 80 36, 6 Acrylonitrile, triphenyl-, 31, 52 Acylation of ethanolamine with phthalic anhydride, 32, 19 Acyloin reaction, 36, 79 2-Acylpyridines, phenylhydrazones of,... 

In triphenyl compounds, quite symmetric structures result with larger donors. In the DMF adduct of triphenyltinsaccharin165, the three phenyls lie almost symmetrically in the equatorial plane (CSnC from 116°-124° Sn-C 212.5 pm) and the axial O from the formamide and N from the benzisothiazolone are near-linear axial (NSnO = 176° Sn-N = 224.2 pm, Sn-O = 240.2 pm). 

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