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Trichloromethyl benzene

The common names of (di chloromethyl)benzene and (trichloromethyl)benzene are benzal chloride and benzo trichloride respectively... [Pg.442]

SULFURIC AND SULFUROUS ESTERS] (Vol 23) l-Pichloromethyl)-2-(trichloromethyl)benzene... [Pg.304]

Dichloromethyl)benzene and (trichloromethyl)benzene arise by further side-chain chlorination of benzyl chloride. [Pg.442]

Heating the bis(trichloromethyl)benzene with potassium nitrate, selenium dioxide or sodium chlorate to effect conversion to the bisfacyl chloride) led to eruptions at higher temperatures, and was too dangerous to pursue. [Pg.950]

Trichloromethane, cl45 (Trichloromethyl)benzene, t251 Tricyclophenylsilane, pi 59 3,3,3-Trichloropropylene oxide, el 8... [Pg.329]

At the beginning of the 20th century, arenes carrying fluorinated side chains were made from (trichloromethyl)benzene (benzotrichloride, 12). Unexpectedly perhaps, this was a facile exchange. Proceeding stepwise, it went to completion, and full fluorination could be achieved even using antimony(III) fluoride alone. [Pg.5]

Kinetically controlled conditions favor the formation of mixed fluorinated compounds if per-halo derivatives are fluorinated with hydrogen fluoride. Therefore, catalysts or coreagents are used to overcome this problem. Thus, selective fluorination of l,3-bis(trichloromethyl)benzene cannot be achieved by hydrogen fluoride using variations in temperature, pressure or time.247 However, if antimony(V) fluoride is added to hydrogen fluoride the reaction produces l-(tri-chloromethyl)-3-(trifluoromethyl)benzene. Selective fluorination can also be performed in compounds with different substitution patterns.247,251 253... [Pg.140]

Aluminum trichloride and boron trifluoride as additives have a similar effect on the fluorination of (trichloromethyl)benzene by antimony(III) fluoride. With the additives, the reaction starts even at O C but no exchange is observed in the absence of the catalysts.12 The relative exchange reactivity order of the antimony halides is as follows antimony(III) fluoride < anti-mony(III) fluoride + antimony/V) chloride < antimony(V) dichlorotrifluoride, antimony/V) di-bromotrifluoride < antimony/V) fluoride.3... [Pg.509]

Chlorine atoms in (trichloromethyl)benzenes which have fluoro, chloro, dichloromethyl, chloroformyl, cyano, isocyanato, jV-phthalimino or methyl substituents in the ring are substituted by fluorine using antimony(III) fluoride (Swarts reaction).3 4 2-(Trifluoromethyl)phen-yl isocyanate, 4-chloro-2-(trifluoromethyl)phenyl isocyanate, 2,4- and 2,5-bis(trifluoro-methyl)phenyl isocyanate, and 2,4-bis(trifluoromethyl)-l,5-phenylenc diisocyanate can be obtained in this way.5... [Pg.510]

Exhaustive exchange of chlorine atoms for fluorine can take place in l-(dichloromethyl)-2-(trichloromethyl)benzene treated with antimony(III) fluoride, while under the action of hydrogen fluoride the exchange occurs only in the trichloromethyl group.13... [Pg.511]

Trichloromethyl)benzene and its derivatives are easily fluorinated with antimony(III) fluoride however, with a trifluorosilyl group in the 2-position, the use of antimony(V) chloride catalyst is required. Trifluoro[2-(trifiuoromethyl)phenyl]silane (6) can be prepared by this procedure in 87% yield.80... [Pg.518]

Other catalysts used in fluorinations with antimony(III) fluoride are boron trifluoride and aluminum trichloride. The reaction of (trichloromethyl)benzene with antimony(III) fluoride and catalytic amounts of aluminum trichloride at 0 X gives mainly (dichlorofluoromethyl)ben-zene and a little (chlorodifluoromethyl)benzene. With greater amounts of aluminum trichloride, the major product is (chlorodifluoromethyl)benzene, bp 142 C.81... [Pg.519]

The relative fluorination activity of the aromatic antimony(V) fluorides can be judged by comparing the products of their reaction with (trichloromethyl)benzene conducted in l-2mL of dichloromethane for 2 hours at a fluorinating agcnl/substrate ratio of 1 -1.2 1 (Table 4).104... [Pg.524]

As can be seen, trifluorodi(phenyl)-/t5-stibane is less reactive than tctrafluoro(phenyl)-/l5-stibane. Even at 100 C the former converts (trichloromethyl)benzene into (trifluoromethyl)ben-zene in only 50%. However, the lower reactivity of trifluorodi(phenyl)-/5-stibane can be used for partial fluorination. Thus, the reaction of (trichloromethyl)benzene with trifluorodi(phenyl)-25-stibane (at the molar ratio of 1 1.1) in dichloromethane for 2 hours at 50-55 C gives (chlorodifluoromethyl)benzene in 65% yield and only 4% (trifluoromethyl)benzene.104... [Pg.524]

To ice-cold PhSbF4 (2 2.75 g, 10 mmol) in a quartz flask was added a solution of (trichloromethyl)benzene (1.95 g, 10 mmol) in anhyd CH2C12 (8 mL) and the mixture was heated for 2h at 50-55 C. (Tri-(luoromelhyl)benzene and the solvent were distilled in vacuo (1 Torr) into a trap cooled with liquid N2. The product was separated by fractional distillation yield 1.31 g (90%) bp 101-102 C nD2(l 1.4147. [Pg.524]

Reaction of disodium hexafluorosilicate with (trichloromethyl)benzene at 221 C for 10 hours affords a mixture in which (chlorodifluoromethyl)benzene (35 %) predominates over (dichloro-fluoromethyl)benzene (15%) and (trifluoromethyl)benzene (0.5%).15 In contrast, addition of antimony(V) chloride to the reaction of l-chloro-4-(trichloromethyl)benzene with disodium hexafluorosilicate increases the yield of l-chloro-4-(trifluoromethyl)benzene.lb... [Pg.643]

Lead(II) fluoride is a toxic, commercially available solid which melts at 822 °C. Lead(II) fluoride converts (trichloromethyl)benzene into (trifluoromethyl)benzene in 45 % yield in the gas-liquid phase at 225°C.17... [Pg.643]

Chem. Abstr. Name. (Trichloromethyl)benzene lUPAC Systematic Name. a.a.a-Trichlorotoluene... [Pg.457]


See other pages where Trichloromethyl benzene is mentioned: [Pg.493]    [Pg.487]    [Pg.506]    [Pg.116]    [Pg.116]    [Pg.493]    [Pg.948]    [Pg.949]    [Pg.1394]    [Pg.1440]    [Pg.1737]    [Pg.1863]    [Pg.756]    [Pg.775]    [Pg.175]    [Pg.179]    [Pg.1303]    [Pg.121]    [Pg.156]    [Pg.52]    [Pg.136]    [Pg.631]    [Pg.643]    [Pg.500]    [Pg.116]    [Pg.116]    [Pg.651]    [Pg.1013]   
See also in sourсe #XX -- [ Pg.176 , Pg.228 ]




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