1.1- Dichloro-2,2,2-trifluoro

Phosphane Dichloro-(trifluoro-ethenyl)- ElOa. 522 (Educt)... 

Phosphinigoate Diethyl 2-[2-(1,2-Dichloro-trifluoro-cthoxy)-2-(trifluoro-l-trifluoromethyl-ethoxy]-tetrafluoro-ethan E10b2. 153 (Educt)... 

Iridium Bis-[triphenylphosphan]-carbonyl-dichloro-trifluoro-metliyl- XIII/9b. 511... 

Bromo-1 -(2,2-dichloro-1 -fluoro-ethenyl)- E10b2, 146 (Educt) 4-Biomo-l-(1,2-dichloro-trifluoro-elhyl)- E10b2, 143 (Educt)... 

Bis-[1.2-dichloro-trifluoro-cthyl]-hexafluoro- E10b2, 144 (Eduet)... 

With bromine trifluonde and 1% tin tetrachloride as a catalyst, 1,3-dichloro 2-fluoropropane gives 1,2,3 tnfluoropropane Without the catalyst, l-chloro-2,3 difluoropropane provides a four-component product mixture 1,2,3-trifluoro-propane, 3-chloro-l,l,2-tnfluoropropane, l-chloro-2,2,3-tnfluoropropane, and 1,1,2,3-tetrafluoropropane [9] (equations 7 and 8)... 

Trihalomethyl groups have a-constants similar to those of the halogens but seem to be generally much less reactive than chlorine. However, convenient displacement of the former is often possible. Chlorine is more reactive than the trifluoromethyl group in 4-chloro-and 4,6-dichloro-2-trifluoromethylpyrimidine and the 5-nitro derivative of the latter thus ammonia or hydrosulfide ion gave the 4-and 4,6-analogs. In the isomeric 2,6-dichloro-5-nitro-4-trifluoro-... 

Notable examples of general synthetic procedures in Volume 47 include the synthesis of aromatic aldehydes (from dichloro-methyl methyl ether), aliphatic aldehydes (from alkyl halides and trimethylamine oxide and by oxidation of alcohols using dimethyl sulfoxide, dicyclohexylcarbodiimide, and pyridinum trifluoro-acetate the latter method is particularly useful since the conditions are so mild), carbethoxycycloalkanones (from sodium hydride, diethyl carbonate, and the cycloalkanone), m-dialkylbenzenes (from the />-isomer by isomerization with hydrogen fluoride and boron trifluoride), and the deamination of amines (by conversion to the nitrosoamide and thermolysis to the ester). Other general methods are represented by the synthesis of 1 J-difluoroolefins (from sodium chlorodifluoroacetate, triphenyl phosphine, and an aldehyde or ketone), the nitration of aromatic rings (with ni-tronium tetrafluoroborate), the reductive methylation of aromatic nitro compounds (with formaldehyde and hydrogen), the synthesis of dialkyl ketones (from carboxylic acids and iron powder), and the preparation of 1-substituted cyclopropanols (from the condensation of a 1,3-dichloro-2-propanol derivative and ethyl-... 

Reaction of 2-cyanomethylpyridine with iV-(l-aryl-l-chloro-2,2,2-trifluoroethyl)-iV -(4-methylphenyl)carbodiimides, and with (1,1,2,2,2-pentachloro- and l,l-dichloro-2,2,2-trifluoroethyl)isocyanates or A-methoxycarbonyl-l,2,2,2-tetrachloro-, — l-chloro-2,2-trifluoroacetaldehyde imines afforded 3-aryl-4-cyano-l-(4-methylphenyl)imino-3-trifluoromethyl-2,3-dihydro-17/-pyrido[l,2-f]pyrimidines and 4-cyano-3-trichloro-, 4-cyano-3-trifluoro-17/-pyrido[l,2-4pyrimidin-l-ones, respectively <2004CHE47>. Refluxing 2-cyanomethylpyridine and iV-(l-aryl-l-chloro-2,2,2-trifluoroethyl)isocyanates in benzene furnished l-aryl-4-cyano-l-trifluoromethyl-l,2-dihydro-3//-pyrido[l,2-4pyrimidin-3-ones. However, when the solution of the isocyanate was added dropwise to the solution of 2-cyanomethylpyridine, and the reaction mixture was then treated with NEt at room temperature, the isomeric 3-aryl-4-cyano-3-trifluoromethyl-2,3-dihydro-l//-pyr-ido[l,2-dpyrimidin-l-ones were obtained. Reaction of l-(acetyl- and benzoylmethylene)-6,7-dimethoxy-l,2,3,4-tetra-hydroisoquinolines with PhCONCS yielded 1-acetyl-, 1 -benzoyl-9,10-dime thoxy-3-pheny 1-6,7-dihydro-2//-pyrimido[6,l- ]isoquinoline-2-thiones <2003SL2369>. 

Yin H, Jones JP, Anders MW. Metabolism of l-fluoro-l,l,2-trichloroethane, l,2-dichloro-l,l-difluoroethane, and l,l,l-trifluoro-2-chloroethane. Chem Res Toxicol 1995 8(2) 262-268. 

Information is given on Freons 11, 12, 13, 21, 22. 113, 114 trichlorofluoro-, dichlorodifluoro-, chlorotrifluoro-, dichlorofluoro- and chlorodifluoro-methane 1,1, 2-trichloro-l,2,2-trifluoro-, and 1,2-dichloro-tetrafluoro-ethane, respectively. 

Catalytic asymmetric methylation of 6,7-dichloro-5-methoxy-2-phenyl-l-indanone with methyl chloride in 50% sodium hydroxide/toluene using M-(p-trifluoro-methylbenzyDcinchoninium bromide as chiral phase transfer catalyst produces (S)-(+)-6,7-dichloro-5-methoxy-2-methyl-2--phenyl-l-indanone in 94% ee and 95% yield. Under similar conditions, via an asymmetric modification of the Robinson annulation enqploying 1,3-dichloro-2-butene (Wichterle reagent) as a methyl vinyl ketone surrogate, 6,7 dichloro-5-methoxy 2-propyl-l-indanone is alkylated to (S)-(+)-6,7-dichloro-2-(3-chloro-2-butenyl)-2,3 dihydroxy-5-methoxy-2-propyl-l-inden-l-one in 92% ee and 99% yield. Kinetic and mechanistic studies provide evidence for an intermediate dimeric catalyst species and subsequent formation of a tight ion pair between catalyst and substrate. 

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