Boron fluoride-trimethylamine

Boron fluoride, for catalysis, 1 23 compound with hexamethyldi-silazane, 5 58 high-purity, 1 2l Boron fluoride-trimethylamine, 5 26... 

Boron fluoride-trimethylamine is a white, crystalline solid melting in a closed tube at 138°.3 The vapor pressure of the solid is given by the equation4... 

Trimetaphosphimic acid, 6 79 Trimethylamine, coordination compounds with boron fluoride and chloride, 5 26, 27 purification of, 2 159 Trimethylamine-sulfur dioxide, 2 159... 

A slow current of trimethylamine is admitted to the flask. Then the valve on the boron fluoride cylinder is opened slowly. The flask will fill immediately with dense white fumes of the product. The valve on the boron fluoride cylinder is adjusted so that the bubbler shows no appreciable net flow of gas out of the flask, and the reaction is allowed to continue until the desired quantity of product has accumulated in the flask. The flow of trimethylamine is discontinued, and then that of boron fluoride is stopped, t The white solid product can be recrystallized from benzene or ethanol. The yield for a reaction time of 40 minutes is ca. 12.5 g. 

BC1j-(CH3)3N Boron chloride-trimethylamine, 5 27 BF3 Boron fluoride, 1 21, 23 compound with hexamethyl-... 

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-... 

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