The Yields of Some Grignard Reagents. Alternating Properties of Normal Alkyl Bromides

Abstract

it still would not affect seriously our conclusions in view of the experiment (described above) on benzylmagnesium chloride, F-chlorotoluene and carbon dioxide. The tests with the several benzoic acids are sufficiently important to warrant further study, and we are collecting samples of benzoic acid which (as well as we can determine) are free of any hereditary and acquired taint of halogen.Benzylmagnesium Chloride and Cupric Chloride.-From the reaction carried out in the customary manner14 between 0.3 mole of benzylmagnesium chloride and 0.3 mole of cupric chloride there was obtained a 70% yield of pure dibenzyl and a trace of di-ptolyl. The 4.6 g. of non-steam distillable tar gave only benzoic acid on oxidation.Benzylmagnesium Chloride and Azobenzene.-From one mole of benzylmagnesium chloride and 0.44 mole of azobenzene there was obtained 52.3% of benzidine and 37% of dibenzyl.Benzylmagnesium Chloride and Formaldehyde.-Formaldehyde was led over the surface of 0.4 mole of benzylmagnesium chloride until a negative color test21 was obtained showing that all of the Grignard reagent had been used up. In addition to a 26.9% yield of o-tolylcarbinol there was obtained about 0.3 g. of di-F-tolyl.

The USE OF ORGANOCADMIUM REAGENTS FOR THE PREPARATION OF SUBSTITUTED Β-Aroylpropionic ACIDS

“…-Naphthyl bromide was reinvestigated and was found to yield the desired ester in 64% yield as compared to the previously reported 45%. The much lower yield (34%) obtained with <3-bromonaphthalene is consistent with other work reported on the relative usefulness of these two isomers in the Grignard reaction (21).…”

Polymerization of Acetaldazine

“…16 This filtrate was titrated by the method of Gilman. 14 2,2 1 -Azobisisobutyronitrile was purified by recrystallization from 95-% ethanol. Benzoyl peroxide was purified by fractional precipitation from a chloroform solution, using ethyl alcohol as precipitant.…”

Synthesis of [(μ-RS)Fe2(CO)6](μ4-S)[(μ-R‘S)Fe2(CO)6] and [(μ-t-BuS)Fe2(CO)6](μ4-Se)[(μ-PhSe)Fe2(CO)6] via Reactions of (μ-RS)(μ-p-MeC6H4SO2S)Fe2(CO)6 with Nucleophiles. Crystal Structure of [(μ-t-BuS)Fe2(CO)6](μ4-S)[(μ-PhC⋮CS)Fe2(CO)6]

“…Further purification of the products was by recrystallization from the mixed solvent CH 2 Cl 2 /petroleum ether. (μ-RS)(μ- p -MeC 6 H 4 SO 2 S)Fe 2 (CO) 6 (R = Et, t-Bu), μ-S 2 Fe 2 (CO) 6 , μ-Se 2 Fe 2 (CO) 6 , RMgX (R = Et, Me, Ph), and PhC⋮CMgBr were prepared according to literature methods. Elemental selenium was of commercial origin.…”