Ethylmagnesium iodide

The effect of ethylmagnesium iodide on ethoxyacetylene leads to a metal acetylide, which detonate when the medium is stirred. 

A stirred mixture of ethoxyacetylene with ethylmagnesium iodide in ether exploded when the agitator was turned off. The corresponding bromide had been used without incident in earlier smaller-scale attempts. 

Treatment of phosphorus trichloride with an excess of the Grignard reagent (4) leads to the sterically hindered phosphine (5).4 A sample of 14C-labelled triethyl-phosphine has been synthesized from 14C-labelled ethylmagnesium iodide and phosphorus trichloride.5 The reaction of chlorodiphenylphosphine with the Grignard... 

Chloronitrobenzene, 2141 Chromyl chloride, 4054 Diethyl 4-nitrophenyl thionophosphate, 3328 Ethylmagnesium iodide, 0859... 

Ethylmagnesium iodide, 0859 Methylmagnesium iodide, 0446 Phenylmagnesium bromide, 2225... 

The most important and widely used approach to chiral sulfoxides is the method developed by Andersen (5) based on the reaction between the diastereomerically pure (or strongly enriched in one dia-stereomer) menthyl arenesulfinates and Grignard reagents. The first stereospecific synthesis of optically active (+H7 )-ethyl p-tolyl sulfoxide 22 was accomplished in 1962 by Andersen (75) from (-)-(iS)-menthyl p-toluenesulfmate 45 and ethylmagnesium iodide. 

A. (Perfluorohexyl)ethylmagnesium iodide. A 500-mL, three-necked flask equipped with a stirring bar etnd a reflux condenser is dried in an oven overnight and then cooled under argon. Dry ether (20 mL) and 2-perfluorohexyl-1-iodoethane (1 mL) ate added to magnesium (2.91 g, 120 mmol) in the dried flask equipped with a reflux condenser, thermometer and an outlet to argon gas (Note 1). The reaction is initiated by... 

See Ethylmagnesium iodide Ethoxyacetylene See other ACETYLENIC COMPOUNDS... 

Diethylgold bromide, 1666 Dimethylantimony chloride, 0896 Dimethylbismuth chloride, 0889 Ethylmagnesium iodide, 0855 Methylmagnesium iodide, 0445 Methylzinc iodide, 0446 ALKYLALUMINIUM HALIDES GRIGNARD REAGENTS TRI Al, KYI,ANTIMONY HALIDES... 

Ethylmagnesium iodide, 0855 Methylmagnesium iodide, 0445 Phenylmagnesium bromide, 2218 4-Trifluoromethylphenylmagnesium bromide, 2639 3-Trifluoromethylphenylmagnesium bromide, 2639 2-Trifluoromethylphenylmagnesium bromide, 2639 See other HALO-ARYLMETALS... 

B-12. An organic compound B is formed by the reaction of ethylmagnesium iodide (CH3CH2MgI) with a substance A, followed by treatment with dilute aqueous acid. Compound B does not react with PCC or PDC in dichloromethane. Which of the following is a possible candidate... 

In 1964, thanks to the development of modern techniques, especially electron-spin resonance (ESR), a direct proof could be given of the occurrence of radicals in the reaction of Grignard reagents, such as ethylmagnesium iodide, phenylmagnesium bromide, and /Jflra-tolylmagnesium bromide, in tetrahydrofuran (THF) with aromatic ketones, such as 4-chlorobenzophenone, 4-aminobenzophenone, 4-methoxybenzophenone, 4,4 -dimethoxybenzophenone, acetophenone, and 4-bromoacetophenone [34]. 

The concentration of Grignard reagent could also be a factor in the stereochemical outcome. The addition of ethylmagnesium chloride to 26 in diethyl ether was highly selective for the R R stereoisomer at concentrations of 0.09-0.72 M (81-83%). The chloromagnesium compound is associated even at low concentrations. The stereoselectivity of addition to 26 by ethylmagnesium bromide, which is monomeric at low concentration, is concentration-dependent. Selectivity for the R R isomer varied from 74% at 0.70 M, where the dipolar model 28 should dominate, to 55% at 0.044 M, at which the cyclic model 27 should be more important. The stereoselectivity for reaction of 26 with ethylmagnesium iodide is also concentration-dependent. 

The reaction between dihydrothebaine and ethylmagnesium iodide affords ethyl- and isoethyldihydrothebainone, the former of which has been converted to ethyldihydrooodeinone and ethyldihydro-morphinone, reduction of which could not be effected [8],... 

Thioesters add ethylmagnesium iodide to form a new organometalllc reagent. This readily adds to carbonyl compounds to afford the corresponding hydroxyketones on hydrolysis. OH... 

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