Grignard reagents compounds

Unlike selenobenzophenone, 4 reacts with alkyllithium to afford mainly the corresponding carbophilic adducts, and with Grignard reagents, compounds resulting from addition of the organic radical to sulfur. 

The conversion of compound B to compoimd C is achieved via a Grignard reaction that employs acetone as the electrophile. Therefore, the Grignard reagent (compound B) must be cyclohexyl magnesium bromide, as shown. 

CH3)2N]3P0. M.p. 4°C, b.p. 232"C, dielectric constant 30 at 25 C. Can be prepared from dimethylamine and phosphorus oxychloride. Used as an aprotic solvent, similar to liquid ammonia in solvent power but easier to handle. Solvent for organolithium compounds, Grignard reagents and the metals lithium, sodium and potassium (the latter metals give blue solutions). 

Water, alcohols and hydroxy compounds generally, and also primary and secondary amines, give the hydrocarbon corresponding to the Grignard reagent,... 

Since Grignard reagents can easily be obtained from aryl halides, they are of special value in the s nthesis of many aromatic compounds, particularly as, for reasons already stated (pp. 270, 276), aromatic compounds cannot generally be prepared by means of ethyl acetoacetate and ethyl malonate. 

The pale yellow colour cannot be removed by redistiUation or recrystal lisation the coloured product probably contains some amino compound rendering it unsuitable for conversion into a Grignard reagent. A pure... 

These compounds are soluble in ether, are comparatively stable, and exhibit many of the reactions of Grignard reagents but are more reactive. Because of their greater reactivity, organohthium compounds can often be used where Grignard reagents fail thus they add to the azomethine linkage in pyridines or... 

Many organic halides do not react satisfactorily with lithium to form RLi ecMnpounds or with metallic magnesium to form Grignard reagents. The desired organolithium compound can often be prepared by a halogen-metal interconversion reaction ... 

Organocadmiura compounds may be prepared by the action of anhydrous cadmium chloride upon the corresponding Grignard reagents, for example ... 

The main use of organocadmium compounds is for the preparation of ketones and keto-esters, and their special merit lies in the fact that they react vigorously with acid chlorides of all types but add sluggishly or not at all to multiple bonds (compare addition of Grignard reagents to carbonyl groups). Some t3rpical syntheses are ... 

The anion B is just the enolate anion of a carbonyl compound, actually the same as A. So there is no need to use a Grignard reagent or any other synthetic equivalent in this reaction anion B itself can be the intermediate and we simply treat the aldehyde with mild base ... 

The preparation of the bromobenzodioxole or bromobenzene is going to be the same no matter which one is used and no matter which precursor the chemist wishes to make. This means that this first part needs to be done correctly. This first part of preparation that Strike is talking about is the creation of a Grignard reagent out of the bromo compound starting material [125,131-134]. Mr. Grignard earned a Nobel prize for this in 1912 so you can bet that it s a pretty good procedure. 

Organolithium and -magnesium compounds. Compared with extensive studies carried out on the Ni-catalyzed transmetallation reaction of Grignard reagents[43I,432], few examples of the Pd-catalyzed reactions of Mg are... 

The mam synthetic application of Grignard reagents is their reaction with certain carbonyl containing compounds to produce alcohols Carbon-carbon bond formation is rapid and exothermic when a Grignard reagent reacts with an aldehyde or ketone... 

The type of alcohol produced depends on the carbonyl compound Substituents present on the carbonyl group of an aldehyde or ketone stay there—they become sub stituents on the carbon that bears the hydroxyl group m the product Thus as shown m Table 14 3 (following page) formaldehyde reacts with Grignard reagents to yield pri mary alcohols aldehydes yield secondary alcohols and ketones yield tertiary alcohols... 

Organohthmm compounds and Grignard reagents are strong bases and react instantly with compounds that have —OH groups... 

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