Compounds from reaction with

Scheme 4 Formation of platinum-containing compounds from reaction with dicarboxyl-containing compounds.

Boron trifluoride is used for the preparation of boranes (see Boron compounds). Diborane is obtained from reaction with alkafl metal hydrides organoboranes are obtained with a suitable Grignard reagent. 

Organosodium compounds are prepared from sodium and other organometaUic compounds or active methylene compounds by reaction with organic haUdes, cleavage of ethers, or addition to unsaturated compounds. Some aromatic vinyl compounds and aHyUc compounds also give sodium derivatives. 

Benzyl chloride readily forms a Grignard compound by reaction with magnesium in ether with the concomitant formation of substantial coupling product, 1,2-diphenylethane [103-29-7]. Benzyl chloride is oxidized first to benzaldehyde [100-52-7] and then to benzoic acid. Nitric acid oxidizes directly to benzoic acid [65-85-0]. Reaction with ethylene oxide produces the benzyl chlorohydrin ether, CgH CH20CH2CH2Cl (18). Benzylphosphonic acid [10542-07-1] is formed from the reaction of benzyl chloride and triethyl phosphite followed by hydrolysis (19). 

Nitrobenzotrichloride is also obtained in high yield with no significant hydrolysis when nitration with a mixture of nitric and sulfuric acids is carried out below 30°C (31). 2,4-Dihydroxybenzophenone [131 -56-6] is formed in 90% yield by the uncatalyzed reaction of benzotrichloride with resorcinol in hydroxyHc solvents (32) or in benzene containing methanol or ethanol (33). Benzophenone derivatives are formed from a variety of aromatic compounds by reaction with benzotrichloride in aqueous or alcohoHc hydrofluoric acid (34). 

Such compounds contain two or three pyridine-like heteroatoms. For the symmetrical systems (73) and (74), no ambiguity occurs, but for systems (75)-(78) there are at least two alternative reaction sites. It appears that reaction takes place at the nitrogen atom furthest away from the pyrrole-like heteroatom, as shown in (75)-(77) where evidence is available from reactions with alkylating reagents (Section 4.02.1.3.8). 

The photolysis of chlorodiazirine was investigated in several cases. From chloromethyl-diazirine (232) vinyl chloride was formed as the stable primary product of stabilization of chloromethylcarbene, with acetylene and hydrogen chloride as secondary products. Some 1,1-dichloroethane was assumed to have been formed through a linear diazo compound by reaction with HCl. Added HBr yielded 1-bromo-l-chloroethane (76MI5Q800). 

The formation of quaternary salts by attack at an oxygen atom is only achievable in certain special cases. Most of the attempts to effect reactions of this type with N-alkyl-a-oxo derivatives have failed. Until recently it might have been assumed that 2-alkoxy-quaternary salts were unobtainable, the usual product from reactions with the alkoxy derivatives being the N-alkyl-oxo compounds (see Section IV,C). Recently, however, Meerwein and his co-workers found that triethyloxonium borofluoride and a number of N-methyl-a-oxo... 

Alkenes are reduced by addition of H2 in the presence of a catalyst such as platinum or palladium to yield alkanes, a process called catalytic hydrogenation. Alkenes are also oxidized by reaction with a peroxyacid to give epoxides, which can be converted into lTans-l,2-diols by acid-catalyzed epoxide hydrolysis. The corresponding cis-l,2-diols can be made directly from alkenes by hydroxylation with 0s04. Alkenes can also be cleaved to produce carbonyl compounds by reaction with ozone, followed by reduction with zinc metal. 

The reduction of carbonyl compounds by reaction with hydride reagents (H -) and the Grignard addition by reaction with organomagnesium halides (R - +MgBr) are examples of nucleophilic carbonyl addition reactions. What analogous product do you think might result from reaction of cyanide ion with a ketone ... 

Enolate ions are more useful than enols for two reasons. First, pure enols can t normally be isolated but are instead generated only as short-lived intermediates in low concentration. By contrast, stable solutions of pure enolate ions are easily prepared from most carbonyl compounds by reaction with a strong base. Second, enolate ions are more reactive than enols and undergo many reactions that enols don t. Whereas enols are neutral, enolate ions are negatively charged, making them much belter nucleophiles. As a result, enolate ions are more common than enols in both laboratory and biological chemistry. 

Organocadmium compounds can be prepared from Grignard reagents or organo-lithium compounds by reaction with Cd(II) salts.180 They can also be prepared directly from alkyl, benzyl, and aryl halides by reaction with highly reactive cadmium metal generated by reduction of Cd(II) salts.181... 

Aminosulfonyl ureas were constructed from a sulfonylcarbamate linkage (Scheme 31) [72], Reaction of chlorosulfonyl isocyanate (CSI) with Wang resin provided a chlorosulfonylcarbamate 63 which was then converted to substituted amino sulfonylcarbamate compounds by reaction with excess amines. The final aminosulfonyl urea products were cleaved from the resin by treatment with amines in HF at reflux temperature for overnight. 

It is much more common not to be able to isolate any intermediates at all, but this does not necessarily mean that none are formed, merely that they may be too labile or transient to permit of their isolation. Their occurrence may then often be inferred from physical, particularly spectroscopic, measurements made on the system. Thus in the formation of oximes from a number of carbonyl compounds by reaction with hydroxylamine (p. 219),... 

It appears to be a stable covalent highly crystalline compound (unlike other metal methanediazoates). Alkanediazoates are easily converted to diazoalkanes, so should be regarded as capable of detonation. (Though named by the author as a methanedia-zoate, it is indexed and registered in CA as a nitrosomethylamide salt) [1], A sample of the freshly synthesised compound was dissolved in dichlorodideuteromethane and sealed into an NMR tube. Four days later, when the tube was being opened for recovery of the sample, the tube exploded. This was attributed to diazomethane formation, possibly from reaction with traces of moisture sealed into the tube [2], See other heavy metal derivatives, n-o compounds... 

One of the important new directions in the study of addition reactions of organozinc compounds to aldehydes is the use of ionic liquids. Usually, application of these compounds in reactions with common organometallic reagents has a serious problem ionic solvents are usually reactive toward them, particularly Grignard and organolithium derivatives. It has been recently reported that carbonyl compounds react with allylzinc bromide formed in situ from allyl bromide and zinc in the ionic liquid 3-butyl-l-methylimidazolium tetrafluoroborate, [bmim][BF4].285 Another important finding is that the more reactive ZnEt2 alkylates aldehydes in a number of ionic liquids at room temperature.286 The best yields (up to 96%) were obtained in A-butylpyridinium tetrafluoroborate, [bpy][BF4] (Scheme 107). 

These c-complexes have been less extensively studied than the r 3-allyltitanium derivatives. r 1 -Allyltitanocenes can readily be prepared from the corresponding magnesium compounds by reaction with Cp2TiCl2 or by reaction of preformed r 3-allyltitanium complexes with but-2-enyl halides [36]. Crotyl-type reagents, which are accessible only in the E-iso-meric form, add to aldehydes with an anti selectivity (Scheme 13.17). 

X-Ray analyses of azapentalenes have been used to determine the structure of products from reactions with ambiguous reaction sites or with concomitant rearrangements. Thus, the X-ray structure of the /3-D-[l,2,4]triazolo[4,3-3][l,2,4]triazole 2 establishes that glycosylation has occurred at the N-l position furthermore, it also shows that the compound is the ft-anomer. In addition to intermolecular hydrogen bonds in the crystal structure an intramolecular hydrogen bond is extended from OH-5 to N-7 <1984NN187>. The X-ray structure of the inner salt of compound 1 has been determined... 

The reaction of allylcerium compounds with acrolein can be used for preparation of either (Z,Z)- or (Z,E)-1,4-dienes, equations (I) and (II). Thus the allylcerium compound generated at - 78° from 5 reacts with acrolein at the same temperature to form (Z)-6. However, if the allylcerium compound is allowed to warm to - 40° before addition to acrolein, (E)-6 is obtained in 60% yield. Similarly, the reaction of the homoallylic cerium compound from 7 with acrolein can be controlled to give either (Z,Z)- or (Z,E)-8 selectively. 

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