Benzylmalonic acid

C11H5NO2 1631-26-1) see Trovafloxacin mesilate benzylmalonic acid (C]i)H,o04 616-75-1) see Acetorphan benzyl mercaptan... 

The latter effect is presumed to result from oxidation by CH(C02H)2. Of relevance also are the kinetics of the Mn(III) pyrophosphate oxidation of ethyl-and benzylmalonic acids the order in Mn(III) is approximately one, no retardation by Mn(II) is found and induced oxidations do not occur. This has been explained in terms of a lowering by R of the redox potential of RC(C02H) to a value insufficient to reoxidise Mn(II) pyrophosphate in reaction (58). 

The second of the resonance structures is the source of the radical reactivity displayed during oxidation and the Mn(III) in this structure must be low-spin to preserve multiplicity. Substitution at the meso-position could provide steric hindrance to analogous decompositions and reactions of the Mn(IV) complexes of ethyl- and benzylmalonic acids, and a conventional one-equivalent oxidation step becomes dominant. 

Benzylmalonic acid and derivs 2 B98 benzylmalondiazide 2 B98 mononitrobenzylmalonic acid 2 B98 p-nitrobenzylmalonazidic acid 2 B98... 

The benzylmalonic acid is extracted with four i-l. portions of ether the ether extracts are combined in a 5-I. flask and allowed to stand over 150 g. of calcium chloride overnight. The ether layer is then decanted into a 5-I. flask equipped with an efficient reflux condenser, mercury-sealed stirrer, and dropping... 

At the same time another example of catalytic polymers for the [3-elimination was reported by Shea and co-workers [24]. This group adopted a different approach, using different dicarboxylic acids, such as benzylmalonic acid (37), as template, in order to hold the amino functionalities (38) in the right places (Fig. 4). 

Benzylmalonic Acid.—When this acid in the form of its ethyl-potassium salt was submitted to electrolysis by Brown and Walker 8 it exhibited a behavior materially different from that of malonic acid. The solution became dark-colored, but contained no new compound. If oxidation occurred, it was a complete oxidation into carbon dioxide and carbon monoxide, such as has been observed in the case of unsaturated acids. 

The electrolysis of the ester-salt of benzylmalonic acid with potassium butyrate and caproate takes place just as with potassium acetate. Good yields of propylhydrocinnamic ester and amylhydrocinnamic ester, besides dibenzylsuccinic ester and cinnamic and hydrocinnamic esters, are obtained. 

C10H1002 cis-2-methyl-3-phenyl-2-propenoic acid 15250-29-0 561,15 49.789 1,2 19206 Cl OH1004 benzylmalonic acid 616-75-1 531.75 46.943 2... 

There appears to be an appreciable resonance interaction between the phenyl group and the developing enol system in the transition state as evidenced by the large acceleration in rate in the comparison of phenylmalonic and malonic acid. A Taft plot °- for the alkyl-substituted malonic acids (exclusive of the allyl-substituted acids, but including benzylmalonic acid) gives a p value of about + 2.0 0.3 Since the plot covers a small range of a values, the p value is only... 

The data for this solvent were not used to calculate the parameters in Table 54. Similarly the data for decarboxylation of oxanilic acid in anisole were not used for the AH -AS correlation. With the reported AH value of 32.6 kcal.mole , the entropy of activation is calculated to be 3.59 0.03 eu compared to the reported value of 11.1 eu. In the decarboxylation of malonic acid, the data obtained with pyridine and ) -mercaptopropionic acid solvents deviated considerably from the plots and were not included in the correlation. The data for malonic acid decarboxylation appeared to be best correlated by two lines. One line was described by the following solvents acids, phenols, nitro-aromatics, benzaldehyde, and the melt the other line involved amines, alcohols, dimethylsulfoxide and triethyl phosphate. The latter line was not as well defined as the former. However, it was our intention to correlate as many solvents as possible with a minimum number of lines. The data for decarboxylation of malonic acid in water and in benzyl alcohol fell between these two lines and were not included in either correlation. The data for decarboxylation of benzylmalonic acid also appeared to be best correlated with two lines. One line was defined by the cresols, acids and the melt, while the other line was defined by the amines. Decarboxylation of cinnamalmalonic acid was correlated by two lines as indicated in Table 54. Similarly j8-resorcylic acid was correlated by two lines. The separation of data into parallel lines is presumably due to multiple solvation mechanisms . In support of this interpretation it is seen that when two lines are observed, acids fall into one line and amines into the other. It is not unexpected that the solvation mechanisms for these two classes of solvents would differ. It is interesting to note that all of the nitrogen containing acids are correlated reasonably well with one line for both basic and acidic solvents. Also the AHq values fall in a rather narrow range for all of the acids. From the values of p in Table 54, there appears to be little correlation between this parameter and the melting point of the acids, contrary to prior reports " ... 

Benzyl-3-dimethylaminoallylidene- dimethylainmonium perchlorate prepared in analogy to (7 b-d) by formylation of benzylmalonic acid with DMF-POCI3 mp. 145° (92%)18 ... 

Whereas from benzylmalonic acid and 6-amino-l,3-dimethyluracil with phosphoryl chloride a yield of only 15% is obtained,218 in the presence of acetic anhydride/acetic acid at 100 °C, malonic acids condense with 6-amino-l,3-dimethyluraeils to give 5-hydroxypyrido[2,3-r/]-pyrimidinc-2,4,7(l//,3//,8//)-triones 9 in moderate to fair yields.220... 

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