Advances in Heterocyclic Chemistry, Vol. 4 - download pdf or read online

By Alan R. Katritzky

ISBN-10: 0120206048

ISBN-13: 9780120206049

Confirmed in 1960, Advances in Heterocyclic Chemistry is the definitive serial within the area-one of significant value to natural chemists, polymer chemists, and so much organic scientists. each 5th quantity ofAdvances in Heterocyclic Chemistry incorporates a cumulative topic index.

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Example text

The ratio of the extinction coefficients allowed calculation of the extent of water-addition, which decreased from 99% 28 ADRIEN ALBERT AND w. L. F. ARMAREGO [Sec. 111. l to 1% in the order: unsubstituted > 6-Me > N-Me w 7-Me > 6,7-Me, > 4-Me > 4,6-Me2> 4,7-Me,. These results agree well with the pK2q values. 21Fig. 5 shows how the presence of the methyl group in the 4-position can partially block hydration of the 2-aminopteridine cation. When this (‘blocking effect” is assisted by the + M effect of another methyl group in the 7-position, blocking of hydration becomes complete.

SOC. 6062 (1960). 36 Sec. 111. 21 COVALENT HYDRATION: I. 5 x (determined as described in the following review lo), but the derivatives have somewhat different values depending on the position and nature of the substituent. 8 x and 10 x respectively, indicating the electronattracting property of the nitro group. g. g. 13 Two important exceptions are now discussed. Substituents in the 4-position, whether -I or +I,have a strong dehydrating effect (cf. Section 11,C). e. in position 7) to the carbon atom C-4, the tendency to hydrate is strongly reduced.

Hydrated 2-hydroxypteridine) 27s is rapidly mixed with several alkaline buffers, and the rate of change of optical density (do)in the different buffers is extrapolated to zero time. The optical density (do) is a measure of the concentration of the hydrated anion at the moment, and pH, of mixing. A plot of do against pH therefore gives the value of pKaY. 25 In the same way, but starting with the anhydrous anion of 2-hydroxypteridine, reliable values of the acidic pKaxhave been determined. From a knowledge of pKax,pK,eq, and pKayfor the acidic function, the ratio of the hydrated to the anhydrous species in the anion and the neutral molecule have been calculated.

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Advances in Heterocyclic Chemistry, Vol. 4 by Alan R. Katritzky


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