Bond distances phenol

As we ve seen on a number of occasions bonds to sp hybridized carbon are shorter than those to sp hybridized carbon and the case of phenols is no exception The carbon-oxygen bond distance in phenol is slightly less than that in methanol... 

In resonance terms the shorter carbon-oxygen bond distance in phenol is attrib uted to the partial double bond character that results from conjugation of the unshared electron pair of oxygen with the aromatic ring... 

Compare the geometries of triplet and ground state singlet anthrone. Where do they differ the most Focus on the carbonyl group. Has the CO bond distance altered Does the molecule incorporate a fully-developed CO n bond (as in ground state singlet anthrone), or a single bond (as in phenol) Is the carbonyl carbon planar or puckered Rationalize your observations. 

Crystallographic data for a Zn-phenol-pendant [12]aneN3 (226) revealed its TBP structure with extremely short equatorial phenolate-Zn2+ bond distance a water molecule is present at the apical position (227). It was observed that the deprotonation of phenol was promoted by coordination (pKa shifting from 9.2 (without zinc) to 6.8 with zinc and this has a direct bearing on the acidity of the CA phenol complex. 

The formula and bond distances of the metallic carbonyls are given below, the latter being obtained from electron diffraction data. (Compounds of the alkali and alkaline earth metals with formulae of the type K (GO)g have been shown to be phenolates of hexahydroxybenzene.)... 

These average H bond lengths are informative. The increasing bond distance in the series inorganic acids, carboxylic acids, phenols, and... 

The larger deviations of rotational constants arise from the fact that, with respect to the true ones, the Hartree-Fock (HF) method usually predicts too short bond distances (too large rotational constants), whereas the BLYP functional results in too long bond lengths (too small rotational constants). For results of phenol, see Reference 12, pp. 20-21. 

Phenol-imine and keto-amine forms do also exist in the solid state. X-ray structural analyses have shown that when the phenol-imine form is transformed into the keto-amine form an appreciable increase in the C=N distance is observed. In the solid state the shortening in the C—O bond distance from 1.279 A to 2.263 A and the lengthening of the C=N distance from 1.317 A to 1.330 A is due to the dominance of the quinoidal structure (keto-amine form).11... 

FIGURE 28. Selected (U)B3LYP/6-311- -- -G(d,p) bond distances (A) and angles (deg) of the neutral ( A, upper values) and ionized CA", lower values) phenol. See also Table 5... 

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