Bonding in carboxylic acids

Longer bond in carboxylic acids and esters (HCOOH, 131.2) 135.8(5)... 

Section 19.3 Hydrogen bonding in carboxylic acids raises their- melting points and boiling points above those of comparably constituted alkanes, alcohols, aldehydes, and ketones. 

For a review of hydrogen bonding in carboxylic acids and acid derivatives, see Hadzi, D. Detoni, S. in Patai The Chemistry of Acid Derivatives, pt. 1 Wiley NY, 1979, p. 213. 

Figure 4.19 Intermodular hydrogen bonding in carboxylic acids...

The -OH bond in carboxylic acids, also very broad, is found between 3500 and 2400 cm (see ethanoic acid Fig. 20.20). The spectra of carboxylic acids is easily distinguished from that of alcohols and phenols, since acid spectra also contain the characteristic C=0 peak. 

Langner. R. Zundel, C. FTIR investigation of polarizable hydrogen bonds in carboxylic acid-pyridine complexes in... 

In this example the pressure level was low enough so that the true mixtures could be treated as ideal-gas mixtures. Moreover, hydrogen bonding in carboxylic acid vapors is a strong phenomenon, which even at normal pressures can be expected to dominate the fii K behavior. However, comprehensive treatments of the equation of stale must allow for both chemical and physical effects. The second virial coefficient correlation of Harden and O Connell and the modified van der Waals equation of Hu et al. provide examples. 

The simplest example of self-association in the vapor phase is dimerizatUm, as exemplified by hydrogen bonding in carboxylic acids. Consider the dimerization of acetic acid ... 

The CO bond strength does not matter. It is due to the simple fact that bonds in alcohols are stronger than bonds in carboxylic acids. 

H hydrogen bonding In carboxylic acids 2500-3000 strong, very broad... 

Carbon-Oxygen Bonds in Carboxylic Acids and Esters... 

FUNCTIONAL GROUPS THAT CONTAIN OXYGEN Carbon-Oxygen Single Bonds in Alcohols and Ethers Carbon-Oxygen Double Bonds in Aldehydes and Ketones Carbon-Oxygen Bonds in Carboxylic Acids and Esters... 

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