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Phenols are more acidic than typical alcohols. The acidity of the hydroxyl group in phenols is commonly intermediate between that of aliphatic alcohols and carboxylic acids (their pK a is usually between 10 and 12).
Phenol is more acidic than aliphatic alcohols. Its enhanced acidity is attributed to resonance stabilization of phenolate anion. In this way, the negative charge on oxygen is delocalized on to the ortho and para carbon atoms through the pi system. [ 11 ]
It is often said the resonance stability of phenol makes it a stronger acid than that of aliphatic alcohols such as ethanol (pK a = 10 vs. 16–18). However, a significant contribution is the greater electronegativity of the sp 2 alpha carbon in phenol compared to the sp 3 alpha carbon in aliphatic alcohols. [7]
In cases where the hydroxy group is bonded to an sp 2 carbon on an aromatic ring, the molecule is classified separately as a phenol and is named using the IUPAC rules for naming phenols. [21] Phenols have distinct properties and are not classified as alcohols.
Aliphatic compounds can be saturated, joined by single bonds , or unsaturated, with double bonds or triple bonds . If other elements ( heteroatoms ) are bound to the carbon chain , the most common being oxygen , nitrogen , sulfur , and chlorine , it is no longer a hydrocarbon, and therefore no longer an aliphatic compound.
Phenol (or hydroxybenzene) To name compounds containing phenyl groups, the phenyl group can be taken to be the parent hydrocarbon and be represented by the suffix "– benzene". Alternatively, the phenyl group could be treated as the substituent, being described within the name as "phenyl".
In female elephants, the two compounds 3-ethyl phenol and 2-ethyl 4,5 dimethylphenol have been detected in urine samples. [70] Temporal glands secretion examination showed the presence of phenol, m-cresol and p-cresol (4-methyl phenol) during musth in male elephants. [71] [72] [73] p-Cresol and o-cresol are also components of the human sweat.
Heteroarenes are aromatic compounds, where at least one methine or vinylene (-C= or -CH=CH-) group is replaced by a heteroatom: oxygen, nitrogen, or sulfur. [3] Examples of non-benzene compounds with aromatic properties are furan, a heterocyclic compound with a five-membered ring that includes a single oxygen atom, and pyridine, a heterocyclic compound with a six-membered ring containing one ...