Chemistry · Ch 11 — Alcohols, Phenols and Ethers
Nomenclature of Alcohols
Nomenclature of Alcohols
Monohydric alcohols are named by three parallel systems. Common/trivial names are formed by adding the word 'alcohol' after the name of the alkyl group that is bonded to -OH (e.g. methyl alcohol, ethyl alcohol), with higher/branched alkyl groups additionally taking prefixes such as normal (n-), iso, secondary (sec-) or tertiary (tert-) to specify their exact branching pattern (see Table 11.1). The carbinol system treats every alcohol as a substituted derivative of methyl alcohol, which is itself renamed 'carbinol' for this purpose: the alkyl group(s) actually attached to the carbinol carbon (the carbon bearing -OH) are named, in alphabetical order if there is more than one, as a prefix immediately before the word 'carbinol' -- so ethanol, whose carbinol carbon carries one extra methyl group beyond the -OH-bearing carbon itself, becomes 'methyl carbinol'. The IUPAC system names alcohols as alkanols: the terminal '-e' of the parent alkane, alkene or alkyne name is simply replaced by the suffix '-ol' (e.g. ethane becomes ethanol). For a polyhydric alcohol, the parent's '-e' ending is instead RETAINED and the multiplying prefix di-, tri-, etc. is inserted immediately before '-ol' to show how many -OH groups are present (e.g. ethane-1,2-diol for ethylene glycol), with the exact ring/chain position of every -OH group indicated by its own numerical locan …
Structural formula | Common/Trivial name | IUPAC name: H3C-OH | Methyl alcohol | Methanol. H3C-CH2-OH | Ethyl alcohol | Ethanol. H3C-CH2-CH2-OH | n-Propyl alcohol | Propan-1-ol. H3C-CH2-CH(CH3)-OH | sec-Butyl alcohol | Butan-2-ol. H3C-CH(CH3)-CH2-OH | Isobutyl alcohol | 2-Methylpropan-1-ol. (H3C)3C-OH | tert-Butyl alcohol | 2-Methylpropan-2-ol. HOCH2-CH2OH | Ethylene glycol | Ethane-1,2-diol. HOCH2-CH(OH)-CH2OH | Propylene glycer …
Drawn by us to help you understand the concept clearly, and verified to make sure it's accurate. For exams, practice from your textbook's own diagram.
What this figure shows. Illustrates the carbinol naming system, in which alcohols are treated as substituted methyl alcohol (called 'carbinol' in this system): the carbon bearing -OH is the carbinol carbon, and the alkyl group(s) attached to it are cited, in alphabetical order, as prefixes before the word carbinol. The worked example shown is methyl carbinol: H3C-CH(OH)-H drawn with the carbinol carbon labelled, i.e. ethanol renamed as 'methyl carbinol' because a single methyl group is at …