Title: Intramolecular hydrogen bonding and intermolecular association of amino alcohols
Abstract:Infrared spectral studies of the hydrogen-bonding behaviour of aminoethanol and aminopropanols have revealed that they form the strongest intramolecular hydrogen bonds among the substituted alcohols X...Infrared spectral studies of the hydrogen-bonding behaviour of aminoethanol and aminopropanols have revealed that they form the strongest intramolecular hydrogen bonds among the substituted alcohols X(CH2)2,3,4OH where X = F, Cl, Br, I, OH, OCH3I, NR2(RH, alkyl) in a given series, establishing the importance of basicity in the hydrogen-bonding interaction. Strong intramolecular hydrogen bonding was found to reduce considerably their association tendency so that there were large amounts of intramolecularly hydrogen-bonded species in concentrated solution. The limited numbers of associated species formed were largely composed of closed dimers, whose nature depended on the strength of intramolecular hydrogen-bond. In dimethylaminoethanol and 3-aminopropanol, the dimers involved the participation of nitrogen so that fairly large ring dimers (ten- and twelve-membered, respectively) were formed. In the case of diethylaminopropanol, since the intramolecular hydrogen bond was very strong, the intermolecular association was limited to small amounts of free hydroxy monomers.Read More
Publication Year: 1986
Publication Date: 1986-01-01
Language: en
Type: article
Indexed In: ['crossref']
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Cited By Count: 13
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