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Recherches sur la formation et la transformation des esters L Réaction entre acide phosphoreux et alcools de divers types, notamment diols
Author(s) -
Cherbuliez Emile,
Prince R.,
Rabinowitz J.
Publication year - 1964
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19640470143
Subject(s) - chemistry , phosphorous acid , cyclohexanol , yield (engineering) , cyclohexane , aqueous solution , medicinal chemistry , alkyl , diol , organic chemistry , catalysis , materials science , metallurgy
Reacted with phosphorous acid under reduced pressure, the linear 1,ωdiols (ω= 3 to 8) yield a mixture of the corresponding phosphorous diprimary diesters H, 2 O 2 ‐R‐OPO 2 , H 2 , and ω‐hydroxy‐1‐alkyl monoesters. Cyclohexane‐1,4‐diol reacts in the same manner. The linear diols with ω = 2, 9, 10 or 32, as well as cyclohexane‐ l12‐diol, yield the phosphorous monoesters exclusively. Halogenated alcohols, cyclohexanol, and glycerol, reacted with phosphorous acid, yield the corresponding phosphorous monoesters. Phosphorous monoesters and diprimary diesters are stable in aqueous solutions between pH 3 and pH 9, but are very quickly hydrolized in strongly acidic or alka‐ line solutions.