𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Recherches sur la formation et la transformation des esters LIV [1] Sur la préparation de monoesters phosphoriques d'alcools tertiaires et sur leur vitesse de scission à différents pH

✍ Scribed by Emile Cherbuliez; Sl. Čolak-Antić; R. Prince; J. Rabinowitz

Publisher
John Wiley and Sons
Year
1964
Tongue
German
Weight
461 KB
Volume
47
Category
Article
ISSN
0018-019X

No coin nor oath required. For personal study only.

✦ Synopsis

Phosphorous acid does not dehydrate tertiary alcohols at temperatures below 100 "C ; but the esterification reaction is very slow and phosphorous monoesters of tertiary alcohols cannot be obtained this way. Although this reaction is also slow with phenol, phenyl phosphorous monoester can be obtained by heating 1 mole of phenol and 1 mole of H,PO, 4 days at 145", with 15-20% yield.

A very convenient method to prepare phosphorous monoesters of tertiary alcohols consists in preparing the corresponding di-or tri-t-alkyl phosphites (or a mixture of these 2 esters) by reaction of PCl, on an excess of the tertiary alcohol in the presence of a tertiary base, and to submit the crude esters (di-or tri-t-alkyl phosphite or the mixture of both) to partial hydrolysis in alcaline medium (generally in Ba(OH), solution) at room temperature. The yields are around 50%.

Phosphorous monoesters of tertiary alcohols are very quickly split in acid medium, but are relatively much more stable in alcaline medium.

📜 SIMILAR VOLUMES

Recherches sur la formation et la transf
Recherches sur la formation et la transformation des esters XXXII. Sur la préparation de quelques nouveaux monoesters cyanoalcoyl-phosphoriques et sur leur vitesse de scission à différents pH
✍ Emile Cherbuliez; H. Probst; J. Rabinowitz 📂 Article 📅 1962 🏛 John Wiley and Sons 🌐 German ⚖ 320 KB

## Abstract The synthesis and the rate of scission of some new cyanoalkyl‐phosphoric monoesters are described. In the case of β‐cyanoalkyl‐phosphoric monoesters, the monoester group is no more dephosphorylated in alkaline medium when the two H in the β position are substituted by alkyl groups.

Recherches sur la formation et la transf
Recherches sur la formation et la transformation des esters IL. Sur la préparation de monoesters phosphoreux d'amino-alcools et d'alcools supérieurs, et sur leur vitesse de scission à différents pH
✍ Emile Cherbuliez; Sl. Čolak-Antić; G. Weber; J. Rabinowitz 📂 Article 📅 1963 🏛 John Wiley and Sons 🌐 German ⚖ 390 KB

## Abstract Phosphorous monoesters of amino alcohols are obtained by heating equimolecular amounts of phosphorous acid and the corresponding amino alcohol at 150–200°, under reduced pressure.

Recherches sur la formation et la transf
Recherches sur la formation et la transformation des esters LIX. Sur la préparation de monoesters sulfuriques d'amino-alcools et sur leur scission
✍ Emile Cherbuliez; Sl. Čolak-Antić; G. Wyss; J. Rabinowitz 📂 Article 📅 1965 🏛 John Wiley and Sons 🌐 German ⚖ 430 KB 👁 1 views

90. Recherches sur la formation et la transformation des esters LIX [l] Sur la preparation de monoesters sulfuriques d'amino-alcools et sur leur scission par Emile Cherbuliez, S1. Colak-AntiC, G. Wyss et J. Rabinowitz (31. 111. 65) A. -Nous avons prCpar6 quelques nouveaux monoesters sulfuriques d'

Recherches sur la formation et la transf
Recherches sur la formation et la transformation des esters XXV. Sur la préparation des acides sulfophénylphosphoriques et sur leurs vitesses d'hydrolyse à différents pH
✍ Emile Cherbuliez; H. Probst; J. Rabinowitz 📂 Article 📅 1961 🏛 John Wiley and Sons 🌐 German ⚖ 173 KB 👁 1 views

0‐, __m__‐ and __p__‐sulfophenylphosphoric acids have been prepared from PC1~5~ and the corresponding phenolsulfonic acids. The rates of hydrolysis of these phosphoric esters at pH 0 (HCl 1N), 4,5 and 14 (NaOH 1N) and at 100° have been established.

Recherches sur la formation et la transf
Recherches sur la formation et la transformation des esters XLVIII. Sur la préparation de monoesters phosphoniques d'amino-alcools et sur leur quaternisation
✍ Emile Cherbuliez; A. Gabbai; M. Gowhari; J. Rabinowitz 📂 Article 📅 1963 🏛 John Wiley and Sons 🌐 German ⚖ 380 KB

## Abstract Amino alcohols containing a primary, a secondary or a tertiary amino group, yield with phenylphosphonic oxide the corresponding aminoalkyl phenylphosphonic monoesters.