A method for preparing sodium acrylate-d3, a useful and stable precursor for deuterated acrylic monomers

Jun Yang; Kunlun Hong; Peter V. Bonnesen

doi:10.1002/jlcr.1915

A method for preparing sodium acrylate-d₃, a useful and stable precursor for deuterated acrylic monomers

Jun Yang
, Kunlun Hong
, Peter V. Bonnesen

Macromolecular Nanomaterials

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

Abstract

A convenient and economical method for converting propiolic acid to sodium acrylate-d₃ is described. Successive D/H exchange of the alkyne proton of sodium propiolate (prepared from propiolic acid) using D₂O affords sodium propiolate-d having up to 99 at.% D. Sodium propiolate-d can be partially reduced to sodium acrylate-d₃ with 90% conversion and 89% yield using D₂ and the Lindlar catalyst, with control of reaction parameters to maximize conversion while minimizing over-reduction.

Original language	English
Pages (from-to)	743-748
Number of pages	6
Journal	Journal of Labelled Compounds and Radiopharmaceuticals
Volume	54
Issue number	12
DOIs	https://doi.org/10.1002/jlcr.1915
State	Published - Oct 2011

Keywords

Lindlar catalyst
deuterated acrylic
propiolate
sodium acrylate

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10.1002/jlcr.1915

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title = "A method for preparing sodium acrylate-d3, a useful and stable precursor for deuterated acrylic monomers",

abstract = "A convenient and economical method for converting propiolic acid to sodium acrylate-d3 is described. Successive D/H exchange of the alkyne proton of sodium propiolate (prepared from propiolic acid) using D2O affords sodium propiolate-d having up to 99 at.\% D. Sodium propiolate-d can be partially reduced to sodium acrylate-d3 with 90\% conversion and 89\% yield using D2 and the Lindlar catalyst, with control of reaction parameters to maximize conversion while minimizing over-reduction.",

keywords = "Lindlar catalyst, deuterated acrylic, propiolate, sodium acrylate",

author = "Jun Yang and Kunlun Hong and Bonnesen, \{Peter V.\}",

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T1 - A method for preparing sodium acrylate-d3, a useful and stable precursor for deuterated acrylic monomers

AU - Yang, Jun

AU - Hong, Kunlun

AU - Bonnesen, Peter V.

PY - 2011/10

Y1 - 2011/10

N2 - A convenient and economical method for converting propiolic acid to sodium acrylate-d3 is described. Successive D/H exchange of the alkyne proton of sodium propiolate (prepared from propiolic acid) using D2O affords sodium propiolate-d having up to 99 at.% D. Sodium propiolate-d can be partially reduced to sodium acrylate-d3 with 90% conversion and 89% yield using D2 and the Lindlar catalyst, with control of reaction parameters to maximize conversion while minimizing over-reduction.

AB - A convenient and economical method for converting propiolic acid to sodium acrylate-d3 is described. Successive D/H exchange of the alkyne proton of sodium propiolate (prepared from propiolic acid) using D2O affords sodium propiolate-d having up to 99 at.% D. Sodium propiolate-d can be partially reduced to sodium acrylate-d3 with 90% conversion and 89% yield using D2 and the Lindlar catalyst, with control of reaction parameters to maximize conversion while minimizing over-reduction.

KW - Lindlar catalyst

KW - deuterated acrylic

KW - propiolate

KW - sodium acrylate

UR - https://www.scopus.com/pages/publications/81255161346

U2 - 10.1002/jlcr.1915

DO - 10.1002/jlcr.1915

M3 - Article

AN - SCOPUS:81255161346

SN - 0362-4803

VL - 54

SP - 743

EP - 748

JO - Journal of Labelled Compounds and Radiopharmaceuticals

JF - Journal of Labelled Compounds and Radiopharmaceuticals

IS - 12

ER -

A method for preparing sodium acrylate-d₃, a useful and stable precursor for deuterated acrylic monomers

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