The synthesis of carboxylic acids with carboxyl carbons of precisely known stable isotopic composition

E. A. Vogler; J. M. Hayes

doi:10.1016/0020-708X(78)90058-3

The synthesis of carboxylic acids with carboxyl carbons of precisely known stable isotopic composition

E. A. Vogler, J. M. Hayes

Materials Science and Engineering

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11 Scopus citations

Abstract

A procedure is described which allows the preparation of carboxylic acids in which the carbon isotopic composition of the carboxyl carbon atom is known to within better than 0.002% ¹³C (95% confidence limits). In this procedure, a Grignard reagent is first reacted with CO₂ of known isotopic composition. After hydrolysis of the salt of the carboxylic acid, the unreacted CO₂ is recovered and the isotopic composition determined. The isotopic composition of the carboxyl carbon is then calculated by difference. A differential error analysis in which all relevant uncertainties are considered is presented. Approximate kinetic isotope effect values for carboxylation of a Grignard reagent at -78°C can be determined from the observed isotopic fractionations, with five observations yielding ¹²k/¹³k = 1.059(σ = 0.009).

Original language	English (US)
Pages (from-to)	297-300
Number of pages	4
Journal	The International Journal Of Applied Radiation And Isotopes
Volume	29
Issue number	4-5
DOIs	https://doi.org/10.1016/0020-708X(78)90058-3
State	Published - May 1978

All Science Journal Classification (ASJC) codes

Radiation
Nuclear Energy and Engineering
Radiology Nuclear Medicine and imaging

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10.1016/0020-708X(78)90058-3

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title = "The synthesis of carboxylic acids with carboxyl carbons of precisely known stable isotopic composition",

abstract = "A procedure is described which allows the preparation of carboxylic acids in which the carbon isotopic composition of the carboxyl carbon atom is known to within better than 0.002% 13C (95% confidence limits). In this procedure, a Grignard reagent is first reacted with CO2 of known isotopic composition. After hydrolysis of the salt of the carboxylic acid, the unreacted CO2 is recovered and the isotopic composition determined. The isotopic composition of the carboxyl carbon is then calculated by difference. A differential error analysis in which all relevant uncertainties are considered is presented. Approximate kinetic isotope effect values for carboxylation of a Grignard reagent at -78°C can be determined from the observed isotopic fractionations, with five observations yielding 12k/13k = 1.059(σ = 0.009).",

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year = "1978",

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T1 - The synthesis of carboxylic acids with carboxyl carbons of precisely known stable isotopic composition

AU - Vogler, E. A.

AU - Hayes, J. M.

PY - 1978/5

Y1 - 1978/5

N2 - A procedure is described which allows the preparation of carboxylic acids in which the carbon isotopic composition of the carboxyl carbon atom is known to within better than 0.002% 13C (95% confidence limits). In this procedure, a Grignard reagent is first reacted with CO2 of known isotopic composition. After hydrolysis of the salt of the carboxylic acid, the unreacted CO2 is recovered and the isotopic composition determined. The isotopic composition of the carboxyl carbon is then calculated by difference. A differential error analysis in which all relevant uncertainties are considered is presented. Approximate kinetic isotope effect values for carboxylation of a Grignard reagent at -78°C can be determined from the observed isotopic fractionations, with five observations yielding 12k/13k = 1.059(σ = 0.009).

AB - A procedure is described which allows the preparation of carboxylic acids in which the carbon isotopic composition of the carboxyl carbon atom is known to within better than 0.002% 13C (95% confidence limits). In this procedure, a Grignard reagent is first reacted with CO2 of known isotopic composition. After hydrolysis of the salt of the carboxylic acid, the unreacted CO2 is recovered and the isotopic composition determined. The isotopic composition of the carboxyl carbon is then calculated by difference. A differential error analysis in which all relevant uncertainties are considered is presented. Approximate kinetic isotope effect values for carboxylation of a Grignard reagent at -78°C can be determined from the observed isotopic fractionations, with five observations yielding 12k/13k = 1.059(σ = 0.009).

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JO - The International Journal Of Applied Radiation And Isotopes

JF - The International Journal Of Applied Radiation And Isotopes

IS - 4-5

ER -

The synthesis of carboxylic acids with carboxyl carbons of precisely known stable isotopic composition

Abstract

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