Studies Involving Isotopically Labeled Formic Acid and its Derivatives.<sup>1,2</sup> V. Studies of the Decarbonylation of Formic, Benzoylformic and Triphenylacetic Acids in Sulfuric Acid

Ropp, Gus A.

doi:10.1021/ja01489a021

Cited by 43 publications

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“…It leads to the conclusion that the reduction of FA proceeds through intermediates formed during this process. According to literature data the mechanism of decarbonylation of FA is as follows:…”

Section: Resultsmentioning

confidence: 99%

“…It leads to the conclusion that the reduction of FA proceeds through intermediates formed during this process. According to literature data 11,30 the mechanism of decarbonylation of FA is as follows: The dependence of the rate of reduction on both cathodic potential and concentration of FA suggested that mixed kinetics was followed. Namely, a slow charge transfer and slow diffusion process take place simultaneously.…”

Section: Mechanismmentioning

confidence: 99%

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Conversion of carbon dioxide to methanol through the reduction of formic acid on chromium

Kotoulas

Kyriacou

2017

J. Chem. Technol. Biotechnol

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BACKGROUND Formic acid (FA) can be produced from CO2 by high rate and high percentage current efficiency (%CE) which exceeds 90% on some metals. This work aims at the electrochemical conversion of formic acid to methanol (MeOH) by a two‐ step process including the conversion of CO2 to formic acid in the first and the reduction of formic acid to MeOH in the second. RESULTS The main products of the electrochemical reduction of FA in 85% H3PO4, at 80°C on chromium were methyl formate (HCOOMe), MeOH and CH4. The rate of the reduction increased both by increasing the negative potential and the concentration of FA. The total %CE in all experiments exceeded 100% and this was attributed to the cathodic dissolution of chromium which provided an additional reduction capacity. The selectivity to MeOH and HCOOMe was between 89 and 98% and the highest current density was 13 mA cm−2, at –0.95 V. CONCLUSIONS FA is selectively reduced to MeOH and its secondary product HCOOMe on a Cr cathode. The experimental results showed that chromium is the most efficient cathode for the reduction of FA. © 2016 Society of Chemical Industry

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Section: Resultsmentioning

confidence: 99%

Section: Mechanismmentioning

confidence: 99%

Conversion of carbon dioxide to methanol through the reduction of formic acid on chromium

Kotoulas

Kyriacou

2017

J. Chem. Technol. Biotechnol

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“…Although not usually classified as "organic", carbon monoxide (CO) is reduced relative to CO 2 , with carbon in the same oxidation state as in formic acid (HCOOH), which is a bona f ide organic. HCOOH is known to dehydrate in concentrated (>85%) H 2 SO 4 to give CO. 13,14 Literature over the past 50 years has, with a few exceptions, 15 discounted organics as relevant to Venus as a target for observation, under the view that these would be destroyed by concentrated sulfuric acid. For example, Dayhoff and Sagan wrote that "[t]here can be no free carbon, hydrocarbons, formaldehyde, or any other organic molecule present in more than trace amounts" above Venus.…”

Section: Introductionmentioning

confidence: 99%

“…Although not usually classified as “organic”, carbon monoxide (CO) is reduced relative to CO 2 , with carbon in the same oxidation state as in formic acid (HCOOH), which is a bona fide organic. HCOOH is known to dehydrate in concentrated (>85%) H 2 SO 4 to give CO. , …”

Section: Introductionmentioning

confidence: 99%

Production and Reactions of Organic Molecules in Clouds of Venus

Spacek,

Rimmer,

Owens

et al. 2023

ACS Earth Space Chem.

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For half a century, the possibility of organic molecules in sulfuric acid droplets in the clouds above Venus has been largely discounted. Here, we report the first results from an experimental exploration of this possibility, of primary interest to astronomers but also uncovering reactions that are remarkable to organic chemistry. This work provides a detailed mechanism of how small organic molecules might be generated in the sulfuric acid (H 2 SO 4 ) aerosol droplets that form the clouds above Venus, starting from formaldehyde (HCHO), a simple one carbon species produced photochemically in the gas phase. Laboratory 13 C and 1 H nuclear magnetic resonance studies detail processes by which dissolved HCHO reacts with dissolved carbon monoxide (CO) to produce a two-carbon organic species, glycolic acid (HOCH 2 COOH). They show that glycolic acid is surprisingly stable, for days or longer, depending on temperature, in concentrated H 2 SO 4 . However, glycolic acid slowly reacts further to give higher molecular weight organic materials, including colored and fluorescent species. These may contribute to the UV and visible light astronomy of Venus, and are guiding the design of an autofluorescence nephelometer scheduled to fly on a Rocket Lab mission to Venus in 2025.

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Syntheses and uses of isotopically labelled carboxylic acids

Zieliński

1969

Carboxylic Acids and Esters (1969)

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Studies Involving Isotopically Labeled Formic Acid and its Derivatives.^1,2 V. Studies of the Decarbonylation of Formic, Benzoylformic and Triphenylacetic Acids in Sulfuric Acid

Cited by 43 publications

References 0 publications

Conversion of carbon dioxide to methanol through the reduction of formic acid on chromium

Conversion of carbon dioxide to methanol through the reduction of formic acid on chromium

Production and Reactions of Organic Molecules in Clouds of Venus

Syntheses and uses of isotopically labelled carboxylic acids

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Studies Involving Isotopically Labeled Formic Acid and its Derivatives.1,2 V. Studies of the Decarbonylation of Formic, Benzoylformic and Triphenylacetic Acids in Sulfuric Acid

Cited by 43 publications

References 0 publications

Conversion of carbon dioxide to methanol through the reduction of formic acid on chromium

Conversion of carbon dioxide to methanol through the reduction of formic acid on chromium

Production and Reactions of Organic Molecules in Clouds of Venus

Syntheses and uses of isotopically labelled carboxylic acids

Contact Info

Product

Resources

About

Studies Involving Isotopically Labeled Formic Acid and its Derivatives.^1,2 V. Studies of the Decarbonylation of Formic, Benzoylformic and Triphenylacetic Acids in Sulfuric Acid