Chemistry of formic acid and its simple derivatives

Gibson, Harry W.

doi:10.1021/cr60261a005

Cited by 131 publications

(80 citation statements)

References 30 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Besides, it was determined that the bond distance depended on the sp 3 character of the nitrogen lone pair, measured as the sum of bonding angles around nitrogens, and that of these adamanzanes TATD presented the lowest sp 3 character, diminishing basicity of the macrocyclical aminal [24]. Although a definitive mechanism for a Leuckart-Wallach type reduction has not been reported, two mechanistically distinct reaction pathways are widely recognized, involving the use of formate ester or formiate anion as hydride transfer reagent [25][26][27]. Thus, the first mechanistic pathway for this conversion probably involves formation of α-aminoalcohol 9, which subsequently undergoes condensation with formic acid to give 10.…”

Section: Resultsmentioning

confidence: 99%

Unusual Reactivity Patterns of 1,3,6,8-Tetraazatricyclo-[4.4.1.13,8]-dodecane (TATD) Towards Some Reducing Agents: Synthesis of TMEDA

Rivera

Ríos-Motta

2007

Molecules

View full text Add to dashboard Cite

Section: Resultsmentioning

confidence: 99%

Unusual Reactivity Patterns of 1,3,6,8-Tetraazatricyclo-[4.4.1.13,8]-dodecane (TATD) Towards Some Reducing Agents: Synthesis of TMEDA

Rivera

Ríos-Motta

2007

Molecules

View full text Add to dashboard Cite

“…This suggests that the reduction of both formic acid and carbon dioxide proceeds through common intermediates. According to this the following reduction scheme can be proposed: It is known that formic acid can be partially converted to its protonated form in acidic solution [13]: Assuming such a tentative reaction scheme the formation of ethanol and acetaldehyde during the reduction of formic acid can be reasonably explained.…”

Section: Discussionmentioning

confidence: 99%

Electrochemical Reduction of Formic Acid on a Copper-Tin-Lead Cathode

Kotoulas¹,

Schizodimou²,

Kyriacou³

2014

TOELECJ

View full text Add to dashboard Cite

Abstract:The electrochemical reduction of formic acid in acidic solution (2 mol L -1 HCl) on a Cu(88)Sn(6)Pb(6) cathode was studied. The main products of the reduction were methanol and ethanol having %Current Efficiencies (CEs) of 30.3 and 37.6% respectively at -0.8 V vs Ag/AgCl. Small amounts of methane and ethane were also detected. The rate of the reduction increased exponentially with the negative potential in the range -0.65 to -1.00 V and the maximum of the %CE was observed at -0.8 V. The rate of the reduction of HCOOH increased slightly with the concentration of HCOOH. In pure HCOOH as electrolyte a noticeable amount of CH 3 CHO (17.1%) was detected. A possible reduction mechanism was proposed in which the adsorbed CO is the key intermediate for the formation of all the products.

show abstract

“…A comprehensive review of the chemistry of formic acid and its simple derivatives was published in 1969 [26]. More recent developments in the use of formic acid and its salts in synthetic chemistry are reviewed in [27,28].…”

Section: Chemical Propertiesmentioning

confidence: 99%

“…They are easily hydrolyzed to the parent alcohol and formic acid. Their chemical properties are summarized in [95].…”

Section: Estersmentioning

confidence: 99%

See 1 more Smart Citation

Formic Acid

Hietala¹,

Vuori²,

Johnsson³

et al. 2016

Ullmann's Encyclopedia of Industrial Chemistry

140

141

View full text Add to dashboard Cite

The article contains sections titled: 1. Introduction 2. Physical Properties 3. Chemical Properties 3.1. Stability 3.2. Carboxylic Acid Reactions 3.3. Other Reactions 4. Production 4.1. Methyl Formate Hydrolysis 4.1.1. Kemira ‐ Leonard Process 4.1.2. BASF Process 4.1.3. USSR Process 4.2. Production from Formates 4.2.1. Formates as Polyol Byproducts 4.2.2. Formates from Carbon Monoxide 4.3. Formic Acid from Carbon Dioxide 4.4. Formic Acid from Biomass 4.5. Other Processes 4.6. Recovery of Formic Acid 5. Environmental Protection 6. Quality Specifications 7. Chemical Analysis 8. Storage and Transportation 9. Legal Aspects 10. Uses 10.1. Biomass Preservation 10.1.1. Silage 10.1.2. Animal Biomass 10.2 Leather 10.3. Textile 10.4. Feed Additives 10.5. Pharmaceuticals and Food Additives 10.6. Other Uses 10.6.1. Rubber Coagulation 10.6.2. Gas desulfurization 10.6.3. Well acidifizers 10.6.4. Formic Acid as Source of Hydrogen and Carbon Dioxide 10.6.5. Cleaning Agents 10.6.6. Solvent Use 11. Economic Aspects 12. Derivatives 12.1. Salts 12.1.1. Sodium Formate 12.1.2. Potassium Formate 12.1.3. Other Formate Salts 12.2. Esters 12.1.1. Methyl Formate 12.1.2. Ethyl Formate 12.2.3. Other Esters 12.3. Performic Acid 13. Toxicology and Occupational Health

show abstract

Chemistry of formic acid and its simple derivatives

Cited by 131 publications

References 30 publications

Unusual Reactivity Patterns of 1,3,6,8-Tetraazatricyclo-[4.4.1.13,8]-dodecane (TATD) Towards Some Reducing Agents: Synthesis of TMEDA

Unusual Reactivity Patterns of 1,3,6,8-Tetraazatricyclo-[4.4.1.13,8]-dodecane (TATD) Towards Some Reducing Agents: Synthesis of TMEDA

Electrochemical Reduction of Formic Acid on a Copper-Tin-Lead Cathode

Formic Acid

Contact Info

Product

Resources

About