61633-35-0

Upstream product

• 1111-72-4 carbon dioxide 
• 536-74-3 phenylacetylene 
• 4298-52-6 2-ethynyl-thiophene 

Downstream Products

• 66107-01-5 <1-13C>-methyl phenylpropiolate 
• 79341-44-9 3-Phenyl<1-13C>-2-propin-1-ol 
• 74895-25-3 <1-13C>-(Z)-cinnamic acid 
• 74895-26-4 <1-13C>-(E)-methyl cinnamate 
• 88058-20-2 C₉⁽¹³⁾CH₁₀O₂ 
• 79341-42-7 (3-Phenyl-<1-13C>-2-propinyl)malonsaeure-diethylester 
• 79341-38-1 Benzyl-(5-phenyl-<3-13C>-4-pentenyl)-ether 
• 79341-41-6 5-Phenyl-<3-13C>-4-pentinsaeure 
• 79341-40-5 5-Phenyl-<3-13C>-4-pentin-1-ol 
• 79341-43-8 3-Brom-1-phenyl<3-13C>-1-propin 
• 79341-39-2 (Z)-5-Phenyl-<3-13C>-4-penten-1-ol 
• 64577-25-9 <1-13C>-3-phenylpropionic acid 
• 74895-27-5 <1-13C>-(E)-cinnamic acid 

Relevant academic research and scientific papers

Ligand-free Ag(I)-catalyzed carboxylation of terminal alkynes with CO 2

Chemical equations presented. A convenient approach to selectively prepare a wide range of functionalized propiolic acids was developed by AgI-catalyzed carboxylation of terminal alkynes using carbon dioxide as carboxylative agent under ligand-free conditions.

CsF-promoted carboxylation of aryl(hetaryl) terminal alkynes with atmospheric CO2 at room temperature

A CsF-promoted carboxylation of aryl(hetaryl) terminal alkynes with atmospheric CO2 in the presence of trimethylsilylacetylene was developed to give functionalized propiolic acid products at room temperature. A wide range of propiolic acids bearing functional groups was successfully obtained in good to excellent yields. Mechanistic studies demonstrate that in the carboxylation process the alkynylsilane intermediate was first in situ generated, which was then trapped by CO2, giving rise to the corresponding functionalized propiolic acids after acidification. The advantages of this approach include avoiding use of transition-metal catalysts, wide substrate scope together with excellent functional group tolerance, ambient conditions and a facile work-up procedure.

Degenerate Carbon Skeleton Isomerization of the Cyclopentyl Cation in the Gas Phase. Experimental and Theoretical Evidence for the Existence of a Pyramidal C5H9(+) Cation as an Intermediate in the Unimolecular Ethylene Elimination

The investigation of 13C2-labelled isotopomeric bromocyclopentanes (5a, b), cyclobutylmethyl bromide (6a) and 5-bromo-1-pentenes (7a, b) clearly demonstrates, that unimolecular ethylene loss from the gaseous + ions generated from both the cyclic and acyclic precursors is preceded by complete carbon scrambling.Whereas the degenerate isomerization 8a 8b can, in principle, proceed either via the bisected cyclobutylmethyl cation 9 or via the non-classical, pyramidal cation 3, the MINDO/3 calculations reveal, that ethylene loss from C5H9+ involves 3 as an intermediate.From 3 a transition state is reached which can be regarded as a partially opened cyclopropyl cation "solvated" by interaction with C2H4.Descriptions of the syntheses of the 13C2-labelled bromides are given.

Geminal and Vicinal 13C-13C Coupling Constants in Carboxylic Acid Derivatives

Geminal 13C-13C coupling constants in αβ-unsaturated azlactones and the acids and esters derived from their hydrolysis are large and strongly dependent of configuration.Coupling constants in simple 13C1-labelled carboxylic acids are also reported; vicinal couplings show a strong geometric dependence but the geminal couplings depend mainly on hybridisation.