23351-79-3

Usage

Uses

Used in Petrochemical Industry:
ETHYNYLBENZENE-13C is used as an intermediate for the production of styrene, a key component in the manufacturing of polystyrene. Polystyrene is a widely used plastic material known for its versatility and durability, making it a popular choice for a range of applications, including packaging, insulation, and consumer products.
Used in Research and Development:
Due to its carbon-13 isotope, ETHYNYLBENZENE-13C is employed as a valuable tool in research and development, particularly in the field of chemical analysis and synthesis. The presence of the carbon-13 isotope allows for more accurate tracking and identification of the compound during various chemical reactions and processes, providing researchers with a better understanding of the underlying mechanisms and potential applications.
Used in Pharmaceutical Industry:
ETHYNYLBENZENE-13C may also find applications in the pharmaceutical industry, where it can be used as a starting material for the synthesis of various drugs and drug candidates. The carbon-13 isotope can be particularly useful in the development of new drugs, as it allows for more precise tracking and analysis of the compound's interactions with biological targets, potentially leading to the discovery of more effective and targeted therapies.

Upstream product

• 61415-29-0 1,1-dibromo-2-[¹³C]-styrene 
• 1414376-22-9 C₂₁⁽¹³⁾CH₁₆ 
• 54522-91-7 [α-13C]-benzyl alcohol 
• 10383-90-1 ⁽¹³⁾C-benzaldehyde 

Downstream Products

• 1453089-77-4 2-phenyl-2/3-[¹³C]-imidazo[1,2-a]pyridine 
• 1453089-79-6 3-phenyl-3-[¹³C]-imidazo[1,2-a]pyridine 
• 1453089-76-3 phenyl(phenyl-β-[¹³C]-ethynyl)iodonium trifluoroacetate 
• 181470-30-4 phenyl-α-[¹³C]acetylenic triflone 

Relevant academic research and scientific papers

Unprecedented regiochemical control in the formation of aryl[1,2-a]imidazopyridines from alkynyliodonium salts: Mechanistic insights

Aryl(alkynyl)iodonium salts have been demonstrated to be valuable precursors to a diverse range of heteroaromatic ring systems including aryl[1,2-a]imidazopyridines. Successful application, using the recently described aryl(alkynyl)iodonium trifluoroacetate salts, is described, highlighting for the first time that the regioselectivity of this process is both counter-ion and concentration dependent. Studies with a carbon-13 labelled substrate established that the reactions of alkynyliodonium salts are highly complex and that multiple mechanistic processes appear to be underway simultaneously.

The benzylidenecarbene-phenylacetylene rearrangement: An experimental and computational study

Benzylidenecarbene was generated from a new photochemical source, 1-benzylidene-1a,9b-dihydro-1H-cyclopropa[l]phenanthrene, in deuterated benzene at ambient temperature. The carbene undergoes a facile rearrangement to phenylacetylene and could not be trapped by olefins. Generation of the carbene bearing a 13C label at the β-carbon produced phenylacetylene in which the label was found exclusively at the carbon adjacent to the phenyl ring. This overwhelming preference for H shift is consistent with B3LYP and CCSD(T) calculations. The label distribution observed in this work, however, contrasts previously reported high-temperature flash vacuum pyrolysis results where the interconversion of carbene and alkyne leads to the scrambling of labels over both alkynyl (sp) carbons.

Mechanistic aspects of the C-H alkynylation reaction of acetylenic triflones. Determination of phenyl versus cyclohexyl migratory aptitude for a vinylidine carbene

13C-2 labeled phenyl ethynyl triflone undergoes regiospecific C-H alkynylation upon reaction with cyclohexane. The 13C label is found to be exclusively adjacent to the phenyl group in the product phenyl cyclohexyl acetylene, consistent with cyclohexyl radical addition at the α-position. Control studies show preferential phenyl migration from a vinylidine carbene, thus excluding the presence of such an intermediate.