On the formation of cyclopentadiene in the C3H5˙ + C2H2 reaction
Literature Information
Jordy Bouwman, Andras Bodi, Patrick Hemberger
The reaction between the allyl radical (C3H5˙) and acetylene (C2H2) in a heated microtubular reactor has been studied at the VUV beamline of the Swiss Light Source. The reaction products are sampled from the reactor and identified by their photoion mass-selected threshold photoelectron spectra (ms-TPES) by means of imaging photoelectron photoion coincidence spectroscopy. Cyclopentadiene is identified as the sole reaction product by comparison of the measured photoelectron spectrum with that of cyclopentadiene. With the help of quantum-chemical computations of the C5H7 potential energy surface, the C2H2 + C3H5˙ association reaction is confirmed to be the rate determining step, after which H-elimination to form C5H6 is prompt in the absence of re-thermalization at low pressures. The formation of cyclopentadiene as the sole product from the allyl + acetylene reaction offers a direct path to the formation of cyclic hydrocarbons under combustion relevant conditions. Subsequent reactions of cyclopentadiene may lead to the formation of the smallest polycyclic aromatic molecule, naphthalene.
Recommended Journals

Nature Medicine

Journal of Peptide Science

Chemistry Education Research and Practice

Russian Chemical Bulletin

Organic Process Research & Development

Russian Journal of Applied Chemistry

Journal of Natural Medicines

Current Opinion in Colloid & Interface Science

Saudi Pharmaceutical Journal

Journal of Saudi Chemical Society
Related Literature
Exploring the reaction mechanism of ethanol synthesis from acetic acid over a Ni2In(100) surface
DOI: 10.1039/D0CP00241K
CO2 as an auto-catalyst for the oxidation of CO by a Criegee intermediate (CH2OO)
Amit Kumar, Pradeep Kumar
DOI: 10.1039/D0CP00027B
Correction: Surface heterogeneity and inhomogeneous broadening of vibrational line profiles
Skandar Taj, Diane Baird, Alexander Rosu-Finsen, Martin R. S. McCoustra
DOI: 10.1039/C9CP90226K
A DNP-hyperpolarized solid-state water NMR MASER: observation and qualitative analysis
Emmanuelle M. M. Weber, Dennis Kurzbach, Daniel Abergel
DOI: 10.1039/C9CP03334C
Vibronic spectroscopy of methyl anthranilate and its water complex: hydrogen atom dislocation in the excited state
Karl N. Blodgett, Dewei Sun, Joshua L. Fischer, Edwin L. Sibert, III, Timothy S. Zwier
DOI: 10.1039/C9CP04556B
BOKEI: Bayesian optimization using knowledge of correlated torsions and expected improvement for conformer generation
Lucian Chan, Geoffrey R. Hutchison, Garrett M. Morris
DOI: 10.1039/C9CP06688H
Cm3+/Eu3+ induced structural, mechanistic and functional implications for calmodulin
Björn Drobot, Moritz Schmidt, Takaya Abe, Koji Okuwaki, Florian Brulfert, Sven Falke, Sergey A. Samsonov, Yuto Komeiji, Christian Betzel, Thorsten Stumpf, Johannes Raff
DOI: 10.1039/C9CP03750K
Coalescence and wetting mechanism of Al droplets on different types of carbon for developing wettable cathodes: a molecular dynamics simulation
Xiaojun Lv, Chaohong Guan, Zexun Han, Chang Chen, Qidong Sun
DOI: 10.1039/C9CP03673C
A quantum chemical study of hydrogen adsorption on carbon-supported palladium clusters
Lisa Warczinski, Christof Hättig
DOI: 10.1039/C9CP04606B
Photon management properties of Yb-doped SnO2 nanoparticles synthesized by the sol–gel technique
Karima Bouras, Guy Schmerber, Damien Aureau, Hervé Rinnert, Jean-Luc Rehspringer, Dris Ihiawakrim, Aziz Dinia, Abdelilah Slaoui, Silviu Colis
DOI: 10.1039/C9CP01993F
You might also like
Is 6-(3-Fluorophenyl)picolinic acid (CAS: 887982-40-3) safe?
6-(3-Fluorophenyl)picolinic acid is generally considered safe for laboratory use...
What industries use (3R)-3-Pyrrolidinol (CAS: 2799-21-5)?
(3R)-3-Pyrrolidinol is used in the pharmaceutical industry as a precursor for dr...
What precautions should be taken when handling (4R,5R)-4,5-Diethoxycarbonyl-2,2-dimethyldioxolane (CAS: 59779-75-8)?
When handling (4R,5R)-4,5-Diethoxycarbonyl-2,2-dimethyldioxolane (CAS: 59779-75-...
How is 1-(6-Chloroimidazo[1,2-b]pyridazin-3-yl)ethanone (CAS: 90734-71-7) typically synthesized?
1-(6-Chloroimidazo[1,2-b]pyridazin-3-yl)ethanone is often synthesized via a mult...
What is the market or research trend for N-Ethyl-3,4-dimethylbenzylamine (CAS: 39180-83-1)?
The market for N-Ethyl-3,4-dimethylbenzylamine (CAS: 39180-83-1) remains steady,...
What is Tert-butyl 3-(pyrrolidin-1-yl)azetidine-1-carboxylate (CAS: 1019008-21-9)?
Tert-butyl 3-(pyrrolidin-1-yl)azetidine-1-carboxylate is a chemical compound wit...
What regulatory guidelines apply to 1-Bromo-3-chloro-2,4-dimethoxybenzene (CAS: 1228956-93-1)?
1-Bromo-3-chloro-2,4-dimethoxybenzene (CAS: 1228956-93-1) falls under the classi...
Is 8-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one (CAS: 1368622-07-4) safe?
The safety of 8-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one (CAS: 1368622-07...
Is Benzyl [(3S)-2,6-dioxo-3-piperidinyl]carbamate (CAS: 22785-43-9) safe?
Benzyl [(3S)-2,6-dioxo-3-piperidinyl]carbamate is generally safe when handled wi...
How should 1-{[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]sulfonyl}pyrrolidine (CAS: 928657-21-0) be stored?
1-{[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]sulfonyl}pyrrolidine s...
Source Journal
Physical Chemistry Chemical Physics

Physical Chemistry Chemical Physics (PCCP) is an international journal co-owned by 19 physical chemistry and physics societies from around the world. This journal publishes original, cutting-edge research in physical chemistry, chemical physics and biophysical chemistry. To be suitable for publication in PCCP, articles must include significant innovation and/or insight into physical chemistry; this is the most important criterion that reviewers and Editors will judge against when evaluating submissions. The journal has a broad scope and welcomes contributions spanning experiment, theory, computation and data science. Topical coverage includes spectroscopy, dynamics, kinetics, statistical mechanics, thermodynamics, electrochemistry, catalysis, surface science, quantum mechanics, quantum computing and machine learning. Interdisciplinary research areas such as polymers and soft matter, materials, nanoscience, energy, surfaces/interfaces, and biophysical chemistry are welcomed if they demonstrate significant innovation and/or insight into physical chemistry. Joined experimental/theoretical studies are particularly appreciated when complementary and based on up-to-date approaches.

![5-Bromo-3-isopropyl-1H-pyrrolo[2,3-b]pyridine structure 5-Bromo-3-isopropyl-1H-pyrrolo[2,3-b]pyridine structure](https://static.chemtradehub.com/structs/125/1256819-54-1-8620.webp)


