Experimental and theoretical study of the reactivity of a series of epoxides with chlorine atoms at 298 K
Literature Information
Carmen M. Tovar, Alexander Haack, Ian Barnes, Iustinian Gabriel Bejan, Peter Wiesen
Evaluating the reactivity of epoxides in the gas phase is very important due to their wide distribution in the atmosphere, potential health implications and atmospheric impact. The kinetic rate constants for the oxidation of epoxides have been very little studied until now. From the experimental data obtained in this work has been observed that there is an increase in reactivity towards chlorine atoms as a CH2 group is added to the hydrocarbon chain. The Structure Activity Relationship (SAR) method usually provides a good approximation of the rate constant for a wide series of compounds especially for those without complex structure and multiple organic functions. However, a good determination of the factors included in SAR estimations depends largely on the database of these compounds, which in the case of epoxides is very limited. The SAR estimation method also does not take into account other possible factors that could affect reactivity, such as the geometry of the molecule. The aim of this work is to further evaluate the reactivity of epoxides with chlorine atoms using experimental determinations, theoretical calculations and SAR estimations. For this, rate coefficients have been measured at 298 ± 2 K and 1000 ± 4 mbar pressure of synthetic air in a 1080 l Quartz Reactor (QUAREC) and a 480 l Duran glass reactor for the reaction of chlorine atoms with cyclohexene oxide (CHO), 1,2-epoxyhexane (12EHX), 1,2-epoxybutane (12EB), trans-2,3-epoxybutane (tEB) and cis-2,3-epoxybutane (cEB). Theoretical calculations for the reactions studied are in good agreement with our experimental findings and provide insights about the position of the H atom abstraction and reactivity trends for a series of epoxides. The importance of taking into consideration the geometrical distribution and the ring influence to improve SAR calculations is discussed.
Related Literature
Effects of electronic structure on the hydration of PbNO3+ and SrNO3+ ion pairs
Richard J. Cooper, Sven Heiles, Evan R. Williams
DOI: 10.1039/C5CP01859E
Chemical compartmentalisation by membranes: from biological mechanism to biomimetic applications
DOI: 10.1039/C5CP90089A
Methyl-branched lipids promote the membrane adsorption of α-synuclein by enhancing shallow lipid-packing defects
Romain Gautier, Luc Bousset, Ronald Melki, Stefano Vanni
DOI: 10.1039/C5CP00244C
Complexation induced fluorescence and acid–base properties of dapoxyl dye with γ-cyclodextrin: a drug-binding application using displacement assays
Kaushik Pal, Suman Mallick, Apurba L. Koner
DOI: 10.1039/C5CP01696G
Experimental and theoretical study of the oxidation of ventilation air methane over Fe2O3 and CuO
Yonggang Jin, Chenghua Sun, Shi Su
DOI: 10.1039/C5CP00761E
Nature's lessons in design: nanomachines to scaffold, remodel and shape membrane compartments
Paul A. Beales
DOI: 10.1039/C5CP00480B
Challenging lanthanide relaxation theory: erbium and thulium complexes that show NMR relaxation rates faster than dysprosium and terbium analogues
Alexander M. Funk, Peter Harvey, Katie-Louise N. A. Finney, Mark A. Fox, Alan M. Kenwright, Nicola J. Rogers, P. Kanthi Senanayake, David Parker
DOI: 10.1039/C5CP02210J
Optical extinction efficiency measurements on fine and accumulation mode aerosol using single particle cavity ring-down spectroscopy
Michael I. Cotterell, Bernard J. Mason, Thomas C. Preston, Andrew J. Orr-Ewing, Jonathan P. Reid
DOI: 10.1039/C5CP00252D
Non-Newtonian rheological properties of shearing nematic liquid crystal model systems based on the Gay–Berne potential
Sten Sarman, Yong-Lei Wang, Aatto Laaksonen
DOI: 10.1039/C5CP02468D
You might also like
How should waste containing 6-Chloro-5-(2'-hydroxy-3'-methoxy-4-biphenylyl)-3-(3-methoxyphenyl)-1H-pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione (CAS: 1346607-05-3) be handled?
Waste containing 6-Chloro-5-(2'-hydroxy-3'-methoxy-4-biphenylyl)-3-(3-methoxyphe...
What are the main uses of (3alpha,5alpha)-3-Hydroxypregnane-11,20-dione (CAS: 23930-19-0)?
(3alpha,5alpha)-3-Hydroxypregnane-11,20-dione is primarily used in the pharmaceu...
What is the market or research trend for 4-Amino-6-chloro-2-pyridinecarboxylic acid (CAS: 546141-56-4)?
The market for 4-Amino-6-chloro-2-pyridinecarboxylic acid (CAS: 546141-56-4) is ...
Are there alternatives to (2-Benzoylethyl)trimethylammonium chloride (CAS: 24472-88-6) in synthesis?
Alternatives to (2-Benzoylethyl)trimethylammonium chloride (CAS: 24472-88-6) in ...
Is N-[4-Nitro-3-(trifluoromethyl)phenyl]acetamide (CAS: 393-12-4) safe?
N-[4-Nitro-3-(trifluoromethyl)phenyl]acetamide (CAS: 393-12-4) is generally safe...
Are there alternatives to [(4R,5R,6S)-5-hydroxy-10-imino-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-4-yl]methyl dihydrogen phosphate (CAS: 39679-56-6) in synthesis?
Alternative reagents such as other phosphates or similar functional groups can b...
Are there alternatives to N,N'-Bis(3-aminopropyl)-1,3-propanediamine (CAS: 4605-14-5) in synthesis?
There are alternatives to N,N'-Bis(3-aminopropyl)-1,3-propanediamine (CAS: 4605-...
What precautions should be taken when handling Aluminium trihexadecanoate (CAS: 555-35-1)?
When handling Aluminium trihexadecanoate, it is important to use appropriate per...
What is (1,1-Dioxido-3-oxo-1,2-benzothiazol-2(3H)-yl)acetic acid (CAS: 52188-11-1)?
(1,1-Dioxido-3-oxo-1,2-benzothiazol-2(3H)-yl)acetic acid is a chemical compound ...
Are there alternatives to 5,5-dimethyloxolan-2-one (CAS: 3123-97-5) in synthesis?
Several alternatives to 5,5-dimethyloxolan-2-one (CAS: 3123-97-5) can be used in...
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.












![N-{15-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-15-oxo-3,6,9,12-tetraoxapentadec-1-yl}-2-(2-propyn-1-yloxy)acetamide structure N-{15-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-15-oxo-3,6,9,12-tetraoxapentadec-1-yl}-2-(2-propyn-1-yloxy)acetamide structure](https://static.chemtradehub.com/structs/210/2101206-92-0-2eb5.webp)

![N-{[(2-Methyl-2-propanyl)oxy]carbonyl}-L-methionylglycine structure N-{[(2-Methyl-2-propanyl)oxy]carbonyl}-L-methionylglycine structure](https://static.chemtradehub.com/structs/234/23446-03-9-e1e5.webp)