Characterization of the simplest hydroperoxide ester, hydroperoxymethyl formate, a precursor of atmospheric aerosols

Literature Information

Publication Date 2019-07-25
DOI 10.1039/C9CP03466H
Impact Factor 3.676
Authors

Jessica P. Porterfield, Kin Long Kelvin Lee, Valentina Dell'Isola, P. Brandon Carroll, Michael C. McCarthy


View Original

Abstract

Atmospheric aerosols are large clusters of molecules and particulate matter that profoundly affect the Earth's radiation budget and climate. Gas-phase oxidation of volatile organic compounds is thought to play a key role in nucleation and aerosol growth, but remains poorly understood. One reaction proposed to trigger formation of condensable, low volatility organic compounds is that between Criegee intermediates and carboxylic acids to yield hydroperoxide esters. Here we isolate in high yield the simplest hydroperoxide ester, hydroperoxymethyl formate (HOOCH2OCHO), as a secondary product in the ozonolysis of ethylene, and establish by rotational spectroscopy that this ester adopts a nearly-rigid cyclic structure owing to a strong hydrogen bond between the peroxy hydrogen and carbonyl oxygen. Subsequent detection of this ester in the ozonolysis of propylene and isoprene suggests that terminal alkenes readily undergo specific types of second-order oxidation reactions that have been implicated in the formation of atmospheric aerosols.

Related Literature

Preparation of graphene/poly(2-acryloxyethyl ferrocenecarboxylate) nanocomposite via a “grafting-onto” strategy

Yan Deng, Wenbin Liu, Yongjun Li, Xiaoyu Huang

2017-12-04 Paper

DOI: 10.1039/C7PY01932G

Inside front cover

Cover

DOI: 10.1039/C8PY90011F

SET-LRP mediated by TREN in biphasic water–organic solvent mixtures provides the most economical and efficient process

Adrian Moreno, Silvia Grama, Tong Liu, Marina Galià, Virgil Percec

2017-11-24 Paper

DOI: 10.1039/C7PY01841J

Front cover

Cover

DOI: 10.1039/C7PY90192E

Light-responsive polymer brushes: active topographic cues for cell culture applications

A. C. Manikas, V. Pagliarulo, P. Ferraro, S. Cavalli

2017-04-28 Paper

DOI: 10.1039/C7PY00462A

Facile synthesis of ROS-responsive biodegradable main chain poly(carbonate-thioether) copolymers

Bingkun Yan, Yan Zhang, Chao Wei, Yue Xu

2018-01-17 Paper

DOI: 10.1039/C7PY01908D

Elaboration of bio-epoxy/benzoxazine interpenetrating polymer networks: a composition-to-morphology mapping

P. Verge, S. Peralta, Y. Habibi, C. Vancaeyzeele, F. Vidal

2017-12-19 Paper

DOI: 10.1039/C7PY01755C

Back cover

Cover

DOI: 10.1039/C8PY90008F

Facile construction of crosslinked anion exchange membranes based on fluorenyl-containing polysulfone via click chemistry

Bo Hu, Luyang Miao, Yang Bai, Changli Lü

2017-06-27 Paper

DOI: 10.1039/C7PY00789B

Selective oxidation of cellulose, mediated by N-hydroxyphthalimide, under a metal-free environment

Sergiu Coseri, Gabriela Biliuta

2017-11-06 Paper

DOI: 10.1039/C7PY01710C

You might also like

Compound Q&A

What precautions should be taken when handling 4-(2-Furylmethyl)thiomorpholine 1,1-dioxide (CAS: 79206-94-3)?

When handling 4-(2-Furylmethyl)thiomorpholine 1,1-dioxide (CAS: 79206-94-3), it ...

79206-94-34-(2-Furylmethyl)thi...
Compound Q&A

What precautions should be taken when handling 4-Chloro-N-[2-(4-morpholinyl)ethyl]benzamide (CAS: 71320-77-9)?

When handling 4-Chloro-N-[2-(4-morpholinyl)ethyl]benzamide (CAS: 71320-77-9), it...

71320-77-94-Chloro-N-[2-(4-mor...
Compound Q&A

How should waste containing 2-[2-(2-Methoxyethoxy)ethoxy]ethyl 4-methylbenzenesulfonate (CAS: 62921-74-8) be handled?

Waste containing this compound (CAS: 62921-74-8) should be handled according to ...

62921-74-82-[2-(2-Methoxyethox...
Compound Q&A

How should waste containing (S)-Methyl 2-amino-3-cyclohexylpropanoate be handled?

Waste containing (S)-Methyl 2-amino-3-cyclohexylpropanoate should be collected i...

40056-18-6(S)-Methyl 2-amino-3...
166882-70-85-({4-[(2S,4R)-4-Hyd...
Compound Q&A

Are there alternatives to (2E)-3-(3,4-Dichlorophenyl)acrylic acid (CAS: 7312-27-8) in synthesis?

There are several alternatives to (2E)-3-(3,4-Dichlorophenyl)acrylic acid in syn...

7312-27-8(2E)-3-(3,4-Dichloro...
Compound Q&A

How should Ethyl 6-(2-nitrophenyl)imidazo[2,1-b][1,3]thiazole-3-carboxylate (CAS: 925437-84-9) be stored?

Ethyl 6-(2-nitrophenyl)imidazo[2,1-b][1,3]thiazole-3-carboxylate (CAS: 925437-84...

925437-84-9Ethyl 6-(2-nitrophen...
Compound Q&A

How should waste containing 2-(1,3-Thiazol-2-yl)ethanamine (CAS: 18453-07-1) be handled?

Waste containing 2-(1,3-Thiazol-2-yl)ethanamine (CAS: 18453-07-1) should be coll...

18453-07-12-(1,3-Thiazol-2-yl)...
Compound Q&A

How is Methyl 5-iodo-2-methylbenzoate (CAS: 103440-54-6) typically synthesized?

Methyl 5-iodo-2-methylbenzoate can be synthesized through the iodination of meth...

103440-54-6Methyl 5-iodo-2-meth...
Compound Q&A

How is 5-Chloro[1,2,4]triazolo[1,5-a]pyridine (CAS: 1427399-34-5) typically synthesized?

5-Chloro[1,2,4]triazolo[1,5-a]pyridine is commonly synthesized via the condensat...

1427399-34-55-Chloro[1,2,4]triaz...

Source Journal

Physical Chemistry Chemical Physics

Physical Chemistry Chemical Physics
CiteScore: 5.5
Self-citation Rate: 10.3%
Articles per Year: 3036

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.

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.