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Title: Synthesis and surface spectroscopy of α-pinene isotopologues and their corresponding secondary organic material

Abstract

The synthesis and surface-specific spectroscopic analysis of α-pinene isotopologues and their corresponding secondary organic material is reported.

Authors:
 [1]; ORCiD logo [1]; ORCiD logo [1];  [1]; ORCiD logo [2]; ORCiD logo [3];  [3]; ORCiD logo [3];  [1]; ORCiD logo [3]; ORCiD logo [4]; ORCiD logo [1]; ORCiD logo [1]
  1. Department of Chemistry, Northwestern University, Evanston, USA
  2. John A. Paulson School of Engineering and Applied Sciences, Harvard University, Cambridge, USA
  3. William R. Wiley Environmental Molecular Sciences Laboratory, Pacific Northwest National Laboratory, Richland, USA
  4. John A. Paulson School of Engineering and Applied Sciences, Harvard University, Cambridge, USA, Department of Earth and Planetary Sciences
Publication Date:
Sponsoring Org.:
USDOE
OSTI Identifier:
1545899
Resource Type:
Published Article
Journal Name:
Chemical Science
Additional Journal Information:
Journal Name: Chemical Science Journal Volume: 10 Journal Issue: 36; Journal ID: ISSN 2041-6520
Publisher:
Royal Society of Chemistry (RSC)
Country of Publication:
United Kingdom
Language:
English

Citation Formats

Upshur, Mary Alice, Vega, Marvin M., Bé, Ariana Gray, Chase, Hilary M., Zhang, Yue, Tuladhar, Aashish, Chase, Zizwe A., Fu, Li, Ebben, Carlena J., Wang, Zheming, Martin, Scot T., Geiger, Franz M., and Thomson, Regan J. Synthesis and surface spectroscopy of α-pinene isotopologues and their corresponding secondary organic material. United Kingdom: N. p., 2019. Web. doi:10.1039/C9SC02399B.
Upshur, Mary Alice, Vega, Marvin M., Bé, Ariana Gray, Chase, Hilary M., Zhang, Yue, Tuladhar, Aashish, Chase, Zizwe A., Fu, Li, Ebben, Carlena J., Wang, Zheming, Martin, Scot T., Geiger, Franz M., & Thomson, Regan J. Synthesis and surface spectroscopy of α-pinene isotopologues and their corresponding secondary organic material. United Kingdom. doi:10.1039/C9SC02399B.
Upshur, Mary Alice, Vega, Marvin M., Bé, Ariana Gray, Chase, Hilary M., Zhang, Yue, Tuladhar, Aashish, Chase, Zizwe A., Fu, Li, Ebben, Carlena J., Wang, Zheming, Martin, Scot T., Geiger, Franz M., and Thomson, Regan J. Wed . "Synthesis and surface spectroscopy of α-pinene isotopologues and their corresponding secondary organic material". United Kingdom. doi:10.1039/C9SC02399B.
@article{osti_1545899,
title = {Synthesis and surface spectroscopy of α-pinene isotopologues and their corresponding secondary organic material},
author = {Upshur, Mary Alice and Vega, Marvin M. and Bé, Ariana Gray and Chase, Hilary M. and Zhang, Yue and Tuladhar, Aashish and Chase, Zizwe A. and Fu, Li and Ebben, Carlena J. and Wang, Zheming and Martin, Scot T. and Geiger, Franz M. and Thomson, Regan J.},
abstractNote = {The synthesis and surface-specific spectroscopic analysis of α-pinene isotopologues and their corresponding secondary organic material is reported.},
doi = {10.1039/C9SC02399B},
journal = {Chemical Science},
number = 36,
volume = 10,
place = {United Kingdom},
year = {2019},
month = {9}
}

Journal Article:
Free Publicly Available Full Text
Publisher's Version of Record
DOI: 10.1039/C9SC02399B

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Works referenced in this record:

Observation of Organic Molecules at the Aerosol Surface
journal, May 2016


Formation of Oligomers in Secondary Organic Aerosol
journal, March 2004

  • Tolocka, Michael P.; Jang, Myoseon; Ginter, Joy M.
  • Environmental Science & Technology, Vol. 38, Issue 5
  • DOI: 10.1021/es035030r

Heterogeneous Ozone Oxidation Reactions of 1-Pentene, Cyclopentene, Cyclohexene, and a Menthenol Derivative Studied by Sum Frequency Generation
journal, November 2008

  • Stokes, Grace Y.; Buchbinder, Avram M.; Gibbs-Davis, Julianne M.
  • The Journal of Physical Chemistry A, Vol. 112, Issue 46
  • DOI: 10.1021/jp803277s

Accurate Line Shapes from Sub-1 cm –1 Resolution Sum Frequency Generation Vibrational Spectroscopy of α-Pinene at Room Temperature
journal, February 2015

  • Mifflin, Amanda L.; Velarde, Luis; Ho, Junming
  • The Journal of Physical Chemistry A, Vol. 119, Issue 8
  • DOI: 10.1021/jp510700z

Highly Oxygenated Multifunctional Compounds in α-Pinene Secondary Organic Aerosol
journal, May 2017

  • Zhang, Xuan; Lambe, Andrew T.; Upshur, Mary Alice
  • Environmental Science & Technology, Vol. 51, Issue 11
  • DOI: 10.1021/acs.est.6b06588

Beyond Local Group Modes in Vibrational Sum Frequency Generation
journal, March 2015

  • Chase, Hilary M.; Psciuk, Brian T.; Strick, Benjamin L.
  • The Journal of Physical Chemistry A, Vol. 119, Issue 14
  • DOI: 10.1021/acs.jpca.5b02208

Following Particle-Particle Mixing in Atmospheric Secondary Organic Aerosols by Using Isotopically Labeled Terpenes
journal, February 2018


Sum Frequency Generation Spectroscopy and Molecular Dynamics Simulations Reveal a Rotationally Fluid Adsorption State of α-Pinene on Silica
journal, June 2016

  • Ho, Junming; Psciuk, Brian T.; Chase, Hilary M.
  • The Journal of Physical Chemistry C, Vol. 120, Issue 23
  • DOI: 10.1021/acs.jpcc.6b03158

Changing shapes and implied viscosities of suspended submicron particles
journal, January 2015

  • Zhang, Y.; Sanchez, M. S.; Douet, C.
  • Atmospheric Chemistry and Physics, Vol. 15, Issue 14
  • DOI: 10.5194/acp-15-7819-2015

Plant-Derived Terpenes: A Feedstock for Specialty Biofuels
journal, March 2017


The total synthesis of (±)α- and (±)β-pinene: A general route to bicyclo[3.1.1]heptanes
journal, January 1973


Displacement of Hexanol by the Hexanoic Acid Overoxidation Product in Alcohol Oxidation on a Model Supported Palladium Nanoparticle Catalyst
journal, November 2011

  • Buchbinder, Avram M.; Ray, Natalie A.; Lu, Junling
  • Journal of the American Chemical Society, Vol. 133, Issue 44
  • DOI: 10.1021/ja2067274

Contrasting organic aerosol particles from boreal and tropical forests during HUMPPA-COPEC-2010 and AMAZE-08 using coherent vibrational spectroscopy
journal, January 2011

  • Ebben, C. J.; Martinez, I. S.; Shrestha, M.
  • Atmospheric Chemistry and Physics, Vol. 11, Issue 20
  • DOI: 10.5194/acp-11-10317-2011

An interfacial mechanism for cloud droplet formation on organic aerosols
journal, March 2016


Convenient synthesis of deuterium labelled sesquiterpenes
journal, October 2016


The total synthesis of (+-)-.alpha.- and (+-)-.beta.-pinene. A general route to bicyclic mono- and sesquiterpenes
journal, March 1976

  • Thomas, Mullapponmannil Thomas; Fallis, Alex G.
  • Journal of the American Chemical Society, Vol. 98, Issue 5
  • DOI: 10.1021/ja00421a029

Surface Structure at Hexadecane and Halo-hexadecane Liquid/Vapor Interfaces
journal, July 2004

  • Esenturk, Okan; Walker, Robert A.
  • The Journal of Physical Chemistry B, Vol. 108, Issue 30
  • DOI: 10.1021/jp047984p

Production and Measurement of Organic Particulate Matter in a Flow Tube Reactor
journal, January 2018

  • Zhang, Yue; Liu, Pengfei; Gong, Zhaoheng
  • Journal of Visualized Experiments, Issue 142
  • DOI: 10.3791/55684

Atmospheric β-Caryophyllene-Derived Ozonolysis Products at Interfaces
journal, December 2018


Thermodynamics of oligomer formation: implications for secondary organic aerosol formation and reactivity
journal, January 2013

  • DePalma, Joseph W.; Horan, Andrew J.; Hall IV, Wiley A.
  • Physical Chemistry Chemical Physics, Vol. 15, Issue 18
  • DOI: 10.1039/c3cp44586k

Stereochemical transfer to atmospheric aerosol particles accompanying the oxidation of biogenic volatile organic compounds: CHIRALITY MATTERS IN THE ATMOSPHERE
journal, August 2011

  • Ebben, Carlena J.; Zorn, Soeren R.; Lee, Seung-Bok
  • Geophysical Research Letters, Vol. 38, Issue 16
  • DOI: 10.1029/2011GL048599

Surfactants from the gas phase may promote cloud droplet formation
journal, February 2013

  • Sareen, N.; Schwier, A. N.; Lathem, T. L.
  • Proceedings of the National Academy of Sciences, Vol. 110, Issue 8
  • DOI: 10.1073/pnas.1204838110

Molecular Composition of Monoterpene Secondary Organic Aerosol at Low Mass Loading
journal, October 2010

  • Gao, Yuqian; Hall, Wiley A.; Johnston, Murray V.
  • Environmental Science & Technology, Vol. 44, Issue 20
  • DOI: 10.1021/es101861k

Analysis of Atmospheric Aerosols
journal, July 2008


Formation and occurrence of dimer esters of pinene oxidation products in atmospheric aerosols
journal, January 2013

  • Kristensen, K.; Enggrob, K. L.; King, S. M.
  • Atmospheric Chemistry and Physics, Vol. 13, Issue 7
  • DOI: 10.5194/acp-13-3763-2013

Plant-derived Secondary Organic Material in the Air and Ecosystems
journal, September 2017


Unanticipated Stickiness of α-Pinene
journal, February 2017

  • Chase, Hilary M.; Ho, Junming; Upshur, Mary Alice
  • The Journal of Physical Chemistry A, Vol. 121, Issue 17
  • DOI: 10.1021/acs.jpca.6b12653

Physical Properties of Aerosol Internally Mixed With Soot Particles in a Biogenically Dominated Environment in California
journal, October 2018

  • Sharma, Noopur; China, Swarup; Bhandari, Janarjan
  • Geophysical Research Letters, Vol. 45, Issue 20
  • DOI: 10.1029/2018GL079404

Vibrational Mode Assignment of α-Pinene by Isotope Editing: One Down, Seventy-One To Go
journal, April 2016

  • Upshur, Mary Alice; Chase, Hilary M.; Strick, Benjamin F.
  • The Journal of Physical Chemistry A, Vol. 120, Issue 17
  • DOI: 10.1021/acs.jpca.6b01995

Climate-relevant physical properties of molecular constituents for isoprene-derived secondary organic aerosol material
journal, January 2014

  • Upshur, M. A.; Strick, B. F.; McNeill, V. F.
  • Atmospheric Chemistry and Physics, Vol. 14, Issue 19
  • DOI: 10.5194/acp-14-10731-2014

Modern Aspects of Isotopic Labellings in Terpene Biosynthesis: Modern Aspects of Isotopic Labellings in Terpene Biosynthesis
journal, May 2017


Vibrational Sum Frequency Generation Spectroscopy of Secondary Organic Material Produced by Condensational Growth from α-Pinene Ozonolysis
journal, August 2013

  • Shrestha, Mona; Zhang, Yue; Ebben, Carlena J.
  • The Journal of Physical Chemistry A, Vol. 117, Issue 35
  • DOI: 10.1021/jp405065d

Assessment of DFT for Computing Sum Frequency Generation Spectra of an Epoxydiol and a Deuterated Isotopologue at Fused Silica/Vapor Interfaces
journal, November 2015

  • Chase, Hilary M.; Rudshteyn, Benjamin; Psciuk, Brian T.
  • The Journal of Physical Chemistry B, Vol. 120, Issue 8
  • DOI: 10.1021/acs.jpcb.5b09769

Towards the identification of molecular constituents associated with the surfaces of isoprene-derived secondary organic aerosol (SOA) particles
journal, January 2014

  • Ebben, C. J.; Strick, B. F.; Upshur, M. A.
  • Atmospheric Chemistry and Physics, Vol. 14, Issue 5
  • DOI: 10.5194/acp-14-2303-2014

Cloud Activation Potentials for Atmospheric α-Pinene and β-Caryophyllene Ozonolysis Products
journal, July 2017


On Surface Order and Disorder of α-Pinene-Derived Secondary Organic Material
journal, November 2014

  • Shrestha, Mona; Zhang, Yue; Upshur, Mary Alice
  • The Journal of Physical Chemistry A, Vol. 119, Issue 19
  • DOI: 10.1021/jp510780e

Atmospheric Aerosol Chemistry: Spectroscopic and Microscopic Advances
journal, November 2016


Synergistic O 3 + OH oxidation pathway to extremely low-volatility dimers revealed in β-pinene secondary organic aerosol
journal, August 2018

  • Kenseth, Christopher M.; Huang, Yuanlong; Zhao, Ran
  • Proceedings of the National Academy of Sciences, Vol. 115, Issue 33
  • DOI: 10.1073/pnas.1804671115

The Molecular Identification of Organic Compounds in the Atmosphere: State of the Art and Challenges
journal, February 2015

  • Nozière, Barbara; Kalberer, Markus; Claeys, Magda
  • Chemical Reviews, Vol. 115, Issue 10
  • DOI: 10.1021/cr5003485

Chemistry of secondary organic aerosol: Formation and evolution of low-volatility organics in the atmosphere
journal, May 2008


Organic Constituents on the Surfaces of Aerosol Particles from Southern Finland, Amazonia, and California Studied by Vibrational Sum Frequency Generation
journal, July 2012

  • Ebben, Carlena J.; Shrestha, Mona; Martinez, Imee S.
  • The Journal of Physical Chemistry A, Vol. 116, Issue 32
  • DOI: 10.1021/jp302631z

Morphology of Liquid–Liquid Phase Separated Aerosols
journal, August 2015

  • Qiu, Yuqing; Molinero, Valeria
  • Journal of the American Chemical Society, Vol. 137, Issue 33
  • DOI: 10.1021/jacs.5b05579

Organic aerosol and global climate modelling: a review
journal, January 2005

  • Kanakidou, M.; Seinfeld, J. H.; Pandis, S. N.
  • Atmospheric Chemistry and Physics, Vol. 5, Issue 4
  • DOI: 10.5194/acp-5-1053-2005