PMID- 19458818
OWN - NLM
STAT- MEDLINE
DCOM- 20090729
LR  - 20191210
IS  - 1463-9076 (Print)
IS  - 1463-9076 (Linking)
VI  - 11
IP  - 21
DP  - 2009 Jun 7
TI  - The gas-phase ozonolysis of beta-caryophyllene (C(15)H(24)). Part I: an 
      experimental study.
PG  - 4152-72
LID - 10.1039/b817824k [doi]
AB  - The gas phase reaction of ozone with beta-caryophyllene was investigated in a 
      static glass reactor at 750 Torr and 296 K under various experimental conditions. 
      The reactants and gas phase products were monitored by FTIR-spectroscopy and 
      proton-transfer-reaction mass spectrometry (PTR-MS). Aerosol formation was 
      monitored with a scanning mobility particle sizer (SMPS) and particulate products 
      analysed by liquid chromatography/mass spectrometry (HPLC-MS). The different 
      reactivity of the two double bonds in beta-caryophyllene was probed by 
      experiments with different ratios of reactants. An average rate coefficient at 
      295 K for the first-generation products was determined as 1.1 x 10(-16) cm(3) 
      molecule(-1) s(-1). Using cyclohexane as scavenger, an OH-radical yield of (10.4 
      +/- 2.3)% was determined for the ozonolysis of the more reactive internal double 
      bond, whereas the average OH-radical yield for the ozonolysis of the 
      first-generation products was found to be (16.4 +/- 3.6)%. Measured gas phase 
      products are CO, CO(2) and HCHO with average yields of (2.0 +/- 1.8)%, (3.8 +/- 
      2.8)% and (7.7 +/- 4.0)%, respectively for the more reactive internal double bond 
      and (5.5 +/- 4.8)%, (8.2 +/- 2.8)% and (60 +/- 6)%, respectively from ozonolysis 
      of the less reactive double bond of the first-generation products. The residual 
      FTIR spectra indicate the formation of an internal secondary ozonide of 
      beta-caryophyllene. From experiments using HCOOH as a Criegee intermediate (CI) 
      scavenger, it was concluded that at least 60% of the formed CI are collisionally 
      stabilized. The aerosol yield in the ozonolysis of beta-caryophyllene was 
      estimated from the measured particle size distributions. In the absence of a CI 
      scavenger the yield ranged between 5 and 24%, depending on the aerosol mass. The 
      yield increases with addition of water vapour or with higher concentrations of 
      formic acid. In the presence of HCHO, lower aerosol yields were observed. This 
      suggests that HCOOH adds to a Criegee intermediate to form a low-volatility 
      compound responsible for aerosol formation. The underlying reaction mechanisms 
      are discussed and compared with the results from the accompanying theoretical 
      paper.
FAU - Winterhalter, Richard
AU  - Winterhalter R
AD  - Max Planck Institute for Chemistry, Atmospheric Chemistry Department, P.O. Box 
      3060, D-55020, Mainz, Germany. winterha@mpch-mainz.mpg.de
FAU - Herrmann, Frank
AU  - Herrmann F
FAU - Kanawati, Basem
AU  - Kanawati B
FAU - Nguyen, Thanh Lam
AU  - Nguyen TL
FAU - Peeters, Jozef
AU  - Peeters J
FAU - Vereecken, Luc
AU  - Vereecken L
FAU - Moortgat, Geert K
AU  - Moortgat GK
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20090325
PL  - England
TA  - Phys Chem Chem Phys
JT  - Physical chemistry chemical physics : PCCP
JID - 100888160
RN  - 0 (Cyclohexanes)
RN  - 0 (Free Radical Scavengers)
RN  - 0 (Polycyclic Sesquiterpenes)
RN  - 0 (Protons)
RN  - 0 (Sesquiterpenes)
RN  - 142M471B3J (Carbon Dioxide)
RN  - 1HG84L3525 (Formaldehyde)
RN  - 3352-57-6 (Hydroxyl Radical)
RN  - 48K5MKG32S (Cyclohexane)
RN  - 66H7ZZK23N (Ozone)
RN  - 7U1EE4V452 (Carbon Monoxide)
RN  - BBX060AN9V (Hydrogen Peroxide)
RN  - BHW853AU9H (caryophyllene)
SB  - IM
MH  - Carbon Dioxide/chemistry
MH  - Carbon Monoxide/chemistry
MH  - Cyclohexanes/chemistry
MH  - Formaldehyde/chemistry
MH  - Free Radical Scavengers/chemistry
MH  - Hydrogen Peroxide/chemistry
MH  - Hydroxyl Radical/chemistry
MH  - Mass Spectrometry
MH  - Ozone/*chemistry
MH  - Polycyclic Sesquiterpenes
MH  - Protons
MH  - Sesquiterpenes/*chemistry
MH  - Spectroscopy, Fourier Transform Infrared
EDAT- 2009/05/22 09:00
MHDA- 2009/07/30 09:00
CRDT- 2009/05/22 09:00
PHST- 2009/05/22 09:00 [entrez]
PHST- 2009/05/22 09:00 [pubmed]
PHST- 2009/07/30 09:00 [medline]
AID - 10.1039/b817824k [doi]
PST - ppublish
SO  - Phys Chem Chem Phys. 2009 Jun 7;11(21):4152-72. doi: 10.1039/b817824k. Epub 2009 
      Mar 25.