The hydroxyl radical reaction rate constant and products of ethyl 3-ethoxypropionate

Baxley, J. Steven; Henley, Michael V.; Wells, J. R.

doi:10.1002/(sici)1097-4601(1997)29:8<637::aid-kin9>3.0.co;2-v

Cited by 8 publications

(1 citation statement)

References 20 publications

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“…The upper limit isomerization rate constant is placed on an absolute basis using the estimated decomposition rate constant. 8 The most reasonable explanation for the observation of ~30% of CH 3 CH 2 OC(O)CH 2 CH 2 OCHO from ethyl 3-ethoxypropionate (Baxley et al, 1997) is to assume that this radical decomposes to form this product to a significant extent. This radical is predicted to be formed ~30% of the time.…”

Section: A52 Radical Rate Constants and Branching Ratiosmentioning

confidence: 99%

Supplementary material to "Derivation of Atmospheric Reaction Mechanisms for Volatile Organic Compounds by the SAPRC Mechanism Generation System (MechGen)"

Carter,

Jiang,

Orlando

et al. 2023

Preprint

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A1. Chemical Mechanism Assignments and Estimates A1.1. Specification of ReactantsMechGen identifies the structure of organic reactants or radicals by specifying "groups" in the molecule, indicating the groups each is bonded to, and the type of bond. Groups are parts of molecules that are treated as units in the system and contain no more than one carbon or nitrogen, and also can contain zero to three hydrogen atoms and zero to three oxygen atoms. These group and molecule designations are used in the tables giving the parameters and assignments since these are how the parameters are assigned. The list of groups that can be used is given in Table A-1; illustrative examples are shown in Table A-2. Note also the following:• Neighboring groups in non-branched and non-cyclic structures are separated by either "-", "=", or "#" symbols depending on whether their bonds are single, double, or triple.• Branched structures are indicated using "( )" to show third or fourth groups bonded to groups with more than two neighbors. If the bond between the center group and the 3rd or 4th group is a double or triple bond it is indicated using a "=" or "#" after the "(", as shown for isoprene in Table A-2. This is similar to the treatment of branched structure using the SMILES notation (SMILES, 2022). Other examples are also shown in Table A-2.• Monocyclic structures are indicated using "*" symbols to indicate groups bonded to other groups using single bonds. The "*" can be before or after the group name, but the standard format is after the name. Bi-and polycyclic structures are indicated using "*1", "*2", etc. symbols to indicate groups that are bonded together, and should always be given after the group name but before any bond designation.• Aromatic structures can be created using "CH" and "C" groups with alternating single or double bonds as with other cyclic polyalkenes. However the standard designation, which reflects the fact that separate groups are used for aromatic carbons, is to designate carbons in aromatic rings using "aCH" or "aC" depending on whether it has a hydrogen or a third group bonded to it, with the aromatic bonds designated as if they were single bonds. See the example for toluene and naphthalene in Table A-2.• Allylic radicals can be created using carbon-centered radical groups and alkene groups to designate one of the resonance structures, and it does not matter which structure is used for this purpose. However the standard designation, which reflects the fact that separate groups are used for such radicals and the radical center is at more than one location, is to designate carbons where the radical center may be located as ".aCH2", "aCH[.]", or "aC[.]" and the other carbons in the allylic structure as if they are aromatic (i.e., alternating double and single bonds). This is only applicable for carbon-centered radicals with conjugated C=C double bonds. See, for example, the structures shown for methyl allyl radicals and the OH+benzene adduct in Table A-2.• Cis and trans isomerization about a double bond ar...

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Section: A52 Radical Rate Constants and Branching Ratiosmentioning

confidence: 99%

Supplementary material to "Derivation of Atmospheric Reaction Mechanisms for Volatile Organic Compounds by the SAPRC Mechanism Generation System (MechGen)"

Carter,

Jiang,

Orlando

et al. 2023

Preprint

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The hydroxyl radical reaction rate constant and atmospheric transformation products of 2-propoxyethanol

Markgraf¹,

Semples²,

Wells³

1999

Int. J. Chem. Kinet.

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The relative rate technique has been used to measure the hydroxyl radical (OH) reaction rate constant of 2-propoxyethanol (2PEOH, CH 3 CH 2 CH 2 OCH 2 CH 2 (OH)). 2PEOH reacts with OH with a bimolecular rate constant of (21.4 Ϯ 6.0) ϫ 10 Ϫ12 cm 3 molecule Ϫ1 s Ϫ1 at 297 Ϯ 3 K and 1 atm total pressure, which is a little larger than previously reported [1]. Assuming an average OH concentration of 1 ϫ 10 6 molecules cm Ϫ3 , an atmospheric lifetime of 13 h is calculated for 2PEOH. In order to more clearly define this hydroxy ether's atmospheric reaction mechanism, an investigation into the OH ϩ 2PEOH reaction products was also conducted. The OH ϩ 2PEOH reaction products and yields observed were: propyl formate (PF, 47 Ϯ 2%, CH 3 CH 2 CH 2 OC(" O)H), 2 propoxyethanal (CH 3 CH 2 CH 2 OCH 2 C("O)H 15 Ϯ 1%), and 2-ethyl-1,3-dioxolane (5.4 Ϯ 0.4%). The 2PEOH reaction mechanism is discussed in light of current understanding of oxygenated hydrocarbon atmospheric chemistry. The findings reported here can be related to other structurally similar alcohols and may impact regulatory tools such as ground-level ozone-forming potential calculations (incremental reactivity) [2].

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The hydroxyl radical reaction rate constant and products of cyclohexanol

Bradley

Wyatt

Wells

et al. 2001

Int J of Chemical Kinetics

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The gas phase reaction of the hydroxyl radical (OH) with cyclohexanol (COL) has been studied. The rate coefficient was determined to be (19.0 ± 4.8) × 10−12 cm3 molecule−1 s−1 (at 297 ± 3 K and 1 atmosphere total pressure) using the relative rate technique with pentanal, decane, and tridecane as the reference compounds. Assuming an average OH concentration of 1 × 106 molecules cm−3, an atmospheric lifetime of 15 h is calculated for cyclohexanol. Products of the OH + COL reaction were determined to more clearly define COL's atmospheric degradation mechanism. The observed products and their formation yields were: cyclohexanone (0.55 ± 0.06), hexanedial (0.32 ± 0.15), 3‐hydroxycyclohexanone (0.31 ± 0.14), and 4‐hydroxycyclohexanone (0.08 ± 0.04). Consideration of the potential reaction pathways suggests that each of these products is formed via hydrogen abstraction at a different site on the COL ring. The products and their relative amounts are discussed in light of the predicted yields for each reaction channel. © 2001 John Wiley & Sons, Inc. Int J Chem Kinet 33: 108–117, 2001

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The hydroxyl radical reaction rate constant and products of ethyl 3-ethoxypropionate

Abstract: The relative rate technique has been used to measure the hydroxyl radical (OH) reaction rate constant of ethyl 3-ethoxypropionate (EEP, CH 3 CH 2 -O -CH 2 CH 2 C(O)O -CH 2 CH 3 ). EEP reacts with OH with a bimolecular rate constant of (22.9 Ϯ 7.4) ϫ 10 Ϫ12 cm 3 molecule Ϫ1

Cited by 8 publications

References 20 publications

Supplementary material to "Derivation of Atmospheric Reaction Mechanisms for Volatile Organic Compounds by the SAPRC Mechanism Generation System (MechGen)"

Supplementary material to "Derivation of Atmospheric Reaction Mechanisms for Volatile Organic Compounds by the SAPRC Mechanism Generation System (MechGen)"

The hydroxyl radical reaction rate constant and atmospheric transformation products of 2-propoxyethanol

The hydroxyl radical reaction rate constant and products of cyclohexanol

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