Direct ab Initio Dynamics Studies of the Hydrogen Abstraction Reactions of Hydrogen
Atom with Fluoromethanes
Dilip K. Maity, Wendell T. Duncan, and Thanh N. Truong*
Henry Eyring Center for Theoretical Chemistry, Department of Chemistry, UniVersity of Utah,
Salt Lake City, Utah 84112
ReceiVed: October 30, 1998; In Final Form: January 19, 1999
A direct ab initio dynamics study on the gas-phase reactions of atomic hydrogen with different fluoromethanes
has been carried out. The thermal rate constants were calculated using canonical variational transition state
(CVT) theory augmented by multidimensional semiclassical zero and small curvature tunneling approximations.
The potential energy surfaces for the reactions were calculated using hybrid density functional theory, namely,
Becke’s half-and-half (BH) nonlocal exchange and the Lee-Yang-Parr (LYP) nonlocal correlation functionals
using the cc-pVDZ basis set. The reaction energies and barrier heights were improved by single-point energy
calculations along the minimum energy path (MEP) at the spin-projected fourth order Moller-Plesset
perturbation theory (PMP4) using the cc-pVTZ basis set. The calculated forward and reverse thermal rate
constants are in the good agreement with the experimental data. The electronic effects of fluorine substitution
on the rate of this class of reactions are examined.
Introduction
Halons (chlorofluorobromocarbons) have been widely used
as a chemical fire extinguisher in ships, aircraft, and computer
rooms; however, their production and use are banned worldwide
because of their destructive effects on stratospheric ozone. It is
understood that the ozone depletion potential of halons is caused
by bromine. As an alternative to halons, hydrofluorocarbons
(HFC) have been proposed as fire suppressants. These com-
pounds contain no chlorine or bromine, and fluorine is believed
to be relatively innocuous in its effect on the ozone layer.
1,2
Among the hydrocarbons, fluorinated methanes are considered
to be safe alternative potential candidates as flame suppres-
sants.
3,4
Accurate kinetic data for the reactions of hydrogen
atoms with fluorinated methanes are needed to assess the
mechanism and effectiveness for their use as alternative flame
suppressants and to model the combustion chemistry of fluori-
nated hydrocarbons. The reliability of computational kinetic
modeling is critically dependent on the accuracy of estimated
rate constants for the different channels of the reactions
involving these species under combustion temperatures. Un-
fortunately, the required kinetic data are often unavailable or
else have been obtained at only a few temperatures.
Recent work has indicated that the abstraction of hydrogen
atoms from fluoromethanes by H atoms is one of the major
destruction pathways in a flame, and therefore, a basic under-
standing of this process may help in designing more effective
fire suppression agents. Three different pathways for the reaction
of H atoms with CH
3
F, CH
2
F
2
, and CHF
3
have been discussed
in the literature because of their exothermicities: abstraction
of H (CH
4-x
F
x
+ H T CH
3-x
F
x
+ H
2
), abstraction of F
(CH
4-x
F
x
+ H T CH
4-x
F
x-1
+ HF), and substitution (CH
4-x
F
x
+ H T CH
5-x
F
x-1
+ F). It has also been shown in the literature,
based on ab initio molecular electronic structure calculations
at various levels of theory, that the reactions of F abstraction
or substitution have much higher barriers compared to the H
abstraction reaction channel, thus making those two channels
minor.
5
For this reason, in our present study, we focus only on
the H abstraction reaction channel (CH
4-x
F
x
+H T CH
3-x
F
x
+ H
2
; x ) 1, 2, or 3), at a fairly accurate level of calculation.
To examine the electronic effect of fluorine substitution and
for the sake of comparison, we have also presented results for
the H abstraction reaction of methane (x ) 0) at the same level
of theory.
To date, unlike the H + CH
4
reaction, only a limited number
of experimental measurements of the thermal rate constants are
available for H abstraction reactions of fluoromethanes. How-
ever, for purpose of comparison in this study we use several
sets of experimental data available in the literature at different
temperatures for these four reactions.
6-19
Several previous
groups
20-22
have looked at the equilibrium structures, but only
Berry et al.
5
have studied the kinetics of the H + CH
4-x
F
x
(x )
0-3) reactions using conventional transition state theory (TST).
Recently, Hranisavljevic and Michael
19
have also studied the
reaction CHF
3
+ H T CF
3
+ H
2
, theoretically also employing
TST with one-dimensional Eckart tunneling corrections. It is
known that tunneling contributions in hydrogen abstraction
reactions are significant. Thus, one-dimensional tunneling
models associated with the TST framework may not be
sufficient. Variational transition state theory
23
provides a
framework for more accurate tunneling treatments. Since an
analytical potential energy function for these reactions is not
available, the conventional approach of reactive dynamic
calculations is not viable.
23
Direct dynamics approach provides
a viable alternative for using the more extensive variational
transition state theory and tunneling methods to obtain accurate
thermal rate constants.
24,25
In this approach, all potential
information required for evaluating dynamic properties are
obtained directly from ab initio electronic structure calculations
rather than from empirical analytical force fields.
In the present study, we employ the direct ab initio
dynamics
26-30
method developed in our laboratory to obtain
thermal rate constants for H abstraction reactions and look into
the substitution effects of fluorine on the rate of H atom transfer
reaction.
2152 J. Phys. Chem. A 1999, 103, 2152-2159
10.1021/jp984281x CCC: $18.00 © 1999 American Chemical Society
Published on Web 03/13/1999