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Mechanism and Structure–reactivity Correlation in the Homogeneous, Unimolecular Elimination Kinetics of 2-Substituted Ethyl Methylcarbonates in the Gas Phase by Gabriel Chuchani; Edgar Marquez; Armando Herize; Rosa María Domínguez; María Tosta; Doris Brusco is a Chemistry article available to read on EtoBox.
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## Abstract The gas‐phase elimination kinetics of 2‐substituted ethyl methylcarbonates were determined in a static reaction system over the temperature range of 323–435°C and pressure range 28.5–242 Torr. The reactions are homogeneous, unimolecular and follow a first‐order rate law. The kinetic and thermodynamic parameters are reported. The 2‐substituents of the ethyl methylcarbonate (CH~3~OCOOCH~2~CH~2~Z, Z=substituent) give an approximate linear correlation when using the Taft–Topsom method, log(__k__~Z~/__k__~H~)=−(0.57±0.19)σ~α~+(1.34±0.49)σ~R~^−^ (__r__=0.9256; SD=0.16) at 400°C. This result implies the elimination process to be sensitive to steric factors, while the electronic effect is unimportant. However, the resonance factor has the greatest influence for a favorable abstraction of the β‐hydrogen of the C~β~—H bond by the oxygen carbonyl. Because ρ~α~ is significant, a good correlation of the alkyl substituents of carbonates with Hancock's steric parameters was obtained: log(__k__~R~/__k__~H~) versus E~S~^C^ for CH~3~OCOOCH~2~CH~2~R at 400°C, R=alkyl, δ=−0.17 (__r__=0.9993, SD=0.01). An approximate straight line was obtained on plotting these data with the reported Hancoc
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- Author
- Gabriel Chuchani; Edgar Marquez; Armando Herize; Rosa María Domínguez; María Tosta; Doris Brusco
- Publisher
- John Wiley and Sons; Wiley (John Wiley & Sons); John Wiley & Sons Inc.; Wiley (ISSN 0894-3230)
- Published
- 2003
- Language
- EN
- Field
- Chemistry (Physical Sciences)