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The carbon–hydrogen bond strength in dimethyl ether and some properties of iodomethyl methyl ether
Author(s) -
Cruickshank F. R.,
Benson S. W.
Publication year - 1969
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/kin.550010404
Subject(s) - chemistry , dimethyl ether , ether , bond dissociation energy , torr , dissociation (chemistry) , medicinal chemistry , hydrogen , organic chemistry , catalysis , physics , thermodynamics
The kinetics and mechanism of the reaction between iodine and dimethyl ether (DME) have been studied spectrophotometrically from 515–630°K over the pressure ranges, I 2 3.8–18.9 torr and DME 39.6–592 torr in a static system. The rate‐determining step is,where k 1 is given by log ( k 1 / M −1 sec −1 ) = 11.5 ± 0.3 – 23.2 ± 0.7/θ, with θ = 2.303 RT in kcal/mole. The ratio k 2 / k −1 ,is given by log ( k 2 / k −1 ) = −0.05 ± 0.19 + (0.9 ± 0.45)/θ, whence the carbon‐hydrogen bond dissociation energy, DH ° (HCH 2 OCH 3 ) = 93.3 ± 1 kcal/mole. From this, Δ H ° f (CH 2 OCH 3 ) = −2.8 kcal and DH °(CH 3 OCH 2 ) = 9.1 kcal/mole. Some nmr and uv spectral features of iodomethyl ether are reported.