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Kinetics of hydrogen peroxide oxidation of alkyl dimethyl amines
Author(s) -
Gee J. C.,
Williamson R. C.
Publication year - 1997
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/s11746-997-0121-1
Subject(s) - chemistry , amine gas treating , hydrogen peroxide , steric effects , reaction rate constant , alkyl , medicinal chemistry , kinetics , amine oxide , nitrogen , inorganic chemistry , photochemistry , organic chemistry , physics , quantum mechanics
We measured the absolute rate constants for the hydrogen peroxide oxidation of two different octyl dimethyl amines in isopropanol/water mixtures at 23°C. The amines were 1‐octyl dimethyl amine ( 1 ) and 2‐ethylhexyl dimethyl amine ( 2 ); their structures were analogous to those most often encountered in commercial alkyl dimethyl amine oxide production. The observed first‐order rate constants for the disappearance of amine across a range of H 2 O 2 concentrations (0.5–8 M) indicated that the overall rate was first‐order in amine and 3/2‐order in H 2 O 2 . Calculations showed k 1 =0.16 M −1 h −1 , k 2 =0.046 M −1 h −1 , and k 1 / k 2 =3.5. The rates appeared to decrease with increasing steric hindrance around the nitrogen atom. We also investigated the effect of water on the reaction rates. When [H 2 O]<∼4.5 M in isopropanol, the rates increased with increasing [H 2 O]; for [H 2 O]>∼4.5 M, the rates were insensitive to [H 2 O].