THE HYDROLYSIS OF ACETIC ANHYDRIDE. PART VI. KINETICS IN DEUTERIUM OXIDE SOLUTION

Journal Article · Thu Jun 01 04:00:00 EDT 1961 · Journal of the Chemical Society (England) Divided into J. Chem. Soc. A, J. Chem. Soc. B, etc.

DOI:https://doi.org/10.1039/jr9610002305· OSTI ID:4039983

Butler, A R; Gold, V

The velocities of the spontaneous and acetate-catalyzed hydrolyses of acetic anhydride are reduced (by factors of 2.9 and approximately 1.7, respectively) on changing from ordinary water to deuterium oxide as solvent. The formate-catalyzed reaction is only slightly affected by the change of solvent. A reaction mechanism is put forward which accommodates the isotope effects and, at the same time, provides an explanation of the catalytic effect of acetate ions in this reaction. The rate-controlling step in this mechanism is a proton-transfer from hydrogen ion or acetic acid to the oxygen atom of an anionic intermediate. The general admissibility of a rate-determining step of this kind in a measurably slow reaction is discussed. (auth)

• Research Organization: Univ. of London
• NSA Number: NSA-15-023501
• OSTI ID: 4039983
• Journal Information: Journal of the Chemical Society (England) Divided into J. Chem. Soc. A, J. Chem. Soc. B, etc., Journal Name: Journal of the Chemical Society (England) Divided into J. Chem. Soc. A, J. Chem. Soc. B, etc.; ISSN JCSOA
• Country of Publication: Country unknown/Code not available
• Language: English

Related Subjects

ACETATES
ACETIC ACID
CATALYSIS
CHEMISTRY
DECOMPOSITION
FORMIC ACID
HEAVY WATER
HYDROGEN
IONS
ISOTOPE EFFECTS
ORGANIC ACIDS
OXYGEN
PROTONS
REACTION KINETICS
SALTS
SOLUTIONS
SOLVENTS
TRANSPORT
VELOCITY
WATER