Chlorine kinetic isotope effects in the methylation of pyridine and 2,6-lutidine
Journal Article
·
· J. Org. Chem.; (United States)
Pyridine and 2,6-lutidine were methylated with methyl chloride in bromobenzene solution in sealed glass ampoules at 100.0/sup 0/C. The ionic chloride was isolated, purified, and completely reconverted to methyl chloride. Isotope ratios were determined with an isotope ratio mass spectrometer. It appears that the increase in the transition state is a manifestation of the Hammond postulate--the most hindered and slowest reaction possessing the most product-like transition state. 1 table.
- Research Organization:
- State Univ. of New York, Stony Brook
- OSTI ID:
- 6429023
- Journal Information:
- J. Org. Chem.; (United States), Journal Name: J. Org. Chem.; (United States) Vol. 44:5; ISSN JOCEA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400202* -- Isotope Effects
Isotope Exchange
& Isotope Separation
AZINES
CHEMICAL REACTION YIELD
CHEMICAL REACTIONS
CHLORINATED ALIPHATIC HYDROCARBONS
CHLORINE ISOTOPES
DATA
DATA FORMS
EXPERIMENTAL DATA
HALOGENATED ALIPHATIC HYDROCARBONS
HETEROCYCLIC COMPOUNDS
INFORMATION
ISOTOPE EFFECTS
ISOTOPE RATIO
MEDIUM TEMPERATURE
NUMERICAL DATA
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PRESSURE DEPENDENCE
PYRIDINES
TABLES
TEMPERATURE DEPENDENCE
YIELDS
400202* -- Isotope Effects
Isotope Exchange
& Isotope Separation
AZINES
CHEMICAL REACTION YIELD
CHEMICAL REACTIONS
CHLORINATED ALIPHATIC HYDROCARBONS
CHLORINE ISOTOPES
DATA
DATA FORMS
EXPERIMENTAL DATA
HALOGENATED ALIPHATIC HYDROCARBONS
HETEROCYCLIC COMPOUNDS
INFORMATION
ISOTOPE EFFECTS
ISOTOPE RATIO
MEDIUM TEMPERATURE
NUMERICAL DATA
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PRESSURE DEPENDENCE
PYRIDINES
TABLES
TEMPERATURE DEPENDENCE
YIELDS