Reaction kinetics of phenyl glycidyl ether with 2,5-dimethyl-2,5-hexanediamine

Conference · Mon Oct 15 04:00:00 EDT 1979

OSTI ID:5598491

Rinde, J A; Happe, J A; Newey, H A

The reaction rate of phenyl glycidyl ether with the amine 2,5-dimethyl-2,5-hexanediamine has been measured in dimethyl sulfoxide solution at four temperatures from 46 to 100/sup 0/C. Carbon-13 NMR was used to monitor the concentrations of reactants and products. Using this technique we were able to measure independently the reaction rates of both the primary and secondary amine hydrogens. The ratio of reaction rates k/sub 1//k/sub 2/ is 60:1, the largest ratio ever reported. The activation energy for either reaction is 13.7 kcal/mole. The reactions are catalyzed by hydroxyl groups, and the mechanism used to explain our data is consistent with those of previous workers. 7 figures.

• Research Organization: California Univ., Livermore (USA). Lawrence Livermore Lab.
• DOE Contract Number: W-7405-ENG-48
• OSTI ID: 5598491
• Report Number(s): UCRL-82863; CONF-800514-1
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400301* -- Organic Chemistry-- Chemical & Physicochemical Properties-- (-1987)
ACTIVATION ENERGY
AMINES
CARBON 13
CARBON ISOTOPES
CHEMICAL REACTION KINETICS
DMSO
ENERGY
EPOXIDES
ETHERS
EVEN-ODD NUCLEI
ISOTOPES
KINETICS
LIGHT NUCLEI
MAGNETIC RESONANCE
MEDIUM TEMPERATURE
NUCLEAR MAGNETIC RESONANCE
NUCLEI
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
REACTION KINETICS
RESONANCE
STABLE ISOTOPES
SULFOXIDES
TEMPERATURE DEPENDENCE