Formation of 2-Propyl-5-methyl- and 2-Propyl- 4-methyl-Δ<sup>2</sup>-oxazolines from the Thermal Decomposition of Phosphoric Amides Derived from 1-Amino-2-propyl and 2-Amino-l-propyl Butyrates

Lambert, Rogers F.; Thompson, G. D.; Kristofferson, Clifford E.

doi:10.1021/jo01033a536

Cited by 5 publications

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“…The resulting solution was then distilled and the fraction collected with boiling point 100°to 185°C. Vapor °Lambert, Thompson, and Kristofferson report a product containing 40% 2-hydroxy-l-propylamine and 60%c 2-amino-1-propanol for this reaction in refluxing toluene (4). phase chromatographic analysis of the distillate (2-foot column of 10% Carbowax 6000 on Haloport F at 100°C.…”

Section: Methodsmentioning

confidence: 99%

Substituted aziridines. Relative rates of reaction and direction of ring opening

Stephens¹,

Moffett²,

Vaughan³

et al. 1969

J. Chem. Eng. Data

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Dielectric constants, D, for anisóle and bromobenzene were obtained from the equation for total polarization (10), P, where d is density, M is molecular weight, A is a constant, P' is the distortion polarization, and T is the absolute temperature. Using the molar refraction to estimate (10) P' and literature values for D and d at a known T, values for A were calculated. Then values for D at 144.4°C. were obtained by use of the density values at 144.4°C. The D value for n-decane was obtained from the relation n2 = D for strictly nonpolar compounds.

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Section: Methodsmentioning

confidence: 99%

Substituted aziridines. Relative rates of reaction and direction of ring opening

Stephens¹,

Moffett²,

Vaughan³

et al. 1969

J. Chem. Eng. Data

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Torsional braid as a kinetic tool for the study of the polymerization of viscous materials. II. Catalytic effects in the polymerization of carboxylic acid‐terminated polybutadiene prepolymers with tris[1‐(2‐methyl)aziridinyl]phosphine oxide

Adicoff

Yukelson

1968

J of Applied Polymer Sci

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synopsisThe torsional braid technique for studying the polymerization of viscous substances has been extended to a study of the homogenous catalytic behavior of a number of acidic and basic catalysts in the polymerization of carboxy-terminated polybutadiene with tris(methy1 aziridiny1)phasphine oxide. No general cat,alytic behavior was observed. Specific catalysis was observed in the case of lithium oleate, where the gel time was decreased, and in the case of bis(tri-wbutyltin) oxide, where the gel time was increased. The average energy of activation for all of these polymerizations was 13.9 f 0.5 kcal./mole. This energy of activation and the reaction environment, when compared with the data in the literature, strongly suggest that the explanation that a change in the rate-determining step occurs as a function of the polarity of the reaction medium fails to account for all of the results.

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Crosslinking reactions of 1,3,5‐tris(2‐methylaziridinyl‐1‐methyl)benzene (TRIMAM) with carboxyl terminated polybutadiene

Kishore

Dharumaraj

Rajalingam

1987

J. Polym. Sci. A Polym. Chem.

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Formation of 2-Propyl-5-methyl- and 2-Propyl- 4-methyl-Δ²-oxazolines from the Thermal Decomposition of Phosphoric Amides Derived from 1-Amino-2-propyl and 2-Amino-l-propyl Butyrates

Cited by 5 publications

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Substituted aziridines. Relative rates of reaction and direction of ring opening

Substituted aziridines. Relative rates of reaction and direction of ring opening

Torsional braid as a kinetic tool for the study of the polymerization of viscous materials. II. Catalytic effects in the polymerization of carboxylic acid‐terminated polybutadiene prepolymers with tris[1‐(2‐methyl)aziridinyl]phosphine oxide

Crosslinking reactions of 1,3,5‐tris(2‐methylaziridinyl‐1‐methyl)benzene (TRIMAM) with carboxyl terminated polybutadiene

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Formation of 2-Propyl-5-methyl- and 2-Propyl- 4-methyl-Δ2-oxazolines from the Thermal Decomposition of Phosphoric Amides Derived from 1-Amino-2-propyl and 2-Amino-l-propyl Butyrates

Cited by 5 publications

References 0 publications

Substituted aziridines. Relative rates of reaction and direction of ring opening

Substituted aziridines. Relative rates of reaction and direction of ring opening

Torsional braid as a kinetic tool for the study of the polymerization of viscous materials. II. Catalytic effects in the polymerization of carboxylic acid‐terminated polybutadiene prepolymers with tris[1‐(2‐methyl)aziridinyl]phosphine oxide

Crosslinking reactions of 1,3,5‐tris(2‐methylaziridinyl‐1‐methyl)benzene (TRIMAM) with carboxyl terminated polybutadiene

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Formation of 2-Propyl-5-methyl- and 2-Propyl- 4-methyl-Δ²-oxazolines from the Thermal Decomposition of Phosphoric Amides Derived from 1-Amino-2-propyl and 2-Amino-l-propyl Butyrates