was collected on a filter, washed twice with 50-ml. portions of alcohol, and dried. The yield was 123 g., m.p. 156-158°dec.; recrystallized from alcohol, m.p. 157-158°dec.

No abstract

Fraction 7 was successfully crystallized in the collection tube, leading to one crop of crystals, m.p. 90-93.5°, easily shown to be identical with an authentic sample of 2,3,4-trimethylquinoline, lit.6 m.p. 90-92°, by the identity of their infrared spectra. A second crop, m.p. 67-75°, isolated in very small yield, was shown by mass spectra (parent peak at mass 171 ± 4) and ultraviolet spectra (long wave-length maxima at 320, 314, and 307 mg) to be a trimethylquinoline. The infrared spectrum showed that substitution had occurred in the benzene ring (absorption at 775 and 820 cm.-1) and in fact the spectrum proved to be identical with that of an authentic sample of 2,4,5-trimethyIquinoline.16 "Butanone Anil" 2,4-Diethyl-2-methyl-l,2-dihydroquinoline. -Aniline and 2-butanone reacted according to the procedure given by Vaughan4 for the preparation of 2,2,4-trimethyl-l,2dihydroquinoline. 2-Butanone (835 g.) was passed into the reaction mixture of aniline (279 g.) and iodine, (9 g.), which was maintained at 170-175°. The product was crudely distilled to separate butanone and the bulk of the aniline, then fractionated on a 4-ft. glass helix column and the fraction, b.p. 170-174°( 28 mm.), 95 g. (lit.18 b.p. 152-153°at 12 mm.), collected. The n.m.r.showed a vinyl resonance at 4.95 , the NH resonance at 6.73 , and a quartet centered at 7.55 t(J = 7.5 c.p.s.), assigned to the methylene group at position 4 of XII.The remainder of the spectrum consisted of the usual aromatic multiplet, a single resonance at 8.82 assigned to the methylene group at C-2 of XII, and a pattern of seven lines interpreted as a triplet centered at 8.87t ( J = 7.5 c.p.s.) overlapped on the low field side by a quartet centered at 8.69 (J = 7.5 c.p.s.) and on the high field side by a triplet centered at 9.13 (/ = 7.5 c.p.s.). The seven line pattern thus represents the two methyl groups attached to methylenes at C-2 and C-4, and the methylene attached to the saturated center at C-2.A sample purified by v.p.c. gave the following analysis.

The reaction of thiols with 2,3-epoxides of bicyclo, conjugated 1,4-diketones was found to proceed readily to give the dehydrated thio-substituted enediones or their enolized isomers, depending upon the reaction conditions and the bicyclic bridging of the starting materials. In no case was a mixture of these isomers observed. Enediones generally resulted from these reactions with and without triethylamine catalysis, whereas the use of an equimolar amount of triethylamine generally gave hydroquinones. The ease of rearrangement of enedione to hydroquinone followed the order: 2,3-dimethylbutadiene adduct [Formula: see text] reduced cyclopentadiene adduct > cyclopentadiene adduct = 1,3-cyclohexadiene adduct.

Interest in the arms race has been growing in recent years as shown by coverage in the media and in political campaigns. Many students coming to class are already preconditioned either for or against increased defense spending. This participatory exercise allows them to test their ideas, and it helps make their minds more receptive to new concepts being explored in the class, such as: Is detente in the best interests of the Unted States? Should a new SALT Treaty be negotiated? What is the best ratio of expenditures for domestic programs and national defense?SDB stands for Secret Defense Budgets. In the SDB exercise, or game as it is called, the class is divided into groups of two students sitting next to each other.