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Molecular surface orientation field of a langmuir monolayer determined by second-harmonic microscopy

✍ Scribed by Dr. Mathias Flörsheimer; Heiner Salmen; Martin Bösch; Christof Brillert; Maria Wierschem; Prof. Harald Fuchs


Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
431 KB
Volume
9
Category
Article
ISSN
0935-9648

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✦ Synopsis


N,N'-Bis(4,5-dimethyI-2-thione-thiazole)henzene-1,2-diamine (4): '

To a suspension of thione 2 (2.50 g, 10.5 mmol) in carbon disulfide (100 mL) was added triethylamine (15 mL). After refluxing for 1 h, the solution was stirred at room temperature for an additional 10 h. The resulting yellow dithiocarbamate salt 3 was filtered off and washed with dry ether to afford 4.1 g of salt 3 (94 YO); 'H NMR (CDC13) 6 1.34 (t, 9H), 1.92 (s, 3H), 2.16 (s, 3H). 3.18 (4. hH). 7.10-8.10 (m. 4H). To the suspension of salt 3 in CHICN (100 mL) was added 3-chloro-2-hutanone (1 mL, 9.9 mmol). The reaction mixture was stirred for 12 h at room temperature. After removal of the solvent, sulfuric acid 98 % (1 mL) mas slowly added under stirring. The solution was hydrolyzed under vigorous stirring and thione 4 was extracted with methylene chloride. The organic layer was washed with water, dried over MgS04 and evaporated. The crude product was purified by chromatography on a silica gel column with methylene chloride as eluent to give 4