Propyl isocyanate

A solution of 54 g (0.64 mol) of propyl isocyanate in 60 ml of anhydrous dimethylform-amide was added to a cold, well-stirred suspension of 81 g (0.42 mol) of dry p-chloro-benzenesulfonamide in 210 ml of anhydrous triethylamine during the course of 20 to 30 minutes. The mildly exothermic reaction was completed by allowing it to stand at room temperature for about 5 hours. The reaction mixture was then slowly added to 3 liters of cold 20% acetic acid during the course of about one hour, constant agitation being maintained throughout the addition. 

In the presence of samarium(II) iodide, A-(2-iodobenzyl)dialkylamines 347 react with electrophiles at an a-carbon atom to yield deiodinated products by way of intermediate samarium compounds 348. Thus TV-(2-iodobenzyl)diethylamine and pentan-3-one afford the hydroxy amine 349 and 7V-(2-iodobenzyl)pyrrolidine and propyl isocyanate give the amide 350390. 

Irradiation of a ferf-butyl alcohol solution of 2-ethoxy-pyrroline-5-one (12) with Vycor filtered light from a 450-W mercury lamp results in formation of ferf-butyl N-(ethoxycyclopropyl) carbamate (13) in 73% isolated yield17,18 When the irradiation is conducted in the non-hydroxylic solvent, tetrahydrofuran, 1-ethoxycyclo-propyl isocyanate (20) can be isolated in 78% yield. Both 13 and 20 can be prepared in synthetically useful quantities. 

PROPYL ISOCYANATE see PNPOOO m-PROPYL ISOCYANATE see PNPOOO PROPYL KETONE see DWT600 PROPYL MERCAPTAN see PML500... 

The authors also investigated the rod-coil block copolymer consisting of poly(3-(triethoxysilyl)propyl isocyanate) (23 kg/mol) (PIC) as a rigid rod and polystyrene (39 kg/mol) (PS) as a coil block [56]. Initial isotropic solutions of rod-coils undergo multiple ordering transitions until a final smectic microdomain structure develops in the dry state. The intermediate nematic... 

Scheme 9.3 Reaction of NBDPZ (10) with propyl isocyanate (11), benzyl isocyanate (12) and toluene-2,4-diisocyanate (13) to give the corresponding NBDPZ-urea derivatives (14).

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