N-Butylcarbamate

About 55.5 g of -chloroethyl-di-n-butylcarbamate and about 22 g of dimethylamine are placed in a container, firmly sealed, and heated at about 95°C for about 16 hours. To the re-... 

Olsen and co-workers used a solution of nitronium tetrafluoroborate in acetonitrile for the V-nitration of acetamides and urethanes at —30°C. The following nitramides were obtained by this method V-nitroacetamide (13 %), V-nitro-2-chloroacetamide (55 %), V-nitro-n-butylacetamide (40 %), V-nitrobenzamide (53 %), ethyl V-nitro-n-butylcarbamate (91 %) and V-nitrosuccinimide (43 %). The low yield of V-nitroacetamide, a primary nitramide, is attributed to competing hydrolysis due to the release of tetrafluoroboric acid as the reaction progresses. The scope of the reaction is improved by moving to more basic solvents like ethyl acetate, 1,4-dioxane and trimethyl phosphate. ... 

About 55.5 g of p-chloroethyl-di-n-butylcarbamate and about 22.6 g of dimethylamine are placed in a container, firmly sealed, and heated at about 95°C for about 16 hours. To the resulting crude mixture is added ethyl ether and the mixture filtered to remove dimethylamine hydrochloride formed during the course of the reaction. The ethereal solution is then extracted with 12 N hydrochloric acid. Under a fresh layer of ether and at a temperature under 10°C the aqueous acid extract is first neutralized with sodium carbonate and then made strongly alkaline with sodium hydroxide. The supernatant ethereal solution is then separated and dried over potassium hydroxide. The ethereal solution is finally concentrated and the residue obtained is fractionally distilled under vacuum. The p-dimethylaminoethyl-di-n-butylcarbamate is found to distill undecomposed at about 128°C to 130°C under approximately 2 mm pressure. 

N-nitro-n-butylcarbamate (b.p. 75°-77°C. at 0.8 mm., n2D41.4476, literature value (17) n2 1.4488) was obtained by fractional distillation under reduced pressure. Other acyl N-nitramine derivatives, with their yields and melting or boiling points are shown in Table II. 

IPBC, Polyphase , Troy , Intercide IBF (2-iodo-2-propynyl-n-butylcarbamate,... 

IPBC is a common abbreviation for 3-iodo-2-propynyl-n-butylcarbamate. It was initially developed and mostly used as a pesticide. IPBC is an off-white crystalline solid, slightly soluble in water (156 ppm, or 0.0156% at 20°C), but soluble in most organic solvents and alcohols. Its melting point is 68°C. LD50 in rats (acute oral effects) equals to 1056 and 1795 mg/kg (females and males, respectively), LD50 in rabbits (acute skin effects) is higher than 2000 mg/kg. IPBC causes a slight irritant effect on rabbit skin. 

The reaction of NO2 BF4 with A-alkylamides has been investigated [107,111] under different conditions, but nevertheless the results permit the conclusion that at a low temperature (-30 C), N-butylacetamide and ethyl n-butylcarbamate in acetonitrile are nitrated to the N-nitro derivatives [107] while at higher temperatures, (up to +10 C) nitrolysis takes place with formation of the corresponding carboxylic acid and alcohol as well as N2O [121]. The question as to which C—N bond is N-nitrated and cleaved in the reactions of A-alkyJamides with NO BFJ requires additional study. 

Synonyms 3-iodo-2-propynyl N-butylcarbamate iodoprapynyl butyl carbamate 3-iodo-2-propynyl butylcarbamate 3-iodopropy-nylbutylcarbamate ASC 67000 iodo-2-propynyl butylcarbamate IPBC Permatox IBP Troysan KK-108A Troysan polyphase antimildew Glycasil... 

No 56 in EEC Cosmetics Directive approval for antimicrobial applications Listed on Chemical Inventory 3-iodopropargyl-N-butylcarbamate, 3-iodoprop-2-ynyl butylcarbamate ARCH, DEGUSSA-HULS, TROY... 

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