N-Butyl carbamate

NHjCOOCHa) Ethyl carbamate (urethane) n-Propyl carbamate. n-Butyl carbamate. n-Amyl carbamate. ... 

Liquid-liquid extraction of EC from alcoholic beverages and wines can be performed using dichloromethane after saturation of the sample with NaCl (Conacher et al., 1987 Daudt et al., 1992), or extraction with diethyl ether after adjusting the sample to pH 9 using n-butyl carbamate or cyclopentyl carbamate as an internal standard (Fauhl and Wittkowski, 1992 Ferreira and Fernandes, 1992). 

CAS 55406-53-6 EINECS/ELINCS 259-627-5 Synonyms Butyl-3-iodo-2-propynylcarbamate Carbamic acid, butyl-3-iodo-2-propynyl ester 3-lodopropynylbutylcarbamate 3-lodo-2-propynyl butyl carbamate 3-lodo-2-propynyl-N-butyl carbamate IPBC Classi tion Organic compd. 

A. Reactions of Alcohols with Urea 30-1. Preparation of Ethyl Carbamate 30-2. Preparation of n-Butyl Carbamate... 

Diethylmethyl propylmalonate is reacted with LiAIH4, then H2SO4 to give 2-methyl-2-propyl-1,3-propanediol. That is reacted with phosgene in toluene to give the chlorocar-bonate which is in turn reacted with butylamine to give N-butyl-2-methyl-2-propyl-3-hy-droxy-propyl carbamate. 

The alkaline wash serves to hydrolyze a small amount of /-butyl N-trifluoroacetylcarbamate which occasionally forms. It is not clear why this by-product forms on some occasions but not on others under apparently identical conditions. The checkers found in every case that upon standing the alkaline wash deposited 1-2 g. (after drying) of white crystals which was shown to be identical with the /-butyl carbamate obtained as the main crop. This amount is included in the yield. 

In a 50 mL round-bottomed flask equipped with a magnetic stirrer bar were placed tert-butyl carbamate (545 mg) and n-propanol (6 mL). A solution of sodium hydroxide (183 mg) in water (12.2 mL) and tert-butyl hypochlorite (0.53 mL) were added to the solution. The resulting solution was stirred for 5 minutes and cooled to 0°C. Then a solution of DHQ2PHAL (71 mg) in n-propanol (6mL), a solution of 4-methoxystyrene in //-propanol (12.2 mL) and potassium osmate dihydrate (22.5 mg) were added sequentially to give a green solution. After 1 hour at 0 °C, the reaction mixture had turned from green to yellow. 

The acylation product of hydroxylamine, /-butyl N-hydroxy-carbamate,6 is a valuable intermediate in the synthesis of O-sub-stituted hydroxylamines such as O-acyl- and O-sulfonylhydroxyl-amines, many of which are valuable aminating agents and have not been obtained in any other way.8-9... 

To verify such a steric effect a quantitative structure-property relationship study (QSPR) on a series of distinct solute-selector pairs, namely various DNB-amino acid/quinine carbamate CSPpairs with different carbamate residues (Rso) and distinct amino acid residues (Rsa), has been set up [59], To provide a quantitative measure of the effect of the steric bulkiness on the separation factors within this solute-selector series, a-values were correlated by multiple linear and nonlinear regression analysis with the Taft s steric parameter Es that represents a quantitative estimation of the steric bulkiness of a substituent (Note s,sa indicates the independent variable describing the bulkiness of the amino acid residue and i s.so that of the carbamate residue). For example, the steric bulkiness increases in the order methyl < ethyl < n-propyl < n-butyl < i-propyl < cyclohexyl < -butyl < iec.-butyl < t-butyl < 1-adamantyl < phenyl < trityl and simultaneously, the s drops from -1.24 to -6.03. In other words, the smaller the Es, the more bulky is the substituent. The obtained QSPR equation reads as follows ... 

Methylbutyl acetate, see sec-Amyl acetate 3-Methylbutyl acetate, see Isoamyl acetate 3-Methyl-l-butyl acetate, see Isoamyl acetate 3-Methylbutyl ethanoate, see Isoamyl acetate Methylbutyl ethyl ketone, see 5-Methyl-3-heptanone Methyl n-butyl ketone, see 2-Hexanone Methylcarbamate-l-naphthalenol, see Carbaryl Methylcarbamate-l -naphthol, see Carbaryl Methyl carbamic acid, 2,3-dihydro-2,2-dimethyl-7-... 

Aliphatic Isocyanates. Aliphatic diisocvaiitcs have traditionally commanded a premium price hccause the aliphatic amine precursors arc more expensive than aromatic diamines. They are most commonly used m applications which support the added cost or where Ihe long-term performance of aromatic isocyanates is unacceptable. Moiiolunctional aliphatic isocyanates, such as methyl and n-butyl isueyanate. arc used as intermediates in the production of carbamate-based and urea-hased insecticides and fungicides. 

This reaction can take place in mesitylene or tetralin at high temperature (373-423 K). Under the correct conditions (t-BuOCu/t-BuCN = l 5mol/mol C02/Cu = ca. 82 mol/mol tetralin as solvent 393 K, 3 h), the reaction produced up to 119% CO (based on copper) and an equivalent amount of isocyanate which, upon the addition of n-butyl alcohol, was converted in situ into (t-Bu)NHC02Bu carbamate. An interesting question pertaining to the mechanism of Equation 6.13 is whether the CO carbon atom derives from C02 or from t-BuNC. Unfortunately, the study did not provide any information on the mechanistic details of the process. 

To the best of the present authors knowledge, correlations between the catalyst s structure and activity have been demonstrated only for tin catalysts [41]. A series of di-n-butyl tin(IV) compounds have been synthesized, characterized by nuclear magnetic resonance (NMR) and infrared (IR) spectroscopies, and screened for methyl carbamate methanolysis at 463 K. The key reactions proposed are depicted in Scheme 7.3. 

Another approach to polymer/catalyst separation is to replace the use of costly wasteful solvents with a procedure that produces little to no waste, and requires no catalyst modification. These switchable polarity solvents (SPS), as developed by Jessop and coworkers, are able to utilize the reaction of secondary amines with C02 to reversibly form carbamate salt ionic liquids (Scheme 8.10) [66]. Upon the completion of the polymerization reaction, EtBuNH (Et = ethyl, Bu = n-butyl) is added to dissolve the polymer/catalyst mixture. The subsequent bubbling of C02 through this solution results in a precipitation of the polymer product, such that the purified polymer can be isolated by simple filtration. The catalyst can then be recovered by distilling the amine/carhamate mixture, and the entire system can (in theory) be recycled (Scheme 8.11). 

N1 CARBAMIC ACID N-BUTYl-N-NITROSO-, ETHYL ESTER... 

We examined initially the photochemical reactivity of 2-ethoxypyrrolin-5-one (12) with olefins because of its obvious similarity to 2-cyclopentenone. Irradiation of 12 in the presence of 1,1-dimethoxyethene or cyclohexene in ferr-butyl alcohol solvent did not give a (2 + 2)-cycloadduct but the rearrangement product ferr-butyl N-(ethoxycyclopropyl)carbamate (I3)l4 The novelty and synthetic potential of the rearrangement of 12 to 13 lured us temporarily away from our original pursuit. However, as will become evident later, our studies of the rearrangement reaction were important in our eventual discovery of the (2 + 2)-photocycloaddition reaction. 

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. 

Irradiation of a tert-butyl alcohol solution of 6-ethoxy-4,5-dihydro-2(3H> pyridone (14) under conditions similar to those described for 12 gives two products, tert-butyl N-(ethoxyethylidene)carbamate (27) in 15% yield and glutarimide in 23% yield18. There is no indication of formation of the cyclobutyl analogue of 13. In aprotic solvent, ethoxyvinyl isocyanate (28) and glutarimide (29) are the major photoproducts formed. The gaseous byproducts from the irradiation of 6-propoxy-... 

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