F Butyl isocyanate

Butane-1,4-diisocyanate, 2376 f Butyl isocyanate, 1931 4-Chlorophenyl isocyanate, 2648 1,6-Diisocyanatohexane, 3008 Diisocyanatomethane, 1079 2,4-Diisocyanatotoluene, 3117 f Methyl isocyanate, 0761... 

Bromocyclohexanone, 2392 Butane-2,3-dione dioxime, 1595 f Butyl isocyanate, 1931 Chloroacetamide, 0788 4-Chloro-2-aminophenol, 2303... 

Several examples of l,2,4-thiadiazetidin-3-one derivatives have been prepared from the addition of Y triene iminosulfur compounds to sulfonyl isocyanates. The reaction sequence is complex and apparently involves addition, loss of f-butyl isocyanate and subsequent addition to a second molecule of iminosulfur compound. One intermediate has been trapped, and the final product structure was firmly established by X-ray determination to be the 3-one derivative shown in Scheme 136 (78AG(E)677, 80CB2434). 

When a toluene solution of a mixture of cyclotrisilane 34 and cyclohexyl isocyanate (or f-butyl isocyante) was heated at 70 °C, cyclic di- and trisiloxanes 37 and 38, i.e. the cyclic dimer and trimer of the silanone 36, were obtained together with the corresponding isonitrile RN=C. The formation of 37 as well as 38 was completely suppressed in the presence of hexamethylcyclotrisiloxane (19 D3) instead, quantitative conversion of 35 into 39, the formal insertion product of the silanone 36 into the Si—O bond of D3, occurred (Scheme 14). Since neither cyclodisiloxane 37 nor cyclotrisiloxane 38 reacted with D3 under the reaction conditions, the possibility that 37 or 38 is the precursor of 39 was ruled out. Whereas the oxidation of 35 with cyclohexyl and t-butyl isocyanates proceeded with exclusive formation of 37 and 38 (as the silicon-containing compounds) the reaction of 35 with phenyl isocyanate resulted in the formation of 37 in low yield. Furthermore, in this case the presence of D3 did not totally suppress the formation of 37. According to the authors, these results indicate that the oxidation of 35 with cyclohexyl and f-butyl isocyanates appears to use other reaction channels than that with phenyl isocyanate. 

The Step 1 product (0.176 mmol) and f-butyl isocyanate (0.176 mmol) were dissolved in 1ml CH2C12, then treated with NaH (0.176 mmol), and stirred 24 hours. The mixture was filtered, washed with 1 ml DMF, and concentrated. The residue was purified by chromatography using silica gel with CH2Cl2/methyl alcohol, 25 1, and the product isolated in 36% yield as a white solid. 

A third approach to 3-amino-/3-lactams is by Curtius rearrangement of the corresponding acyl azides. These are readily prepared from r-butyl carbazides, available via photochemical ring contraction of 3-diazopyrrolidine-2,4-diones in the presence of f-butyl carbazate (c/. Section 5.09.3.3.2). Thus treatment of (201) with trifluoroacetic acid followed by diazotiz-ation gives the acyl azide (202) which, in thermolysis in benzene and subsequent interception of the resulting isocyanate with r-butanol, yields the protected 3-amino-/3-lactam (203) (73JCS(P1)2907). 

Ahmad, A.J. and Harun, H.J. (1992). Reaction of butyl isocyanate and butylene oxide with Acacia mangium (Willd). In Lignocellulosics, Science, Technology, Development and Use, Kennedy, J.F., Phillips, G.O. and Williams, P.A. (Eds.). Ellis Horwood, Chichester, UK, pp. 779-789. 

The reaction between amidines and N-chlorocarbonyl isocyanate gives the ionic compounds (133 Scheme 71). If the amidine is replaced by a urea, the 1,3-disubstituted isocyanurate (134) is formed in very good yield. Even potentially labile substituents, e.g. f-butyl, survive this reaction intact. Thioureas also may be used they form salts (135) which... 

Twu, J.S., Wold, F. (1973). Butyl isocyanate and active site specific reagent for yeast alcohol dehydrogenase. Biochemistry 12 381-6. 

Fig. 8. Plot of V (left-hand side of Eq. (9)) vs. M for the following fractions 1 poly(-r-benzyl-L glutamate)2 poly(butyl isocyanate)3 poly(chlorohexyl isocyanate) ° 4 ladder poly (3-methyl-l-butenesiloxane) 5 ladder poly(phenyl-isohexylsiloxane) (1 1). Coincidence between the experimental points and the theoretical curve f (x) in Eq. (9) is attained at x/d = i and at the following values of A 1640 A (1), 900 A (2), 580 A (3), 220 A (4), and 100 A (5)48)...

Curves 1 and 2 in Fig. 22 describe theoretical dependences [n /tn] = f (M) plotted according to Eq. (70) at Vn, = 0.57. In this plot such values of the and parameters ate selected that ensure the best agreement between theoretical curves and experimental data (points) for poly-(butyl isocyanate) and po y(chlorohexyl isocyanate) in tetrachlormethane. The corresponding values of Aa, (3, Mg, S and A are given in Table 9. 

Trapping of isocyanates, the intermediates of the Cuitius reaction, is usually carried out with methanol, ethanol, f-butyl alcohol or benzyl alcohol. Use of 9-anthrylmethanol (AnOH) gives the correspond-... 

Mercury compounds Methanol Methoxychlor Methyl bromide Methyl chloride Methyl ethyl ketone Methyl hydrazine Methyl iodide Methyl isobutyl ketone Methyl isocyanate Methyl methacrylate Methyl f-butyl ether... 

CHEMICAL PROPERTIES stable under ordinary conditions of use and storage hazardous polymerization has not been reported dissociates in some solvents to form carben-dazim and butyl isocyanate decomposes in aqueous solution to methyl n-(benzimidazolyl) carbamate and the ethyl analog decomposes without melting above 300 C (572°F) decomposed by strong acids and strong alkalies FP (NA) LFL/UFL (NA) AT (NA) HC (NA). 

Figure 2. Structure of liquid crystalline block copolymers (LC-BCPs) (A) rod-coil diblock copolymer (B) rod-coil diblock copolymer with flexible spacer in the rod block (C) side group liquid crystal-coil (SGLC- coil) diblock copolymers (D) coil -rod-coil ABC triblock copolymers (predicted to be novel ferroelectric fluid by R. G. Petschek and K. M. Wiefling, Phys. Rev. Lett., 1987, 59(3), 343-346) (E) rod-rod diblock copolymer (one example of well-defined po-ly(n-hexyl isocyanate-fc-n-butyl isocyanate) rod-rod diblock copolymer was given by Novak et al. [68], however, no morphology studies were reported) (F) dendritic liquid crystal-coil (DLC-coil) diblock copolymer (not reported).

OTHER POLYMERS SHOWING THIS SPEOAL PROPERTY Chiral hehcal structure poly(f-butyl isocyanide) and poly(CT-tolyl isocyanide). Rigid-rod molecule poly(n-hexyl isocyanate) and p>oly(n-butyl isocyanate). 

A stream of chlorine passed at room temp, for 10 min. through a stirred heterogeneous mixture of a soln. of S-ethyl N-(l-tosyl-n-butyl)thiocarbamate in methylene chloride and satd. aq. NaHCO 1-tosyl-n-butyl isocyanate. Y 81%. F. e. s. T. Olijnsma, J. B. F. N. Engberts, and J. Strating, R. 89, 897 (1970). 

Determination of intermediates in dye synthesis (anthraquinone and derivatives), azo dyes in intermediates, products, coloring solutions and industrial effluents. Determination of aggregation number of textile dyes. Determination of food colors (e.g., of tartrazine type) in soft drinks Determination of monomers (aldehydes, acrylamide, acrylonitrile, isocyanates, methyl methacrylate, styrene, vinyl acetate) in final products and industrial effluents. Determination of initiators (azodiisobutyinitrile, benzoyt peroxide, cyclohexylperoxydicarbonate, laurylperoxide), inhibitors (hydroquinones, butylated hydroxyanisole, 4-f-butyl phenolsulphide, AAphenyt- -naphthylamine) and organo-tin stabilizers in PVC plastics... 

An aq. soln. of K-metabisulfite added to a stirred soln. of -butyl isocyanate in dioxane, loosely stoppered, and stirred overnight at room temp. K-N- -butyl-carbamylsulfonate. Y 80%. F. e. s. G. B. Guise, M. B. Jackson, and J. A. Maclaren, Australian J. Chem. 25, 2583 (1972). 

Phosgene condensed into an ice-cold, stirred soln. of o-dichlorobenzene and tributylamine, then fert-butyl-n-butylamine added during 10 min., after 1.15 hrs. heated at 120-145° for 1 hr., cooled to 90°, a second mole of tributylamine added to the mixture containing the intermediate carbamyl chloride, then heated 1 hr. at 175° and 1 hr. at 200° with distillation of the product n-butyl isocyanate. Y 87%.—Isocyanates otherwise not readily accessible can be prepared by this method. F. e., also with isolation of the intermediate, s. J. N. Tilley and A. A. R. Sayigh, J. Org. Chem. 28, 2076 (1963). 

Krishnacharya G. Akamanchi of the Institute of Chemical Technology, Matunga, Mumbai has shown Tetrahedron Lett. 2007, 48, 5661) that f-butyl hypochlorite and NaNj will convert an aldehyde 18 to the acyl azide 19. The acyl azide 19 can be carried on to the nitrile 20, or, on warming, to the inverted isocyanate 21. 

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