F Butyl vinyl ether

Bis-(2-methoxyethyl) ether, 2549 f 1,3-Butadiene, 1480 f 1,3-Butadiyne, 1385 f 2-Butanol, 1695 f Buten-3-yne, 1423 f Butyl ethyl ether, 2540 f Butyl vinyl ether, 2484 f 2-Chloro-1,3-butadiene, 1451 f Chloroethylene, 0730 f 2-Chloroethyl vinyl ether, 1557... 

A copper-catalyzed tandem reaction between 2-alkynylarylideneanilines 135 and alcohols provided a novel route to A-(alkyloxybenzyl)indoles 136 <04TL35>. A stable tungsten carbene complex was isolated from a reaction involving 135 (R, = Me), f-butyl vinyl ether, and tungsten hexacarbonyl <04CL16>. 2,3-Disubstituted indoles were prepared by the cyclization of 2-... 

When diphenylacetylene is used as the alkyne in this reaction, the f-butyl vinyl ether (CH3)2C = CHOC(CH3)3 is the only isolated product this is probably formed by insertion of the carbene into the O—H bond of f-butanol. In the case of phenylacetylene, the only isolated product is (5), the origin of which... 

Poly(vinyl alcohol) is very high in head-to-tail structures, based on NMR data. It shows the presence of only a small amount of adjacent hydroxyl groups. The polymer prepared from amorphous poly(vinyl acetate) is crystalline, because the relatively small size of the hydroxyl groups permits the chains to line-up into crystalline domains. Synthesis of isotactic poly(vinyl alcohol) was reported from isotactic poly(vinyl ethers) like poly(benzyl vinyl ether), TOly(f-butyl vinyl ether), poly(trimethylsilyl vinyl ether), and some divinyl compounds. ... 

Dimethylethoxy)-2-methylpropane, 3072 t Butyl methyl ether, 2010 f tert-Butyl methyl ether, 2011 t Butyl vinyl ether, 2484 t Cyclopropyl methyl ether, 1608 t Diallyl ether, 2431... 

Table 1 shows the relative concentration of the possible acetal moieties of the PHSVC reaction with various vinyl ethers. Besides the acetal protected OH groups B and C (scheme 3), two different structural units D and E were identified by C-NMR analysis (42), The structural unit E is only observed with t-butyl vinyl ether. However, no aromatic to aromatic intra and inter chain crosslinking (F in scheme 3) was observed in either the PHS or PHSVC system, unless high catalyst concentration or high temperature was used. Not only the type of vinyl ether units influenced the molecular weight but also the amoimt of die vinylcyclohexanol comonomer ratio in PHSCV. 

A 10 3 2 mixture of butyl vinyl ether, EtjN, and cyclohexenyl triflate treated with a little Pd(OAc)2 in DMSO, and heated to 60-5° with stirring for 3h - 1-(1-butoxyethenyl)cyclohexene. Y 87%. Significantly, vinylation takes place at the a-position (whereas with aryl triflates a mixture of regioisomers is obtained). F.e. with both cyclic and alicyclic enol triflates, and conversion to methyl a,(3-ethyleneketones s. C.-M. Andersson, A. Hallberg, J. Org. Chem. 54, 1502-5 (1989). 

Butyl vinyl ether added to a cooled soln. of 3 eqs. low-valent titanium (prepared by addition of TiC over 9 min to THF at 0° under N2, followed by cautious treatment with 95% LiAlH4 in THF over 20 min, then stirring without cooling for 30 min) followed by a soln. of 3 eqs. fluorotrichloromethane in THF over 42 min at 0°, and after a further 30 min. poured into 10% HCl/crushed ice 2-butoxy-l-chloro-l-fluorocyclopropane. Y 57% (77% by F NMR). Fluorotrichloromethane is inexpensive and conveniently handled the reaction is mild (requiring no bases), rapid, and clean. F.e.s. W.R. Dolbier, Jr., C.R. Burkholder, Tetrahedron Letters 29, 6749-52 (1988). 

Isotactic Poly(vinyl f-butyl BF3 etherate, —78°C, toluene NMR m 67-76%, (4)... 

Butyl vinyl ether added dropwise during ca. 2 hrs. to a gently refluxing suspension of N-bromophthalimide in CCI4 2-bromo-l-phthalimido-l-butoxyethane. Y ca. 100%. F. e. s. J.-G. Traynard and G. Peiffer, G. r. 258, 3735 (1964). 

GH3GH(OG4H9-n)2 -> GH2=GHOG4H9-n Vinyl ethers. Acetaldehyde di-n-butyl acetal passed at 280-300 /15 mm through a catalyst prepared by heating 14%-GuS04-on-carbon at 350 in a N2-stream for 0.5 hr. n-butyl vinyl ether. Y 85%. F. e. s. O. Wichterle, J. Stepek, and V.Brajko, Goll. 26, 1099 (1961). 

Trimethallylborane and butyl vinyl ether heated 5 hrs. at 120-140° in a sealed tube 2-methylpenta-l,4-diene. Y 80-90%. F. e., also with cyclic vinyl ethers,... 

Alkoxyall l All l Peroxides. / /f-Butyl tetrahydropyran-2-yl peroxide [28627 6-5] (1), where R = tert — butyl, X = OR", R = H, R and R" = 1, 4 butanediyl, has been isolated. This is one of many examples of alkoxyalkyl alkyl peroxides which may be prepared by reaction of hydroperoxides with vinyl ethers (139) ... 

The reaction in Entry 8 was conducted in excess refluxing vinyl f-butyl ether, using 1.1 equivalent of Hg(OAc)2 to catalyze the exchange reaction. In Entry 9 a thermal reaction leads to formation of an eight-membered ring. 

A study of the regioselectivity of the 1,3-dipolar cycloaddition of aliphatic nitrile oxides with cinnamic acid esters has been published. AMI MO studies on the gas-phase 1,3-dipolar cycloaddition of 1,2,4-triazepine and formonitrile oxide show that the mechanism leading to the most stable adduct is concerted. An ab initio study of the regiochemistry of 1,3-dipolar cycloadditions of diazomethane and formonitrile oxide with ethene, propene, and methyl vinyl ether has been presented. The 1,3-dipolar cycloaddition of mesitonitrile oxide with 4,7-phenanthroline yields both mono-and bis-adducts. Alkynyl(phenyl)iodonium triflates undergo 2 - - 3-cycloaddition with ethyl diazoacetate, Ai-f-butyl-a-phenyl nitrone and f-butyl nitrile oxide to produce substituted pyrroles, dihydroisoxazoles, and isoxazoles respectively." 2/3-Vinyl-franwoctahydro-l,3-benzoxazine (43) undergoes 1,3-dipolar cycloaddition with nitrile oxides with high diastereoselectivity (90% de) (Scheme IS)." " ... 

Claisen rearrangement.1 Allyl vinyl ethers such as 3 undergo Claisen rearrangement reluctantly and in low yield when treated with methylaluminum bis(2,6-di-f-butylphenoxide), MAD but this dibromo derivative, 1, effects this rearrangement readily at -78° with high (Z)-selectivity. Evidently the bulky r-butyl groups control the stereoselectivity, for use of methylaluminum bis(2,6-diphenylphenox-... 

In the course of these investigations Hoffmann and his group have also developed novel entries to f-butyl 2-methylene-3-oxoalkanoates 2-109a and 2-methylene-3-oxo-sulfones 2-109b by oxidation of 2-108a and 2-108b, respectively obtained by reaction of the aldehydes 2-106 and acrylate 2-107 a or phenyl vinyl sulfone 2-107 b. The cycloadditions of these oxabutadienes to enol ethers and alkenes proceeded in the expected way (Fig. 2-29) [133]. 

Some recent syntheses employ the first method (A), where, for example, living cationic polymerizations of isobutene [222], (f-butyl)dimethylsilyl vinyl ether [223,224], and 2-methyloxazoline [225] are initiated from appropriate pendant functional groups. 

PoIy(p-f-butyl styrene) 160.26 Poly(vinyl n.-dodecyl ether) 212.38... 

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