Methacryloyl isocyanate

Cycloaddition reactions of methacryloyl isocyanate with arylideneamines <1996H(42)533> and with imines derived from ketones and alkylamines <1996H(43)2083> have been reported. However, the adducts formed by the cycloaddition between compounds 38 and 39 dissociate into the two original substrates (Equation 42). Compounds 37 could not be isolated and were confirmed only by NMR spectroscopy. The VT-NMR spectra show that the ratios of substrates to adducts are temperature dependent and that the lower the temperature, the lower the dissociation of the cycloadducts. 

Further corroborating the understanding of these reactions, treatment of methacryloyl isocyanate 38 with a-methyl-/)-chlorobenzylidene- -butylamine 293 in carbon tetrachloride at 0°C for 26 h analogously gives a nearly 1 1 mixture of two [4-1-2] cycloadduct products, 1,3,5-oxadiazinone 294 and 1,3-oxazine 295 (Equation 43) <1996H(43)2083>. 

JMC(37)125]. Methacryloyl isocyanate reacts with aryl hydrazines to generate semicarbazides which when treated with 10% aq. KOH afforded the expected triazoles... 

In a similar approach, a new functional monomer 5-(methyl methacryloyl isocyanate)bicyclo[2.2.1]hept-2-ene was recently metathesised using RuCl2-(=CHPh)(PCy3)2 as the catalyst (Scheme 10) [24]. The incorporation of the resulting polymer into poly(methyl methacrylate) produced crosslinked materials which -as expected from the previous results (Schemes 8 and 9) [23] - also had higher thermal stability and solvent resistance than pure PMMA. 

Stabilized Sulfur Ylides. Treatment of methacryloyl Isocyanate with ESDA gave the corresponding carbamoyl yllde (eq 20). 

Methacryloyl isocyanate was prepared by the reaction of ethyl N-meth-acryloylcarbamate with thionyl chloride in the presence of hexabutylguanidinium chloride [340]. 

Methacryloyl ethyl betaine/methacrylates copolymer. See Methacryloyl ethyl betaine/acrylates copolymer 2-(Methacryloyloxy) ethyl acetoacetate. See 2-(Acetoacetoxy) ethyl methacrylate Methacryloyloxyethyl isocyanate. See 2-Isocyanatoethyl methacrylate (3-Methacryloyloxypropylj trimethoxysilane. 

The major fatty acid component of lesquerella oil (LO) is lesquerolic acid (55%), a C20 hydroxy fatty acid with an isolated double bond. Other than castor oil lesquerella is the only commercially available oil with a hydroxyl functional fatty acid. Two types of LO methacrylates, methacrylated lesquerella oil (MALO) and hydroxyethyl methacrylate modified lesquerella oil (HEMALO), were synthesized by reacting the oil with methacryloyl chloride and an methacrylic functional isocyanate, respectively (Scheme 2). 

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