caa a22 4500 46792001X CHVBK 20180406152914.0 cr unu---uuuuu 170328e20060401xx s 000 0 eng 10.1007/s00706-005-0453-1 doi (NATIONALLICENCE)springer-10.1007/s00706-005-0453-1 Partial Deuterium Labeling of Dimethacrylate Monomers [Elektronische Daten] [Cornelis M. Moorhoff, Wayne D. Cook] Summary.: Methacrylic acid-d5 was prepared in a yield of 30% with 98.6% deuterium incorporation using a two step synthesis. A solution of acetone-d6 and KCN in D2O was treated with glacial acetic acid to give the cyanohydrin of acetone-d6. The latter compound was then dehydrated in anhydrous sulfuric acid at 120°C and subsequently hydrolysed in water at 90°C to form methacrylic acid-d5. Hydrolysis of commercial nonaethyleneglycol dimethacrylate gave a mixture of ethylene glycols. These glycols were combined with methacrylic acid-d5 in the presence of p-TsOH in benzene to form nonaethyleneglycol dimethacrylate-d10 with ∼21% deuterium incorporation. Deuterated bisGMA was also prepared from methacrylic acid-d5 and diglycidyl ether of bisphenol-A. Springer-Verlag/Wien, 2006 Keywords. Methacrylic acid- d 5 nationallicence SANS nationallicence Nonaethylene glycol dimethacrylate nationallicence bisGMA -nonaethyleneglycol dimethacrylate- d 10 nationallicence bisGMA-d 10 nationallicence Moorhoff Cornelis M. CRC for polymers, 3168, Notting Hill, VIC, Australia aut Cook Wayne D. CRC for polymers, 3168, Notting Hill, VIC, Australia aut Monatshefte für Chemie / Chemical Monthly Springer-Verlag 137/4(2006-04-01), 449-454 0026-9247 137:4<449 2006 137 706 https://doi.org/10.1007/s00706-005-0453-1 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s00706-005-0453-1 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Moorhoff Cornelis M. CRC for polymers, 3168, Notting Hill, VIC, Australia aut NATIONALLICENCE 700 1- Cook Wayne D. CRC for polymers, 3168, Notting Hill, VIC, Australia aut NATIONALLICENCE 773 0- Monatshefte für Chemie / Chemical Monthly Springer-Verlag 137/4(2006-04-01), 449-454 0026-9247 137:4<449 2006 137 706 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer