Print Email Facebook Twitter Cross-linking of starch with bifunctional precursors of nitroalkenes Title Cross-linking of starch with bifunctional precursors of nitroalkenes Author Heeres, A. van Doren, H.A. Gotlieb, K.F. Bleeker, I.P. Kellogg, R.M. Centraal Instituut voor Voedingsonderzoek TNO Publication year 1998 Abstract Granular starch was cross-linked with 1,3-di-O-acetyl-2-nitro-1,3-propanediol (1), 1,3-di-O-pivaloyl-2-nitro-1,3-propanediol (2), 2-nitro-3-O-pivaloyl-1-propene-3-ol (3), 1,3-di-O-acetyl-aci-2-nitro-1,3-propanediol (4), 1,3-di-O-pivaloyl-aci-2-nitro-1,3-propanediol (5) and 1,6-di-O-acetyl-2,5-dinitro-1,6-hexanediol (6). The bifunctional precursors for the nitro-alkenes 1, 2, 3, and 4 were readily synthesized in high yields from nitromethane, paraformaldehyde and acetic anhydride (1, 3) or pivaloyl chloride (2, 4), respectively. The reaction rate for the cross-linking was very high, and for 1 and 3, the reaction reached completion within 1 h (at room temperature). The swelling capacities of the products obtained when starch was cross-linked with precursors for the nitroalkenes 1-4 and 6 were lower in comparison to epichlorohydrin cross-linked starch. These results indicate a high reaction efficiency at low degrees of substitution. Cross-linked 2-nitroalkyl starch ethers were synthesized in a one-pot synthesis by addition of 1 or 3 and 2-nitroalkyl acetates to granular suspensions of starch Subject NutritionCross-linked 2-nitroalkyl starchesStarch, cross-linkingStarchChemical reactionControlled studyCross linkingDrug synthesisEsterificationNonhumanPriority journalAlkylationCarbohydrate SequenceCross-Linking ReagentsMolecular Sequence DataNitro CompoundsStarchViscosity To reference this document use: http://resolver.tudelft.nl/uuid:7272d835-5b4f-4590-a2cc-e77c96ad2a09 TNO identifier 71234 ISSN 0008-6215 Source Carbohydrate Research, 310 (3), 191-201 Document type article Files To receive the publication files, please send an e-mail request to TNO Library.