I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.
1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone is a versatile solvent used in the N-alkylation of chiral and O-alkylation of aldoses. It is involved in the preparation of poly(aryl ethers). It is a cyclic urea and used as a polar aprotic organic solvent. Further, it reacts with trifluoro-methanesulfonic acid anhydride to prepare 2,2'-oxy-bis(1,3-dimethyl-tetrahydropyrimidinium) bis(trifluoromethanesulfonate).
Dipolar aprotic solvent recommended as a replacement for the carcinogenic hexamethylphosphoric triamide (HMPA) in many reactions: Helv. Chim. Acta, 65, 385 (1982). DMPU is non-mutagenic: Chimia, 39, 148 (1985). It is more useful than the lower homologue 1,3-Dimethyl-2-imidazolidinone, A16001 (mp 8oC) for low-temperature reactions. Can be used as a general replacement for HMPA in organolithium reactions: J. Am. Chem. Soc., 107, 719 (1985).
Has been found to be comparable to HMPA in promoting reductive coupling reactions with SmI2: J. Am. Chem. Soc., 110, 5064 (1988); J. Chem. Soc., Chem. Commun., 1775 (1992), and also in other reductions with the same reagent: J. Org. Chem., 58, 5008 (1993).
Nahra, F.; Brill, M.; Gómez-Herrera, A.; Cazin, C. S. J.; Nolan, S. P. Transition metal bifluorides. Coord. Chem. Rev. 2016, 307, 65-80.
Eagan, J. M.; Hori, M.; Wu, J.; Kanyiva, K. S.; Snyder, S. A. Synthesis and Applications of Hajos-Parrish Ketone Isomers. Angew. Chem. Int. Ed. 2015, 54 (27), 7842-7846.
Hazard Statements: H302-H318-H361
Harmful if swallowed. Causes serious eye damage. Suspected of damaging fertility or the unborn child.
Precautionary Statements: P201-P280-P305+P351+P338-P310a-P405-P501a
Obtain special instructions before use. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.