1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone, 98%
1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone, 98%
1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone, 98%
1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone, 98%
Thermo Scientific Chemicals

1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone, 98%

CAS: 7226-23-5 | C6H12N2O | 128.175 g/mol
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500 g
25 g
Catalog number ALFL09968.36
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1,419.00
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Quantity:
500 g
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Price (MYR)
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Specifications
Chemical Name or Material1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone
CAS7226-23-5
Health Hazard 1H302-H318-H361f
Health Hazard 2GHS H Statement
H318-H361-H302
Causes serious eye damage.
Suspected of damaging fertility or the unborn child.
Harmful if swallowed.
Health Hazard 3P201-P202-P264b-P270-P281-P301+P312-P305+P351+P338-P308+P313-P310-P330-P501c
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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).

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
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).

Solubility
Miscible with water.

Notes
Hygroscopic. Moisture sensitive. Incompatible with strong oxidizing agents.
RUO – Research Use Only

General References:

  1. 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 8°C) for low-temperature reactions. Can be used as a general replacement for HMPA in organolithium reactions: J. Am. Chem. Soc., 107, 719 (1985).
  2. 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).
  3. Nahra, F.; Brill, M.; Gómez-Herrera, A.; Cazin, C. S. J.; Nolan, S. P. Transition metal bifluorides. Coord. Chem. Rev. 2016, 307, 65-80.
  4. 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.