2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-
Basic information
- CAS
7226-23-5- Standard SMILES
CN1CCCN(C)C1=O- InChIKey
GUVUOGQBMYCBQP-UHFFFAOYSA-N- Molecular formula
- C6H12N2O
- Average molar mass
- 128.17 g/mol
- Monoisotopic mass
- 128.09496301
Names & identifiers
- Preferred name
- 2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-
- IUPAC
- 1,3-dimethyl-1,3-diazinan-2-one
- English name
- 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone
- Molecular formula
- C6H12N2O
- Molecular weight
- 128.17
Names & synonyms
1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinoneN,N'-Dimethyltrimethyleneurea2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-CCRIS 4322Tetrahydro-1,3-dimethyl-1H-pyrimidin-2-oneTetrahydro-1,3-dimethyl-2(1H)pyrimidine1,3-Dimethyltetrahydro-2(1H)-pyrimidinoneEINECS 230-625-6BRN 0110562DTXSID3074575EC 230-625-61,3Dimethyltetrahydropyrimidin2(1H)one
Show more names
DMPU1,3-Dimethyltetrahydropyrimidin-2(1H)-oneN,N'-Dimethylpropyleneurea1,3-Dimethyl-1,3-diazinan-2-one1,3-dimethyl-perhydro-2-pyrimidinone1,3-DIMETHYLTETRAHYDRO-2-PYRIMIDINONE1,3-Dimethyl-2-oxohexahydropyrimidine1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU)
1,3-dimethyl-3,4,5,6-tetrahydro-2[1H]-pyrimidinoneRefChem:439802N,N'DimethyltrimethyleneureaDTXCID10472812(1H)Pyrimidinone, tetrahydro1,3dimethyl1,3Dimethyl3,4,5,6tetrahydro2(1H)pyrimidinone230-625-67226-23-5
Database identifiers
- CAS
7226-23-5- PubChem CID
- 81646
- DTXSID
DTXSID3074575- ChEMBL
CHEMBL12284- UNII
- 4XZQ92RR2L
- EC Number
- 230-625-6
- Nikkaji
- J35.422H
Properties
Computed structural properties
- XLogP
- -0.1
- Topological polar surface area
- 23.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 112
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Pyrimidines
SpringerMaterials PropertiesBoiling point
Physical DescriptionColorless odorless liquid; Hygroscopic; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- 20 °C; · −20 °C; −4 °F; 253 K
- Boiling point
- 246.5 °C · 246.5 °C (475.7 °F; 519.6 K) (Source)
- Density
- 1.064 g/cm3 · 1.064 g/cm3
- vapor pressure
- 0.5 hPa · 0.5 hPa (57 °C)
- refractive index
- 1.4875 · 1.4875-1.4895
- Flash point
- 121 °C · 121 °C (250 °F; 394 K)
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- pka
- -0.65 · -0.65±0.20(Predicted)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H302: Harmful if swallowed [Warning Acute toxicity, oral]
P203, P264, P264+P265, P270, P280, P301+P317, P305+P354+P338, P317, P318, P330, P405, and P501 (click each P-code to see the statement)
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P354+P338, P317, P318, P321, P330, P333+P317, P362+P364, P405, and P501 (click each P-code to see the statement)
Hazard information
Regulatory Information
Chemical: 2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-
PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
REACH registered substance: Tetrahydro-1,3-dimethyl-1H-pyrimidin-2-one (EC: 230-625-6)
1,3-Dimethyltetrahydro-2(1H)-pyrimidinone: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-: Human health tier II assessment
Hazards Summary
May cause serious eye injury; Harmful by ingestion; Suspected of being toxic to fertility or the developing child; [ECHA REACH Registrations] Causes somnolence, ataxia, and respiratory stimulation in intraperitoneal lethal-dose studies of mice (LD50 = 1,300 mg/kg); [RTECS] A mild skin and severe eye irritant that may cause serious eye injury; Harmful by ingestion; Possible reproductive toxicant; [Alfa Aesar MSDS]
Hazard Classes and Categories
Acute Tox. 4 (100%)
Acute toxicity - category 4
Repr. 2
Safety data
Chemistry & industry
Uses & manufacturing
UsesUsed in manufacturing and as a laboratory reagent; [ECHA REACH Registrations]
General Manufacturing Information2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-: ACTIVE
Applications
Uses1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone is a versatile organic solvent in and less toxic than HMPA. It is mainly applied in the synthesis of pharmaceuticals and agrochemicals. DMPU is also used in the electronics industry.
Uses1,3-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).
UsesVersatile solvent employed in N-alkylation of chiral, primary amines, O-alkylation of aldoses, and in the synthesis of poly(aryl ethers).
Upstream & downstream products
Upstream raw materials
Related reactions
1,214 records
Compound notes
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