2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-

HCID 81646CAS 7226-23-5

Substructure search Find similar structures

Basic information

Standard SMILES: CN1CCCN(C)C1=O
InChIKey: GUVUOGQBMYCBQP-UHFFFAOYSA-N
Molecular formula: C6H12N2O
Average molar mass: 128.17 g/mol
Monoisotopic mass: 128.094963

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 4322EINECS 230-625-6Tetrahydro-1,3-dimethyl-1H-pyrimidin-2-oneBRN 0110562DTXSID3074575Tetrahydro-1,3-dimethyl-2(1H)pyrimidine1,3-Dimethyltetrahydro-2(1H)-pyrimidinoneEC 230-625-61,3-dimethyl-3,4,5,6-tetrahydro-2[1H]-pyrimidinone

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)

RefChem:439802N,N'DimethyltrimethyleneureaDTXCID10472811,3Dimethyltetrahydropyrimidin2(1H)one2(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
EC Number: 230-625-6
Nikkaji: J35.422H

Properties

Computed structural properties

XLogP: -0.1
Topological polar surface area: 23.6 Å²
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
Boiling point: 146 °C44 · 146 °C44 mm Hg(lit.)
Density: 1.06 g/mL · 1.06 g/mL at 25 °C(lit.)
vapor pressure: 0.5 hPa · 0.5 hPa (57 °C)
refractive index: 20 · n20/D 1.488(lit.)
Flash point: 121 °C · 121 °C
storage temp.: 30 °C · Store below +30°C.
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
form: Liquid
pka: -0.65 · -0.65±0.20(Predicted)
color: Clear colorless to slightly yellow
PH: 11 · 11 (100g/l, H2O, 20℃)
explosive limit: 1.6 · 1.6-9.3%(V)
Water Solubility: soluble
Sensitive: Hygroscopic
BRN: 110562 · 110562
Dielectric constant: 36.12 · 36.119999999999997
Stability: Hygroscopic
Major Application: peptide synthesis
InChI: 1S/C6H12N2O/c1-7-4-3-5-8(2)6(7)9/h3-5H2,1-2H3
InChIKey: GUVUOGQBMYCBQP-UHFFFAOYSA-N
SMILES: CN1CCCN(C)C1=O
LogP: 0.05 at · 0.05 at 25℃
CAS DataBase Reference: 7226 · 7226-23-5(CAS DataBase Reference)
EWG's Food Scores: 1 · 1-2
EPA Substance Registry System: 2 · 2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl- (7226-23-5)
UNSPSC Code: 12352115 · 12352115
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05,GHS07,GHS08
Signal word: Danger
Hazard statements: 302 · H302-H318-H361f
Precautionary statements: 201 · P201-P280-P301+P312+P330-P305+P351+P338+P310-P308+P313
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xn
Risk Statements: 22 · 22-36-43-62-41
Safety Statements: 23 · 23-26-36/37/39-45
WGK Germany: 2 · 2
RTECS: 7582500 · UW7582500
F: 3 · 3-10
Autoignition Temperature: 255 °C · 255 °C
TSCA: TSCA listed
HS Code: 29335995 · 29335995
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 4 OralEye · Acute Tox. 4 OralEye Dam. 1Repr. 2
Toxicity: 50 orally · LD50 orally in Rabbit: 1770 mg/kg
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 6 items

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 · 4 items

Chemical: 2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Status: Active Update: 04-05-2015 https://echa.europa.eu/registration-dossier/-/registered-dossier/11391

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 · 1 item

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 · 3 items

Acute Tox. 4 (100%)

Acute toxicity - category 4

Repr. 2

Safety data

F: 3-10
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 2
tsca: TSCA listed
rtecs: UW7582500
hs_code: 29335995
Toxicity: LD50 orally in Rabbit: 1770 mg/kg
risk_code: 22-36-43-62-41
Signal word: Danger
Symbol(GHS): GHS05,GHS07,GHS08
hazard_code: Xn
safety_code: 23-26-36/37/39-45
Storage Class: 10 - Combustible liquids
Hazard statements: H302-H318-H361f
REACH Registrations: Active
Hazard Classifications: Acute Tox. 4 OralEye Dam. 1Repr. 2
Autoignition Temperature: 255 °C
Precautionary statements: P201-P280-P301+P312+P330-P305+P351+P338+P310-P308+P313

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 · 3 items

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).