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  • 41661
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41661

Sigma-Aldrich

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

absolute, over molecular sieve (H2O ≤0.05%), ≥99.0% (GC)

All Photos(1)
Synonym(s):
1,3-Dimethyl-2-oxohexahydropyrimidine, N,N′-Dimethylpropylene urea, DMPU
Empirical Formula (Hill Notation):
C6H12N2O
CAS Number:
7226-23-5
Molecular Weight:
128.17
Beilstein:
110562
EC Number:
230-625-6
MDL number:
MFCD00006550
PubChem Substance ID:
57650056
NACRES:
NA.22

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

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Tetramethylurea

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Tetrahydrofuran anhydrous, ≥99.9%, inhibitor-free

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Tetrahydrofuran

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1-Methyl-2-pyrrolidinone anhydrous, 99.5%

Sigma-Aldrich

328634

1-Methyl-2-pyrrolidinone

anhydrous, 99.5%

grade

absolute

Quality Level

200

assay

≥99.0% (GC)

form

liquid

quality

over molecular sieve (H2O ≤0.05%)

refractive index

n20/D 1.488 (lit.)
n20/D 1.489

bp

146 °C/44 mmHg (lit.)

density

1.06 g/mL at 25 °C (lit.)

SMILES string

CN1CCCN(C)C1=O

InChI

1S/C6H12N2O/c1-7-4-3-5-8(2)6(7)9/h3-5H2,1-2H3

InChI key

GUVUOGQBMYCBQP-UHFFFAOYSA-N

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Application

1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU) can be used as a:
  • Solvent in the synthesis of 1-aryl-3,4,5-substituted pyrazoles by cyclocondensation of 1,3-diketones with arylhydrazine hydrochlorides.
  • Chelating solvent in the trifluoromethylation of activated and non-activated halogenated double bonds.
  • Ligand in ortho-alkylation of secondary benzamide catalyzed by cobalt.

Packaging

250 mL in Sure/Seal™
1 L in Sure/Seal™

Other Notes

Aprotic, dipolar solvent, which is an excellent replacement of the carcinogenic HMPA as cosolvent for highly reactive nucleophiles and bases. High Z-selectivity in enolate formation; DMPU was shown to be non-mutagenic and safe.

Signal Word

Danger

Hazard Statements

H302 - H318 - H361f

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

249.8 °F - DIN 51758

Flash Point(C)

121 °C - DIN 51758

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

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