MilliporeSigma
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251569

Sigma-Aldrich

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

98%

Synonym(s):
1,3-Dimethyl-2-oxohexahydropyrimidine, N,N′-Dimethylpropylene urea, DMPU
Empirical Formula (Hill Notation):
C6H12N2O
CAS Number:
Molecular Weight:
128.17
Beilstein:
110562
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

liquid

refractive index

n20/D 1.488 (lit.)

bp

146 °C/44 mmHg (lit.)

density

1.06 g/mL at 25 °C (lit.)

application(s)

peptide synthesis

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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This Item
416618.182148.18212
form

liquid

form

liquid

form

liquid

form

liquid

refractive index

n20/D 1.488 (lit.)

refractive index

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

refractive index

-

refractive index

-

bp

146 °C/44 mmHg (lit.)

bp

146 °C/44 mmHg (lit.)

bp

247 °C/1013 hPa

bp

-

density

1.06 g/mL at 25 °C (lit.)

density

1.06 g/mL at 25 °C (lit.)

density

1.064 g/cm3 at 20 °C

density

1.056 g/cm3 at 20 °C

application(s)

peptide synthesis

application(s)

-

application(s)

-

application(s)

-

Application

1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU) can be used:
  • As a versatile solvent in N-alkylation of amines
  • O-alkylation of aldoses , and in the synthesis of poly(aryl ethers).
  • As urea solvent in the synthesis of 1-aryl-3,4,5-substituted pyrazoles by cyclocondensation of arylhydrazine hydrochlorides with 1,3-diketones.
  • As an additive in asymmetric cyanoamidation.

DMPU/HF can be used as a nucleophilic fluorinating agent in fluoro-Prins reaction for the synthesis of substituted 4-fluorotetrahydropyrans and 4-fluoropiperidines.
Versatile solvent employed in N-alkylation of chiral, primary amines, O-alkylation of aldoses, and in the synthesis of poly(aryl ethers).

Signal Word

Danger

Hazard Statements

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 - closed cup

Flash Point(C)

121 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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