251569

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

98%, for peptide synthesis

• 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
• UNSPSC Code: 12352115
• PubChem Substance ID: 24855140
• NACRES: NA.22

Properties

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

Description

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).

Safety Information

• Pictograms: GHS08,GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H302,H318,H361f
• Precautionary Statements: P202 - P264 - P280 - P301 + P312 - P305 + P351 + P338 - P308 + P313
• 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