41661

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

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

• Sinônimo(s): 1,3-Dimethyl-2-oxohexahydropyrimidine, N,N′-Dimethylpropylene urea, DMPU
• Fórmula empírica (Notação de Hill): C₆H₁₂N₂O
• Número CAS: 7226-23-5
• Peso molecular: 128.17
• Beilstein: 110562
• Número CE: 230-625-6
• Número MDL: MFCD00006550
• Código UNSPSC: 12352115
• ID de substância PubChem: 57650056
• NACRES: NA.22

Propriedades

• grau: absolute
• Ensaio: ≥99.0% (GC)
• Formulário: liquid
• qualidade: over molecular sieve (H₂O ≤0.05%)
• índice de refração: n20/D 1.488 (lit.); n20/D 1.489
• p.e.: 146 °C/44 mmHg (lit.)
• densidade: 1.06 g/mL at 25 °C (lit.)
• cadeia de caracteres SMILES: CN1CCCN(C)C1=O
• InChI: 1S/C6H12N2O/c1-7-4-3-5-8(2)6(7)9/h3-5H2,1-2H3
• chave InChI: GUVUOGQBMYCBQP-UHFFFAOYSA-N

Descrição

Aplicação

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.[1]
• Chelating solvent in the trifluoromethylation of activated and non-activated halogenated double bonds.[2]
• Ligand in ortho-alkylation of secondary benzamide catalyzed by cobalt.[3]

Outras notas

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;[4][5] DMPU was shown to be non-mutagenic and safe.[6]

Informações de segurança

• Pictogramas: GHS08,GHS05,GHS07
• Palavra indicadora: Danger
• Frases de perigo: H302,H318,H361f
• Declarações de precaução: P202 - P264 - P280 - P301 + P312 - P305 + P351 + P338 - P308 + P313
• Classificações de perigo: Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 2
• Código de classe de armazenamento: 10 - Combustible liquids
• Classe de risco de água (WGK): WGK 1
• Ponto de fulgor (°F): 249.8 °F - closed cup
• Ponto de fulgor (°C): 121 °C - closed cup
• Equipamento de proteção individual: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter