251569
1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone
98%, for peptide synthesis
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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:
UNSPSC Code:
12352115
PubChem Substance ID:
NACRES:
NA.22
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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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Application
1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU) can be used:
DMPU/HF can be used as a nucleophilic fluorinating agent in fluoro-Prins reaction for the synthesis of substituted 4-fluorotetrahydropyrans and 4-fluoropiperidines.
- 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
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 2
WGK
WGK 1
Flash Point(F)
249.8 °F
Flash Point(C)
121 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Find documentation for the products that you have recently purchased in the Document Library.
Thianthrene as an activating group for the synthesis of poly (aryl ether thianthrene)s by nucleophilic aromatic substitution
Edson JB and Knauss DM
Journal of Polymer Science Part A: Polymer Chemistry, 42(24), 6353-6363 (2004)
Intermolecular N-alkylation of amines under conditions of the Mitsunobu reaction: a new solid-phase synthesis of tertiary benzylamines
Zaragoza, Florencio and Stephensen, Henrik
Tetrahedron Letters, 41(11), 1841-1844 (2000)
Liebigs Ann. Chem., 683-683 (1993)
Protecting Groups: Strategies and Applications in Carbohydrate Chemistry, 41(11), 337-370 (2019)
Synthesis, 1243-1243 (1993)
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