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Merck
CN

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

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About This Item

Empirical Formula (Hill Notation):
C6H12N2O
CAS Number:
Molecular Weight:
128.17
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352115
EC Number:
230-625-6
MDL number:
Beilstein/REAXYS Number:
110562
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Product Name

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

Quality Segment

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

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).


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Danger

Hazard Classifications

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

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

249.8 °F - closed cup

flash_point_c

121 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter



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