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251569

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

Name: 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1<I>H</I>)-pyrimidinone
Brand: ALDRICH

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:

7226-23-5

Molecular Weight:

128.17

NACRES:

NA.22

PubChem Substance ID:

24855140

UNSPSC Code:

12352115

EC Number:

230-625-6

MDL number:

MFCD00006550

Beilstein/REAXYS Number:

110562

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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).

signalword

Danger

pcodes

P202 - P264 - P280 - P301 + P312 - P305 + P351 + P338 - P308 + P313

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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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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Global Trade Item Number

SKU	GTIN
251569-25G	04061825937816
251569-100G	04061825937809
251569-500G	04061825937823