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349801

Sigma-Aldrich

1,3-Dimethyluracil

99%

Synonym(s):

1,3-Dimethyl-2,4(1H,3H)-pyrimidinedione, 2,4-Dihydroxy-1,3-dimethylpyrimidine

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About This Item

Empirical Formula (Hill Notation):
C6H8N2O2
CAS Number:
874-14-6
Molecular Weight:
140.14
Beilstein/REAXYS Number:
124074
EC Number:
212-856-4
MDL number:
MFCD00038065
UNSPSC Code:
12352100
PubChem Substance ID:
24861711
NACRES:
NA.22

Quality Level

100

assay

99%

form

powder

mp

119-122 °C (lit.)

SMILES string

CN1C=CC(=O)N(C)C1=O

InChI

1S/C6H8N2O2/c1-7-4-3-5(9)8(2)6(7)10/h3-4H,1-2H3

InChI key

JSDBKAHWADVXFU-UHFFFAOYSA-N

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General description

1,3-Dimethyluracil is a pyrimidine derivative. Stability of the C6-centered carbanions derived from 1,3-dimethyluracil has been investigated in the gas phase and in DMSO and water solutions. The excited state structural dynamics of 1,3-dimethyluracil (DMU) in water and acetonitrile has been studied by resonance Raman spectroscopy. Crystal structure of 1,3-dimethyluracil has been reported. Ultraviolet irradiation of aqueous 1,3-dimethyluracil results in hydration of the 5:6 double bond of the uracil ring to form 1,3-dimethyl-6-oxy-hydrouracil.

Application

1,3-Dimethyluracil is suitable reagent used to investigate the steady-state absorption and fluorescence spectra of uracil derivatives. It may be used in the preparation of 2,6-dihydroxynicotinamide.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Adam Gryff-Keller et al.
The journal of physical chemistry. A, 116(39), 9632-9638 (2012-09-14)
The practical utility of the method of retrieving the relaxation rate of a quadrupole nucleus via the scalar relaxation of the second kind (SC2) of an I = 1/2 spin nucleus has been considered once again. The study was motivated
Nicholas A Senger et al.
Tetrahedron, 69(26), 5287-5292 (2013-09-28)
The stabilities of the C6-centered carbanions derived from 1,3-dimethyluracil, N-methyl-2-pyridone, and N-methyl-4-pyridone were systematically investigated in the gas phase and in DMSO and water solutions. The stabilities of the carbanions in the gas phase and DMSO were directly measured through
Probing noncovalent interactions in biomolecular crystals with terahertz spectroscopy.
Thomas Kleine-Ostmann et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 9(4), 544-547 (2008-02-15)
H P Schuchmann et al.
International journal of radiation biology and related studies in physics, chemistry, and medicine, 50(6), 1051-1068 (1986-12-01)
Hydroxymethyl radicals .CH2OH, generated by the radiolysis of methanol (0.5 mol dm-3) in N2O-saturated aqueous solutions, were reacted with 1,3-dimethyluracil or 1,3-dimethylthymine (10(-3) mol dm-3). The products were identified and their G values determined. It has been concluded that in
Anna A Zadorozhnaya et al.
The journal of physical chemistry. A, 114(4), 2001-2009 (2010-01-09)
The electronic structure of 1,3-dimethyluracil and its dimer is characterized by ab initio calculations. The methylation eliminates the H-bonded isomers and allows one to focus on the pi-stacked manifold. In the neutral species, methylation increases the binding energy by 3-4
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