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349801

Sigma-Aldrich

1,3-Dimethyluracil

99%

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C6H8N2O2
Número de CAS:
874-14-6
Peso molecular:
140.14
Beilstein/REAXYS Number:
124074
EC Number:
212-856-4
MDL number:
MFCD00038065
UNSPSC Code:
12352100
PubChem Substance ID:
24861711
NACRES:
NA.22

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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Amir Golan et al.
Journal of visualized experiments : JoVE, (68)(68), doi:10-doi:10 (2012-11-15)
Tunable soft ionization coupled to mass spectroscopy is a powerful method to investigate isolated molecules, complexes and clusters and their spectroscopy and dynamics(1-4). Fundamental studies of photoionization processes of biomolecules provide information about the electronic structure of these systems. Furthermore
Amir Golan et al.
Nature chemistry, 4(4), 323-329 (2012-03-23)
Proton transfer is ubiquitous in chemistry and biology, occurring, for example, in proteins, enzyme reactions and across proton channels and pumps. However, it has always been described in the context of hydrogen-bonding networks ('proton wires') acting as proton conduits. Here
[Thermal characteristics of the C--H...O hydrogen bonds formed by nucleic acid base analogs].
V I Bruskov et al.
Doklady Akademii nauk SSSR, 277(6), 1482-1486 (1984-01-01)
Singlet excited state dynamics of uracil and thymine derivatives: A femtosecond fluorescence upconversion study in acetonitrile.
Gustavsson T, et al.
Chemical Physics Letters, 429(4), 551-557 (2006)
1, 3-Dimethyluracil: a crystal structure without hydrogen bonds.
Banerjee A, et al.
Acta Crystallographica Section B, Structural Science, 33(1), 90-94 (1977)
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