349801
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:
Molecular Weight:
140.14
Beilstein:
124074
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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J De Taeye et al.
Journal of pharmaceutical sciences, 74(6), 660-663 (1985-06-01)
The interaction between caffeine and hydroxylic derivatives (phenols, water) has been studied by infrared (IR) spectroscopy in 1,2-dichloroethane. The formation constants, enthalpies, and entropies of complex formation have been determined. The IR spectra in the vOH and vc=o ranges indicate
S Das et al.
International journal of radiation biology and related studies in physics, chemistry, and medicine, 46(1), 7-9 (1984-07-01)
The electron adducts of uracil, 1,3-dimethyluracil and 1,3-dimethylthymine, known to protonate rapidly in aqueous solution at oxygen, are now shown to undergo a slower protonation at C(6) producing a radical centred at C(5), a reaction which can be catalysed by
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)
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
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