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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
212-856-4
Beilstein/REAXYS Number:
124074
MDL number:
Product Name
1,3-Dimethyluracil, 99%
InChI key
JSDBKAHWADVXFU-UHFFFAOYSA-N
InChI
1S/C6H8N2O2/c1-7-4-3-5(9)8(2)6(7)10/h3-4H,1-2H3
SMILES string
CN1C=CC(=O)N(C)C1=O
assay
99%
form
powder
mp
119-122 °C (lit.)
Quality Level
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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.
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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1, 3-Dimethyluracil: a crystal structure without hydrogen bonds.
Banerjee A, et al.
Acta Crystallographica Section B, Structural Science, 33(1), 90-94 (1977)
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)
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
P F Heelis et al.
Photochemistry and photobiology, 57(3), 442-446 (1993-03-01)
Photosensitized splitting of cis-syn- and trans-syn-1,3-dimethyluracil dimers by 2',3',4',5'-tetraacetylriboflavin in acetonitrile containing a trace of perchloric acid was studied by laser flash photolysis. Protonation of the flavin prior to excitation resulted in excited singlet and triplet states that abstracted an
[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)
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