Skip to Content
Merck
All Photos(1)

Key Documents

349801

Sigma-Aldrich

1,3-Dimethyluracil

99%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


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

Quality Level

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

Looking for similar products? Visit Product Comparison Guide

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

T Itahara et al.
Nucleic acids symposium series, (16)(16), 61-64 (1985-01-01)
Reaction with peroxodisulfate ion was investigated, that is, reaction of 1,3-dimethyluracil, 1,3-dimethylthymine, and caffeine with carbon radicals formed from decarboxylation of carboxylic acids, oxidation of the methyl group at 5-position of thymines, and halogenation of nucleic acids bases and their
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
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
Ultraviolet irradiation of pyrimidine derivatives: I. 1, 3-dimethyluracil.
Moore AM and Thomson CH.
Canadian Journal of Chemistry, 35(2), 163-169 (1957)
K Seki et al.
Nucleic acids symposium series, (29)(29), 43-44 (1993-01-01)
In order to obtain insight into the protonation of the electron adducts of pyrimidine bases (I) and the chemical behavior of the resulting radicals under an acidic condition, the photoreaction of 5-substituted 1,3-dimethyluracil (1) (substituents; p-xylyl, methyl, H, Cl, and

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service