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Uracil

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Identification
Molecular formula
C4H4N2O2
CAS number
66-22-8
IUPAC name
1H-pyrimidine-2,4-dione
State
State

Uracil is a solid at room temperature.

Melting point (Celsius)
335.00
Melting point (Kelvin)
608.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
273.15
General information
Molecular weight
112.09g/mol
Molar mass
112.0870g/mol
Density
1.3210g/cm3
Appearence

Uracil is a white, crystalline powder. It is a pyrimidine derivative and has a planar structure. The compound is very slightly soluble in cold water but dissolves more readily in hot water.

Comment on solubility

Solubility of 1H-pyrimidine-2,4-dione

1H-pyrimidine-2,4-dione, with the chemical formula C4H4N2O2, exhibits notable solubility characteristics that are particularly interesting for its chemical applications. Its solubility can be summarized with the following key points:

  • Polar Nature: The presence of the carbonyl groups (C=O) and the nitrogen atoms contribute to its polar nature, allowing good interactions with polar solvents.
  • Water Solubility: 1H-pyrimidine-2,4-dione is known to be soluble in water, which is a testament to its ability to engage in hydrogen bonding.
  • Organic Solvents: In addition to water, this compound is typically soluble in various organic solvents, enhancing its versatility in chemical reactions.
  • Concentration Dependent: The degree of solubility can vary with temperature and concentration, making it essential to consider these factors in experimental setups.

In conclusion, the solubility profile of 1H-pyrimidine-2,4-dione highlights its suitability for numerous chemical processes and applications. As noted, it is crucial to perform solubility tests under specific conditions for precise data.

Interesting facts

Fascinating Insights into 1H-pyrimidine-2,4-dione

1H-pyrimidine-2,4-dione, often recognized for its intriguing properties and applications, is a heterocyclic compound that forms part of the larger family of pyrimidines. This compound is notable for several reasons:

  • Structural Significance: The pyrimidine ring structure, a carbon-nitrogen rich cycle, is essential in various biological compounds, lending itself to a plethora of biochemical applications and studies.
  • Pharmaceutical Applications: 1H-pyrimidine-2,4-dione and its derivatives exhibit a broad spectrum of biological activity, making them of high interest in drug design. They are often investigated for their potential role in anti-inflammatory and antimicrobial therapies.
  • Research Potential: The compound serves as an interesting model for studying nucleobase analogs, which can play a pivotal role in understanding nucleic acid biochemistry and interactions.
  • Ligand Properties: Its ability to chelate metals makes it relevant in coordination chemistry, allowing for further exploration of its use in catalysis and material sciences.

As stated by renowned chemist Robert H. Grubbs, "The future of chemistry is about more than just reactions; it's about understanding the relationships between structure and function." 1H-pyrimidine-2,4-dione exemplifies this idea perfectly by bridging structural intricacies with practical applications.

In summary, 1H-pyrimidine-2,4-dione not only showcases the fascinating world of heterocyclic chemistry but also invites researchers to explore its diverse functionalities, proving its significance in a variety of scientific fields.

Synonyms
uracil
66-22-8
2,4-Dihydroxypyrimidine
2,4(1H,3H)-Pyrimidinedione
pyrimidine-2,4(1H,3H)-dione
pyrimidine-2,4-diol
Pyrod
2,4-Pyrimidinediol
2,4-Dioxopyrimidine
Hybar X
2,4-Pyrimidinedione
Pirod
51953-14-1
1H-Pyrimidine-2,4-dione
RU 12709
1,2,3,4-tetrahydropyrimidine-2,4-dione
Uracil [USAN]
Urazil
Ura
MFCD00006016
CCRIS 3077
CHEBI:17568
NSC 3970
NSC-3970
2,4-Pyrimidinediol (9CI)
AI3-25470
Uracyl
2-Hydroxy-4(3H)-pyrimidinone
SQ 6201
SQ 7726
SQ 8493
SQ-6201
SQ-7726
SQ-8493
BMS 205603-01
BMS-205603-01
UNII-56HH86ZVCT
EINECS 200-621-9
56HH86ZVCT
Lamivudine impurity e
2-Hydroxy-4(1H)-pyrimidinone
66255-05-8
DTXSID4021424
NSC3970
24897-51-6
Lamivudine impurity e rs
DTXCID101424
144104-68-7
4-Hydroxy-2(1H)-pyrimidinone
Fluorouracil specified compound c
NCGC00181030-01
URACIL (USP-RS)
URACIL [USP-RS]
URACIL (MART.)
URACIL [MART.]
4-Hydroxyuracil
CAS-66-22-8
CID 5274267
LAMIVUDINE IMPURITY F (EP IMPURITY)
LAMIVUDINE IMPURITY F [EP IMPURITY]
FLUOROURACIL IMPURITY C (EP IMPURITY)
FLUOROURACIL IMPURITY C [EP IMPURITY]
LAMIVUDINE IMPURITY E (USP IMPURITY)
LAMIVUDINE IMPURITY E [USP IMPURITY]
Uracil (8CI)
Uracil [USAN:JAN]
4(3H)-Pyrimidinone, 2-hydroxy-
FLUOROURACIL SPECIFIED COMPOUND C (USP IMPURITY)
FLUOROURACIL SPECIFIED COMPOUND C [USP IMPURITY]
8h-uracil
hydroxypyrimidinone
2(1H)-Pyrimidinone, 4-hydroxy-
2(1H)-Pyrimidinone, 6-hydroxy-
Uracil (Standard)
2,6-Dioxypyrimidin
Uracil,(S)
2,4-Dioxypyrimidine
2,4(1H,3H)-Pyrimidinedione (9CI)
66224-60-0
pyrimidine-2,4-dione
2, 4-Dioxopyrimidine
Fluorouracil Impurity C
Uracil, 99%
1ui0
Uracil (JAN/USAN)
2,3H)-Pyrimidinedione
2,6-Dihydroxypyrimidine
URACIL [JAN]
URACIL [WHO-DD]
URACIL [MI]
bmse000187
bmse000940
CHEMBL566
Epitope ID:120356
NCIMech_000782
SCHEMBL8235
Uracil, >=99.0%
pyrimidine, 2,4-dihydroxy-
MLS001304993
GTPL4560
2,4-(1h,3h)-pyrimidinedione
2-hydroxy-4-(1H)-pyrimidione
2-hydroxy-4-(3H)-pyrimidione
4-hydroxy-2-(1H)-pyrimidione
HY-I0960R
Uracil, >=99.0% (T)
DTXSID501007260
HMS2234E19
HMS3264C13
HMS3373E18
HMS3652N05
Pharmakon1600-01502345
(4-Hydroxypyrimidin-2-yl)oxidanyl
4(1H)-Pyrimidinone, 2-hydroxy-
BCP26546
HY-I0960
NSC29742
ZAA89752
Tox21_112680
Tox21_201023
BDBM50549809
CCG-35866
NSC-29742
NSC759649
s4177
STK301734
STL124066
AKOS000119989
AKOS002303991
Tox21_112680_1
4(3H)-Pyrimidinone,2-hydroxy-(9ci)
CCG-213042
CS-W020104
DB03419
FU01843
NSC-759649
PS-5279
SB55489
SB55884
NCGC00181030-02
NCGC00247663-01
NCGC00258576-01
Uracil, Vetec(TM) reagent grade, 98%
51953-19-6
NCI60_003718
Pyrimidine-2,4(1H,3H)-dione (Uracil)
SMR000752912
SY008943
DB-030518
DB-103964
DB-268940
DB-268966
DB-272084
DB-272202
NS00002070
SW220239-1
U0013
EN300-17138
Uracil, suitable for cell culture, BioReagent
C00106
D00027
SBI-0053640.0002
AB00171810_03
AB00171810_04
AB00918623-05
AC-907/30002021
Q182990
BRD-K80129304-001-08-1
BRD-K80129304-001-09-9
Z56889474
F1796-0008
E2FC11E5-1887-46DF-B415-82313CE9B2BD
Uracil, United States Pharmacopeia (USP) Reference Standard
2,4(1H,3H)-Pyrimidinedione;2,4-Dihydroxypyrimidine;2,4-Pyrimidinediol
Fluorouracil impurity C, European Pharmacopoeia (EP) Reference Standard
InChI=1/C4H4N2O2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8
Uracil, Pharmaceutical Secondary Standard; Certified Reference Material
200-621-9