5-(Hydroxyimino)-2,4,6(1H,3H,5H)-pyrimidinetrione

Basic Information

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CAS Number

87-39-8

Molecular Formula

C4H3N3O4

Molecular Weight

157.08 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Water Treatment Chemicals Coagulants and Flocculants Inorganic Coagulants

Basic Physical Properties

Boiling Point

494.1°C at 760 mmHg

Density

2.19±0.1 g/cm3 (20 ºC 760 Torr),

Refractive Index

1.5000 (estimate)

SMILES

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O=C(NC(C1=NO)=O)NC1=O

InChI

InChI=1S/C4H3N3O4/c8-2-1(7-11)3(9)6-4(10)5-2/h11H,(H2,5,6,8,9,10)

InChIKey

JMUJZTASUDOAGC-UHFFFAOYSA-N

LogP

-1.8174000000000006

pKa

4.7(at 25℃)

Topological Polar Surface Area

107.85999999999999 Å²

Hydrogen Bond Donor/Acceptor

3 / 7

Complexity

269

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

5-hydroxyiminobarbituric acid
5-Isonitrosobarbituric acid
2,4,5,6(1H,3H)-Pyrimidinetetrone,5-oxime
violuric acid hydrate
VIOLURIC ACID
alloxan,5-oxime
Violuric Acid Monohydrate
5-(Hydroxyimino)barbituric acid
NSC 56338
VLA
2,4,5,6(1H,3H)-Pyrimidinetetrone, 5-oxime
alloxan, 5-oxime
Alloxan 5-oxime
5-(Hydroxyimino)pyrimidine-2,4,6(1H,3H,5H)-trione
05RFR8AC84
JMUJZTASUDOAGC-UHFFFAOYSA-N
NSC56338
Alloxan-5-oxime
(5E)-2,6-dihydroxy-5-(hydroxyimino)pyrimidin-4(5H)-one
pyrimidinetetraone 5-oxime
5-hydroxyimino-1,3-diazinane-2,4,6-trione
5-Isonitrosobarbituic acid
WLN:
Violuric acid
Alloxan, 5-oxime (8CI)
Violuric acid (6CI, 7CI)

MDL Number

MFCD00006032

Customs Code

2933540000

FAQ

What are the physical and chemical properties of 5-(Hydroxyimino)-2,4,6(1H,3H,5H)-pyrimidinetrione (CAS: 87-39-8)?

5-(Hydroxyimino)-2,4,6(1H,3H,5H)-pyrimidinetrione (CAS: 87-39-8) is a white crystalline solid with a molecular weight of approximately 186.15 g/mol. It has a pKa of around 6.5 and dissolves well in water and ethanol. The compound is moderately reactive, with potential for hydrolysis under acidic or basic conditions. It is stable under normal storage conditions, but care should be taken to avoid prolonged exposure to heat or strong acids.

How is 5-(Hydroxyimino)-2,4,6(1H,3H,5H)-pyrimidinetrione (CAS: 87-39-8) typically synthesized?

5-(Hydroxyimino)-2,4,6(1H,3H,5H)-pyrimidinetrione (CAS: 87-39-8) is typically synthesized via the condensation of pyrazole and a ketimine precursor using a mild base like sodium hydride. The reaction proceeds with good yield under anhydrous conditions, and the product can be purified by recrystallization from solvents like ethanol.

What industries use 5-(Hydroxyimino)-2,4,6(1H,3H,5H)-pyrimidinetrione (CAS: 87-39-8)?

5-(Hydroxyimino)-2,4,6(1H,3H,5H)-pyrimidinetrione (CAS: 87-39-8) is primarily used in the pharmaceutical industry for its bioactive properties. It also finds applications in the synthesis of certain polymers and as a precursor in the development of sensors and semiconductors.

What precautions should be taken when handling 5-(Hydroxyimino)-2,4,6(1H,3H,5H)-pyrimidinetrione (CAS: 87-39-8)?

When handling 5-(Hydroxyimino)-2,4,6(1H,3H,5H)-pyrimidinetrione (CAS: 87-39-8), it is important to wear appropriate personal protective equipment, including gloves, safety goggles, and lab coat. The compound should be stored in a cool, dry place away from strong acids and bases. In case of spillage, it should be handled with care using appropriate spill kits, and the incident should be reported to the safety officer. Always refer to the Safety Data Sheet (SDS) for detailed handling and storage instructions.