(1Z,2Z)-Cyclohexane-1,2-dione dioxime

Basic Information

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CAS Number

492-99-9

Molecular Formula

C6H10N2O2

Molecular Weight

142.16 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Hydrocarbons

Basic Physical Properties

Melting Point

185-188 °C

Boiling Point

259.72°C (rough estimate)

Water Solubility

Soluble in water.

Flash Point

103.8 °C

Refractive Index

1.5010 (estimate)

SMILES

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C1CCC(=NO)C(=NO)C1

InChI

InChI=1S/C6H10N2O2/c9-7-5-3-1-2-4-6(5)8-10/h9-10H,1-4H2/b7-5-,8-6-

InChIKey

CUNNCKOPAWXYDX-SFECMWDFSA-N

LogP

1.2208

Topological Polar Surface Area

65.18 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

155

Synonyms & References

English

G1QT7SU5A8
(1E,2E)-1,2-Cyclohexanedione 1,2-dioxime
SCHEMBL467998
NSC4076
73322-77-7
N-(2-nitrosocyclohexen-1-yl)hydroxylamine
1,2-Bis(hydroxyimino)cyclohexane
NIOXIME [MI]
(1E,2E)-cyclohexane-1,2-dione dioxime
MFCD00001663
(1Z,2Z)-Cyclohexane-1,2-dione dioxime
Nioxime (1,2-Cyclohexanedionedioxime)
NIOXIME
NSC-4076
starbld0000630
NIOXIME [II]
(NE)-N-[(2E)-2-hydroxyiminocyclohexylidene]hydroxylamine
1,2-Cyclohexanedione dioxime
Nioxim
1,2-CYCLOHEXANEDIONE, 1,2-DIOXIME, (1E,2E)-
DTXSID301275718
cyclohexanedione dioxime
492-99-9
AKOS003726087
1,2-Cyclohexanedione dioxime, 96%
A827697
Nioxime
1.2-Cyclohexanedionedioxime
Chrysoidin
NSC 4076
Nyoxime

MDL Number

MFCD00001663

Customs Code

2928000090

FAQ

What are the physical and chemical properties of (1Z,2Z)-Cyclohexane-1,2-dione dioxime (CAS: 492-99-9)?

(1Z,2Z)-Cyclohexane-1,2-dione dioxime is a crystalline compound with a molecular weight of approximately 242.18 g/mol. It has a melting point of 128-129°C. This compound is slightly soluble in water but more soluble in organic solvents like ethanol and acetone. It exhibits limited reactivity under standard conditions, but it can undergo reactions such as esterification and amide formation under appropriate conditions.

How is (1Z,2Z)-Cyclohexane-1,2-dione dioxime (CAS: 492-99-9) typically synthesized?

(1Z,2Z)-Cyclohexane-1,2-dione dioxime can be synthesized via the condensation of (1Z,2Z)-cyclohexane-1,2-dione with hydrazine hydrate. The reaction is typically carried out in an aprotic solvent such as dimethylformamide (DMF) at room temperature. The yield can be up to 80-85%, with the use of a catalyst like sodium hydride to enhance the reaction selectivity.

What industries use (1Z,2Z)-Cyclohexane-1,2-dione dioxime (CAS: 492-99-9)?

(1Z,2Z)-Cyclohexane-1,2-dione dioxime finds applications in the pharmaceutical industry, where it can serve as a precursor in the synthesis of certain drugs. It also has potential use in the polymer industry for its reactivity in polymerization processes. Additionally, it can be used as a sensor material due to its reactivity and can be explored in semiconductor applications for its electronic properties.

What precautions should be taken when handling (1Z,2Z)-Cyclohexane-1,2-dione dioxime (CAS: 492-99-9)?

When handling (1Z,2Z)-Cyclohexane-1,2-dione dioxime, it is essential to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work in a well-ventilated area or a fume hood to minimize inhalation risk. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for specific handling and disposal instructions.