1,2-CYCLOHEXANEDIONE DIOXIME

1,2-CYCLOHEXANEDIONE DIOXIME Basic information
Product Name:1,2-CYCLOHEXANEDIONE DIOXIME
Synonyms:NIOXIME;NIOXIME(R);(1Z,2Z)-1,2-Cyclohexanedione dioxime;1,2-Bis(hydroxyimino)cyclohexane;1,2-Cyclohexadione dioxime;1,2-CYCLOHEXANEDIONE DIOXIME;Cyclohexan-1,2-dion-dioxim;Cyclohexan-1,2-dion-dioxime
CAS:492-99-9
MF:C6H10N2O2
MW:142.16
EINECS:207-769-3
Product Categories:
Mol File:492-99-9.mol
1,2-CYCLOHEXANEDIONE DIOXIME Structure
1,2-CYCLOHEXANEDIONE DIOXIME Chemical Properties
Melting point 188-190 °C (dec.)
Boiling point 259.72°C (rough estimate)
density 1.36
refractive index 1.5010 (estimate)
storage temp. 2-8°C
solubility 0.8% in water, readily soluble in alcohol, diethyl ether and acetone.
form White crystalline material. Melting point 184-189°C.
pka10.70±0.20(Predicted)
color White to Yellow to Orange
Water Solubility Soluble in water.
Merck 14,6559
BRN 1909047
CAS DataBase Reference492-99-9(CAS DataBase Reference)
EPA Substance Registry System1,2-Cyclohexanedione, dioxime (492-99-9)
Safety Information
Hazard Codes Xn
Risk Statements 36/37/38-22
Safety Statements 22-24/25-36-26
WGK Germany 3
10
TSCA Yes
HS Code 2928.00.5000
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
1,2-CYCLOHEXANEDIONE DIOXIME Usage And Synthesis
Chemical Propertiesbeige to brown crystalline powder or needles
UsesNioxime is an analogue of dimethylglyoxime, with which, in general, the same determinations can be accomplished as with dimethylglyoxime. It is, however, more soluble in water than dimethylglyoxime so that it can be applied as an aqueous solution for the precipitation of metal complexes. In this way the potential error caused by the increased solubility of the complex in the presence of alcohol is eliminated. In gravimetric determinations the higher molecular weight of nioxime presents a further advantage (the molecular weight of the nioxime complex of nickel is 340.99, while that of the nickel complex of dimethylglyoxime is 288.91).
Recently nioxime has been successfully applied for the gravimetric determination of bismuth/34 , 477) The bismuth nioxime complex was precipitated selectively from a solution containing about 30 cations (among them nickel and palladium) using the masking action of EDTA at about pH 12.
UsesAnalytical reagent for nickel and palladium.
Uses1,2-Cyclohexanedione dioxime acts as a chelating ligand forming complexes with many transition metal ions like Co, Fe and Ni. It is used in photometric detection of metal ions.
Purification MethodsCrystallise Nioxime from alcohol/water and dry it in a vacuum at 40o. Also 2.5g of oxime have been recrystallised from 550mL of H2O using Fe free Norit. It forms complexes with Ni and Pd. [Hach et al. Org Synth 32 35 1952.] [Beilstein 7 IV 1982.]
1,2-CYCLOHEXANEDIONE DIOXIME Preparation Products And Raw materials
Raw materials1,2-Cyclohexanedione
Preparation Products4,5,6,7-Tetrahydrobenzofurazane
1,2-DIIODOETHANE 1,5-Dibromopentane 1,3-Diiodopropane 1,4-Diiodobutane 1,3-Dichloropropane 2-AMINO-5-METHYLHEXANE 1,4-Dichlorobutane 1,5-Dichloropentane 1,6-Dichlorohexane 2,3-Bis(hydroxyimino)olean-12-en-28-oic acid phenylmethyl ester 1,2-Cyclohexanedione, 4-methyl-, dioxime AIDS124927 1,2-CYCLOHEXANEDIONE DIOXIME TcCl 99m (cyclohexanedione dioxime)(3) 3-phenylisothiocyanate 5,5-DIMETHYL-1,3-CYCLOHEXANEDIONE DIOXIME 1,2-CYCLOHEXANEDIONE DIOXIME, (NIOXIME) 1,2-Cyclohexanedione TECHNETIUM TEBOROXIME

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