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Nioxime

HCID 135492011
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Basic information

CAS
492-99-9
Standard SMILES
ON=C1CCCCC1=NO
InChIKey
CUNNCKOPAWXYDX-UHFFFAOYSA-N
Molecular formula
C6H10N2O2
Average molar mass
142.158 g/mol
Monoisotopic mass
142.07422756

Names & identifiers

Preferred name
Nioxime
IUPAC
N,N'-Cyclohexane-1,2-diylidenedihydroxylamine
English name
1,2-Cyclohexanedione dioxime
Molecular formula
C6H10N2O2
Molecular weight
142.16

Names & synonyms

NIOXIMENioximNyoximeNSC 4076NIOXIME(R)NIOXIME GRNioxime >Nioxime? Nioxime(rgCyclohexanedionedioximeCyclohexan-1,2-dion-dioxim

Database identifiers

CAS
492-99-9
PubChem CID
135492011
DTXSID
DTXSID3060085
EC Number
207-769-3

Properties

Physicochemical properties

Melting point
188 · 188-190 °C (dec.)
Boiling point
259.72 °C · 259.72°C (rough estimate)
Density
1.36 · 1.36
refractive index
1.501 · 1.5010 (estimate)
storage temp.
2 · 2-8°C
solubility
0.8 % · 0.8% in water, readily soluble in alcohol, diethyl ether and acetone.
form
184 · White crystalline material. Melting point 184-189°C.
pka
10.7 · 10.70±0.20(Predicted)
color
White to Yellow to Orange
Water Solubility
Soluble in water.
Merck
14 · 14,6559
BRN
1909047 · 1909047
InChI
1S/C6H10N2O2/c9-7-5-3-1-2-4-6(5)8-10/h9-10H,1-4H2/b7-5+,8-6+
InChIKey
CUNNCKOPAWXYDX-KQQUZDAGSA-N
SMILES
O\N=C1CCCCC/1=N\O
CAS DataBase Reference
492 · 492-99-9(CAS DataBase Reference)
FDA UNII
1 QT7SU5A8 · G1QT7SU5A8
EPA Substance Registry System
1 · 1,2-Cyclohexanedione, dioxime (492-99-9)
UNSPSC Code
12352100 · 12352100
NACRES
22 · NA.22
PPE
95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes
Xn
Risk Statements
36 · 36/37/38-22

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

F
10
PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
tsca
TSCA listed
hs_code
2928.00.5000
risk_code
36/37/38-22
hazard_code
Xn
safety_code
22-24/25-36-26
Storage Class
11 - Combustible Solids

Chemistry & industry

Applications · 3 items

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.

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.

UsesAnalytical reagent for nickel and palladium.

Upstream & downstream products

Upstream raw materials

1,2-Cyclohexanedione

Downstream products

4,5,6,7-Tetrahydrobenzofurazane

Related reactions

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Compound notes

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Safety Statements
22 · 22-24/25-36-26
WGK Germany
3 · 3
F
10 · 10
TSCA
TSCA listed
HS Code
2928 · 2928.00.5000
Storage Class
11 · 11 - Combustible Solids