1,2-CYCLOHEXANEDIONE DIOXIME

Base Information

• Chemical Name: 1,2-CYCLOHEXANEDIONE DIOXIME
• CAS No.: 492-99-9
• Molecular Formula: C6H10N2O2
• Molecular Weight: 142.158
• Hs Code.: 2928000090
• Mol file: 492-99-9.mol

Synonyms:1,2-Cyclohexanedione,dioxime (6CI,7CI,8CI,9CI);1,2-Bis(hydroxyimino)cyclohexane;NSC 4076;Nioxim;Nioxime;Nyoxime;1,2-Cyclohexanedione dioxime;

Chemical Property of 1,2-CYCLOHEXANEDIONE DIOXIME

Chemical Property:

• Appearance/Colour: beige to brown crystalline powder or needles
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 188-190 °C (dec.)
• Refractive Index: 1.594
• Boiling Point: 339 °C at 760 mmHg
• PKA: 10.70±0.20(Predicted)
• Flash Point: 210.1 °C
• PSA: 65.18000
• Density: 1.36 g/cm³
• LogP: 1.22080
• Storage Temp.: 2-8°C
• Solubility.: 0.8% in water, readily soluble in alcohol, diethyl ether and acetone.
• Water Solubility.: Soluble in water.

Purity/Quality:

98%,99%, ^*data from raw suppliers

(1z,2z)-cyclohexane-1,2-dionedioxime ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Analytical reagent for nickel and palladium. Nioxime 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. 1,2-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.

Technology Process of 1,2-CYCLOHEXANEDIONE DIOXIME

There total 20 articles about 1,2-CYCLOHEXANEDIONE DIOXIME which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

cyclohexane-1,2-dione (765-87-7) → 1,2-cyclohexanedionedioxime (492-99-9)

Guidance literature:

With hydroxylamine hydrochloride; silica gel; at 50 ℃; for 3h; Temperature; Green chemistry;

Reference yield: 67.0%

trans-1,2-cyclohexanediamine → 1,2-cyclohexanedione dioxime (492-99-9,73322-77-7) + α-Amino-cyclohexanon-trans-oxim (4340-74-3)

Guidance literature:

With C₃₀H₂₄N₂O₇W; dihydrogen peroxide; In water; acetonitrile; for 10h; Reflux;

DOI:10.1002/ejic.200701043

Reference yield: 50.0%

2,2-dimethyl-4,5,6,7-tetrahydro-2H-benzimidazole 1,3-dioxide (66927-19-3) → 1,2-cyclohexanedionedioxime (492-99-9)

Guidance literature:

With hydroxylamine hydrochloride; In ethanol; for 2h; Heating;

DOI:10.1007/PL00020454

upstream raw materials:

2-bromocyclohexanone

cyclohexane-1,2-dione

2-Chlorocyclohexanone

4,5,6,7-tetrahydro-2,1,3-benzoxadiazol-N-oxide

Downstream raw materials:

4,5,6,7-tetrahydro-2,1,3-benzoxadiazol-N-oxide

cyclohexane-1,2-dione-bis-(O-deuterio oxime )

trans-1,2-Diaminocyclohexane

Cyclohexan-1,2-dion-bis-(-O-trimethylsilyl-oxim)

Refernces

• 1、 Otto, Nicola,Opatz, Till. "Screening of ligands for the Ullmann synthesis of electron-rich diaryl ethers". supporting information; experimental part. p. 1105 - 1111. Retrieved 2012/09/07.
• 2、 Maiti, Swarup K.,Banerjee, Surajit,Mukherjee, Alok K.,Abdul Malik,Bhattacharyya, Ramgopal. "Oxoperoxo molybdenum(VI) and tungsten(VI) and oxodiperoxo molybdate(VI) and tungstate(VI) complexes with 8-quinolinol: Synthesis, structure and catalytic activity". . p. 554 - 563. Retrieved 2007/10/03.