Cyclohexanone 2,4-dinitrophenylhydrazone

Base Information

• Chemical Name: Cyclohexanone 2,4-dinitrophenylhydrazone
• CAS No.: 1589-62-4
• Molecular Formula: C12H14 N4 O4
• Molecular Weight: 278.268
• Hs Code.: 2928000090
• European Community (EC) Number: 216-458-1
• NSC Number: 6125
• UNII: 7529K006GT
• DSSTox Substance ID: DTXSID40166538
• Nikkaji Number: J109.739C
• Wikidata: Q27266326
• ChEMBL ID: CHEMBL1892411
• Mol file: 1589-62-4.mol

Synonyms:Cyclohexanone 2,4-dinitrophenylhydrazone;1589-62-4;Cyclohexanone-2,4-dinitrophenylhydrazone;1-cyclohexylidene-2-(2,4-dinitrophenyl)hydrazine;N-(cyclohexylideneamino)-2,4-dinitroaniline;CYCLOHEXANONE, (2,4-DINITROPHENYL)HYDRAZONE;Cyclohexanone, 2-(2,4-dinitrophenyl)hydrazone;Cyclohexanone (2,4-dinitrophenyl)hydrazone;AI3-16296;MLS002637864;UNII-7529K006GT;NSC-6125;EINECS 216-458-1;7529K006GT;Cyclohexanone-2,4-DNPH;cyclohexanone {2,4-dinitrophenyl}hydrazone;MFCD00001658;Maybridge1_001626;CBMicro_008980;SCHEMBL547001;CHEMBL1892411;HMS546B20;DTXSID40166538;NSC6125;HMS3085K19;BAA58962;NSC 6125;SMSF0003653;STL257151;AKOS001002052;AKOS015916072;Cyclohexanone,4-dinitrophenyl)hydrazone;Cyclohexanone 2,4-dinitrophenyl hydrazone;SMR001547376;BIM-0009073.P001;CS-0328626;Cyclohexanone-2,4-DNPH, analytical standard;AE-641/00777032;Cyclohexanone 2,4-dinitrophenylhydrazone, >=99%;J-009551;2-(2,4-DINITROPHENYL)HYDRAZONE CYCLOHEXANONE;CYCLOHEXANONE 2,4-DINITROPHENYLHYDRAZONE [MI];Q27266326

Chemical Property of Cyclohexanone 2,4-dinitrophenylhydrazone

Chemical Property:

• Vapor Pressure: 9.33E-08mmHg at 25°C
• Melting Point: 159-161oC
• Refractive Index: 1.6081 (estimate)
• Boiling Point: 434.6°Cat760mmHg
• PKA: 14.29±0.20(Predicted)
• Flash Point: 216.7°C
• PSA: 116.03000
• Density: 1.47g/cm³
• LogP: 4.35440
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in water (partly).
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 278.10150494
• Heavy Atom Count: 20
• Complexity: 393

Purity/Quality:

99% ^*data from raw suppliers

Cyclohexanone 2,4-dinitrophenylhydrazone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T,Xn
• Hazard Codes: F,T,Xn
• Statements: 11-20/21/22-36-39/23/24/25
• Safety Statements: 16-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1CCC(=NNC2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-])CC1
• Uses: Cyclohexanone 2,4-dinitrophenylhydrazone is a useful standard for elemental analysis. Also used as a pharmaceutical intermediate.

Technology Process of Cyclohexanone 2,4-dinitrophenylhydrazone

There total 15 articles about Cyclohexanone 2,4-dinitrophenylhydrazone 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: 96.0%

(2,4-dinitro-phenyl)-hydrazine (119-26-6) + cyclohexanol (108-93-0) → cyclohexanone (2,4-dinitrophenyl)hydrazone (1589-62-4)

Guidance literature:

cyclohexanol; With 1-methyl-1H-imidazole; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; 4,4'-Dimethoxy-2,2'-bipyridin; 9-azabicyclo[3.3.1]nonane N-oxyl; oxygen; In acetonitrile; at 20 ℃; for 1h;

(2,4-dinitro-phenyl)-hydrazine; With hydrogenchloride; In water; acetonitrile; for 1h; Reagent/catalyst; Kinetics;

DOI:10.1021/ja409241h

Reference yield: 95.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → cyclohexanone (2,4-dinitrophenyl)hydrazone (1589-62-4)

Guidance literature:

With sulfuric acid; In ethanol; water;

Reference yield: 92.0%

(2,4-dinitro-phenyl)-hydrazine (119-26-6) + cyclohexanecarbaldehyde (2043-61-0) → cyclohexanone (2,4-dinitrophenyl)hydrazone (1589-62-4)

Guidance literature:

cyclohexanecarbaldehyde; With 18-crown-6 ether; potassium hydride; In diethyl ether; at 0 ℃; for 1h;

(2,4-dinitro-phenyl)-hydrazine; With hydrogenchloride; In ethanol; water; at 25 ℃; Concentration; Temperature; Reagent/catalyst;

DOI:10.1021/acs.orglett.7b03512

upstream raw materials:

cyclohexanone

(2,4-dinitro-phenyl)-hydrazine

1-chloro-2,4-dinitro-benzene

dicyclohexylidenehydrazine

Downstream raw materials:

2-cyclohexyl-6-nitro-2H-benzo[d][1,2,3]triazole 1-oxide

C₁₄H₁₆N₄O₅S

C₁₂H₁₃N₅O₆

2,4-Dinitroanilin

Refernces

• 1、 Madaselvi,Padma Priya,Jeyaraj,Arun Paul,Kalaivani,Shahul Meeran,Arunachalam. "Synthesis, spectral investigation of Ni(II) schiff base complexes: Antimicrobial activities and catalytic oxidation of alcohols". . p. 1682 - 1686. Retrieved 2016/07/06.
• 2、 Steves, Janelle E.,Stahl, Shannon S.. "Copper(I)/ABNO-catalyzed aerobic alcohol oxidation: Alleviating steric and electronic constraints of Cu/TEMPO catalyst systems". supporting information. p. 15742 - 15745. Retrieved 2013/11/06.