1-Cyclooctylidene-2-(2,4-dinitrophenyl)hydrazine

Base Information

• Chemical Name: 1-Cyclooctylidene-2-(2,4-dinitrophenyl)hydrazine
• CAS No.: 1459-62-7
• Molecular Formula: C14H18N4O4
• Molecular Weight: 306.321
• NSC Number: 119564
• DSSTox Substance ID: DTXSID50297948
• Nikkaji Number: J516.145B
• Mol file: 1459-62-7.mol

Synonyms:1-cyclooctylidene-2-(2,4-dinitrophenyl)hydrazine;1459-62-7;N-(cyclooctylideneamino)-2,4-dinitroaniline;NSC119564;cyclooctanone {2,4-dinitrophenyl}hydrazone;DTXSID50297948;AKOS005281098;NSC-119564;AE-641/00777036

Chemical Property of 1-Cyclooctylidene-2-(2,4-dinitrophenyl)hydrazine

Chemical Property:

• Vapor Pressure: 1.27E-08mmHg at 25°C
• Boiling Point: 459.3°Cat760mmHg
• Flash Point: 231.6°C
• PSA: 116.03000
• Density: 1.38g/cm³
• LogP: 5.13460
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 306.13280507
• Heavy Atom Count: 22
• Complexity: 420

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCC(=NNC2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-])CCC1

Technology Process of 1-Cyclooctylidene-2-(2,4-dinitrophenyl)hydrazine

There total 10 articles about 1-Cyclooctylidene-2-(2,4-dinitrophenyl)hydrazine 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:

cycloactanone (502-49-8) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → cyclooctanone-(2,4-dinitro-phenylhydrazone) (1459-62-7)

Guidance literature:

DOI:10.1039/jr9310000756

Reference yield:

8-bromooctanoic acid (17696-11-6) → cyclooctanone-(2,4-dinitro-phenylhydrazone) (1459-62-7)

Guidance literature:

Multi-step reaction with 7 steps

1: SOCl₂ / 3 h / Heating

2: 94.6 percent / Et₃N / diethyl ether / 0.5 h / Ambient temperature

3: 78 percent / NaBH₄, NaH, 2-propanol / dioxane / 1.) 70 deg C, 2.) reflux, 1 h

4: 98.4 percent / m-chloroperbenzoic acid / CH₂Cl₂ / Ambient temperature

5: tert-BuOK / dimethylsulfoxide; tetrahydrofuran / 0.17 h / Ambient temperature

6: Al-Hg / tetrahydrofuran; H₂O / 0.67 h / Heating

7: conc. H₂SO₄ / ethanol / 0.33 h / Heating

With sodium tetrahydroborate; thionyl chloride; aluminium amalgam; sulfuric acid; potassium tert-butylate; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; isopropyl alcohol; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; water; dimethyl sulfoxide;

Reference yield:

2-(2-Methylaminophenylsulfonyl)-cyclooctanon (73674-32-5) → cyclooctanone-(2,4-dinitro-phenylhydrazone) (1459-62-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Al-Hg / tetrahydrofuran; H₂O / 0.67 h / Heating

2: conc. H₂SO₄ / ethanol / 0.33 h / Heating

With aluminium amalgam; sulfuric acid; In tetrahydrofuran; ethanol; water;

upstream raw materials:

cycloactanone

(2,4-dinitro-phenyl)-hydrazine

8-bromooctanoic acid

2-(2-Methylaminophenylsulfonyl)-cyclooctanon