4-Nitrobenzo-15-crown-5

Base Information

• Chemical Name: 4-Nitrobenzo-15-crown-5
• CAS No.: 60835-69-0
• Molecular Formula: C14H19NO7
• Molecular Weight: 313.31
• Hs Code.: 29329985
• European Community (EC) Number: 623-509-5
• NSC Number: 175879
• DSSTox Substance ID: DTXSID90209686
• Nikkaji Number: J151.276E
• Wikidata: Q72494365
• Mol file: 60835-69-0.mol

Synonyms:4-Nitrobenzo-15-crown-5;NSC 175879;

Chemical Property of 4-Nitrobenzo-15-crown-5

Chemical Property:

• Appearance/Colour: light yellow granular powder
• Vapor Pressure: 1.74E-08mmHg at 25°C
• Melting Point: 93-97 °C(lit.)
• Refractive Index: 1.49
• Boiling Point: 468 °C at 760 mmHg
• Flash Point: 199 °C
• PSA: 91.97000
• Density: 1.191g/cm³
• LogP: 1.93900
• Storage Temp.: Store below +30°C.
• Solubility.: It is soluble in non-polar solvents.
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 0
• Exact Mass: 313.11615195
• Heavy Atom Count: 22
• Complexity: 323

Purity/Quality:

97% ^*data from raw suppliers

4'-Nitrobenzo-15-crown 5-Ether >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1COCCOC2=C(C=C(C=C2)[N+](=O)[O-])OCCOCCO1
• Uses: 4-Nitrobenzo-15-crown-5 is a raw material used in synthesis as well as an intemediate in chemical syntheis and pharmaceutica intemediate. It is also used to separate cations, dissolve inorganic salts into organic solvents to perform naked anion chemistry, serve as phase transfer catalysts, and chiral crown ethers have been used to resolve racemic mixtures or separate isomers by chiral chromatography.

Technology Process of 4-Nitrobenzo-15-crown-5

There total 7 articles about 4-Nitrobenzo-15-crown-5 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: 99.5%

2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin (14098-44-3) → 4'-nitrobenzo-15-crown-5 (60835-69-0)

Guidance literature:

With nitric acid; In acetonitrile;

DOI:10.13005/ojc/330413

Reference yield: 60.0%

2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin (14098-44-3) → 4'-nitrobenzo-15-crown-5 (60835-69-0) + 4',5'-dinitrophenyl crown ether 15C5 (99624-13-2)

Guidance literature:

With potassium nitrate; at 40 ℃;

DOI:10.1023/A:1017530731688

Reference yield:

1,11-dichloro-3,6,9-trioxaundecane (638-56-2,27252-69-3) → 4'-nitrobenzo-15-crown-5 (60835-69-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / NaOH / butan-1-ol

2: 98 percent / aq. HNO₃; CH₃COOH / CHCl₃

With sodium hydroxide; nitric acid; acetic acid; In chloroform; butan-1-ol;

DOI:10.1016/j.tetlet.2007.02.120

upstream raw materials:

2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin

2-(2-{2-[2-(2-Hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-4-nitro-phenol

1,11-dichloro-3,6,9-trioxaundecane

benzene-1,2-diol

Downstream raw materials:

4'-aminobenzo-15-crown-5-ether

2-(2-{2-[2-(2-Hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-4-nitro-phenol

2-(2-{2-[2-(2-Methylamino-5-nitro-phenoxy)-ethoxy]-ethoxy}-ethoxy)-ethanol