1-Nitrophenanthrene

Base Information

• Chemical Name: 1-Nitrophenanthrene
• CAS No.: 17024-17-8
• Molecular Formula: C14H9NO2
• Molecular Weight: 223.22700
• Hs Code.: 2904209090
• DSSTox Substance ID: DTXSID20937748
• Nikkaji Number: J589.139F
• Wikidata: Q82913960
• Mol file: 17024-17-8.mol

Synonyms:1-Nitrophenanthrene;Phenanthrene, 1-nitro-;CCRIS 7646;17024-17-8;Phenanthrene, nitro-;68455-92-5;1-Nitrophenanthrene #;NITROPHENANTHRENE;SCHEMBL1556587;DTXSID20937748;LS-102679

Chemical Property of 1-Nitrophenanthrene

Chemical Property:

• Vapor Pressure: 1.16E-06mmHg at 25°C
• Melting Point: 73.5 °C
• Refractive Index: 1.4700 (estimate)
• Boiling Point: 413.3oC at 760 mmHg
• Flash Point: 207.5oC
• PSA: 45.82000
• Density: 1.316g/cm3
• LogP: 4.42440
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 223.063328530
• Heavy Atom Count: 17
• Complexity: 299

Purity/Quality:

99% ^*data from raw suppliers

1-NITROPHENANTHRENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2C=CC=C3[N+](=O)[O-]

Technology Process of 1-Nitrophenanthrene

There total 14 articles about 1-Nitrophenanthrene 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: 75.0%

o-nitroiodobenzene (609-73-4) + bicyclo[2.2.1]hepta-2,5-diene (121-46-0) + 2-bromobenzoic acid chloride (7154-66-7) → 1-nitrophenanthrene (17024-17-8)

Guidance literature:

With palladium diacetate; caesium carbonate; triphenylphosphine; In N,N-dimethyl-formamide; at 105 ℃; for 10h; Inert atmosphere;

DOI:10.3762/bjoc.15.26

Reference yield: 24.0%

1-methoxy-1,3-butadiene (10034-09-0) + 1,5-dinitronaphthalene (605-71-0) → 1-(5-nitronaphthalene-1-yl)-1H-pyrrole + 1-nitrophenanthrene (17024-17-8)

Guidance literature:

In benzene; at 150 ℃; for 72h;

DOI:10.1016/j.tet.2007.02.054

Reference yield:

phenanthrene (85-01-8) → 1-nitrophenanthrene (17024-17-8)

Guidance literature:

With Iron(III) nitrate nonahydrate; for 1h; Milling; Green chemistry;

upstream raw materials:

phenanthrene

nitric acid

acetic anhydride

quinoline

Downstream raw materials:

1-aminophenanthrene

Refernces

• 1、 Paredes, Elisa,Brasca, Romina,Kneeteman, María,Mancini, Pedro M.E.. "A novel application of the Diels-Alder reaction: nitronaphthalenes as normal electron demand dienophiles". . p. 3790 - 3799. Retrieved 2007.
• 2、 -. "Mechanical force under the action of the nitration of aromatic compounds of nitrate method (by machine translation)". Paragraph 0069; 0070. . Retrieved 2018/09/11.