2-Nitro-9,10-dihydrophenanthrene

Base Information

• Chemical Name: 2-Nitro-9,10-dihydrophenanthrene
• CAS No.: 5329-87-3
• Molecular Formula: C₁₄H₁₁NO₂
• Molecular Weight: 225.247
• Hs Code.: 2904209090
• NSC Number: 2610
• UNII: V9L4MBA9V4
• DSSTox Substance ID: DTXSID30967874
• Nikkaji Number: J104.609H
• Wikidata: Q82950523
• ChEMBL ID: CHEMBL164049
• Mol file: 5329-87-3.mol

Synonyms:2-Nitro-9,10-dihydrophenanthrene;5329-87-3;9,10-Dihydro-2-nitrophenanthrene;Phenanthrene, 9,10-dihydro-2-nitro-;CCRIS 3369;NSC 2610;BRN 2277615;V9L4MBA9V4;NSC-2610;3-05-00-01991 (Beilstein Handbook Reference);NSC2610;UNII-V9L4MBA9V4;Oprea1_863433;CHEMBL164049;SCHEMBL1527540;DTXSID30967874;Phenanthrene,10-dihydro-2-nitro-;LS-102635

Chemical Property of 2-Nitro-9,10-dihydrophenanthrene

Chemical Property:

• Vapor Pressure: 8.96E-06mmHg at 25°C
• Boiling Point: 384.6°Cat760mmHg
• Flash Point: 185.9°C
• PSA: 45.82000
• Density: 1.266g/cm³
• LogP: 3.88360
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 225.078978594
• Heavy Atom Count: 17
• Complexity: 299

Purity/Quality:

98.5% ^*data from raw suppliers

2-NITRO-9,10-DIHYDROPHENANTHRENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=CC(=C2)[N+](=O)[O-])C3=CC=CC=C31

Technology Process of 2-Nitro-9,10-dihydrophenanthrene

There total 7 articles about 2-Nitro-9,10-dihydrophenanthrene 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: 71.0%

9,10-dihydrophenanthrene (776-35-2) → 2-nitro-9,10-dihydrophenanthrene (5329-87-3)

Guidance literature:

With nitric acid; In acetic acid; at 5 ℃; for 6h;

DOI:10.1007/BF01666094

Reference yield: 71.0%

9,10-dihydrophenanthrene (776-35-2) → 2,7-dinitro-9,10-dihydrophenanthrene (69533-68-2) + 2-nitro-9,10-dihydrophenanthrene (5329-87-3) + 2,5-dinitro-9,10-dihydrophenanthrene

Guidance literature:

With nitric acid; acetic acid; at 0 - 5 ℃; for 6h;

DOI:10.1002/prac.19943360112

Reference yield:

9,10-dihydrophenanthrene (776-35-2) → 2,7-dinitro-9,10-dihydrophenanthrene (69533-68-2) + 2-nitro-9,10-dihydrophenanthrene (5329-87-3) + 2-nitrophenanthrene (17024-18-9) + rac-(4R*,4aS*,10aS*)-4-nitro-1,2,3,4,4a,9,10,10a-octahydrophenanthren-4a-ol + 2,5-dinitro-9,10-dihydrophenanthrene

Guidance literature:

With nitric acid; In acetic anhydride; at 5 ℃; for 24h; var. solvents, temp., reaction time, and HNO₃ concentration;

DOI:10.1007/BF01666094

upstream raw materials:

9,10-dihydrophenanthrene

C₂₁H₁₉N₃O₄S

nitric acid

acetic acid

Downstream raw materials:

2-nitrophenanthrene

Refernces

• 1、 Fernandez, Franco,Lerma, J. Lopez De,Perales, Aurea,Rodriguez, Gonzalo. "Molecular structure of rac-(4R*,4aS*,10aS*)-4-nitro-1,2,3,4,4a,9,10,10a-octahydrophenanthren-4a-ol, an unusual by-product of nitration of a crude 9,10-dihydrophenanthrene". . p. 451 - 456. Retrieved 2007/10/02.
• 2、 Calder,Williams. "The synthesis and reactions of some carcinogenic N (2 phenanthryl)hydroxylamine derivatives". . p. 1791 - 1795. Retrieved 2007/10/05.