9-[(Z)-2-nitroethenyl]phenanthrene

Base Information

• Chemical Name: 9-[(Z)-2-nitroethenyl]phenanthrene
• CAS No.: 21461-45-0
• Molecular Formula: C₁₆H₁₁NO₂
• Molecular Weight: 249.269
• NSC Number: 112391
• DSSTox Substance ID: DTXSID10419048
• Wikidata: Q82229841
• Mol file: 21461-45-0.mol

Synonyms:NSC112391;21461-45-0;DTXSID10419048;NSC-112391

Chemical Property of 9-[(Z)-2-nitroethenyl]phenanthrene

Chemical Property:

• Vapor Pressure: 2.16E-08mmHg at 25°C
• Boiling Point: 465.4°Cat760mmHg
• Flash Point: 232.1°C
• Density: 1.278g/cm³
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 249.078978594
• Heavy Atom Count: 19
• Complexity: 360

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(C3=CC=CC=C23)C=C[N+](=O)[O-]
• Isomeric SMILES: C1=CC=C2C(=C1)C=C(C3=CC=CC=C23)/C=C\[N+](=O)[O-]

Technology Process of 9-[(Z)-2-nitroethenyl]phenanthrene

There total 2 articles about 9-[(Z)-2-nitroethenyl]phenanthrene 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:

nitromethane (75-52-5) + Phenanthrene-9-carboxaldehyde (4707-71-5) → 9-(2-nitro-vinyl)-phenanthrene (21461-45-0)

Guidance literature:

With potassium hydroxide; In ethanol;

DOI:10.1021/jm00301a042

Reference yield:

Phenanthrene-9-carboxaldehyde (4707-71-5) → 9-(2-nitro-vinyl)-phenanthrene (21461-45-0)

Guidance literature:

DOI:10.1080/02678370117944

Reference yield:

9-(2-nitro-vinyl)-phenanthrene (21461-45-0) → N-(2-methoxy-2-[9]phenanthryl-ethyl)-benzamide

Guidance literature:

Multi-step reaction with 3 steps

1: methanol / 0 - 5 °C

2: platinum; ethanol / Hydrogenation

3: aqueous NaOH-solution

With methanol; sodium hydroxide; ethanol; platinum;

DOI:10.1080/02678370117944

upstream raw materials:

Phenanthrene-9-carboxaldehyde

nitromethane