1,2-Dichloro-3-nitronaphthalene

Base Information

• Chemical Name: 1,2-Dichloro-3-nitronaphthalene
• CAS No.: 6240-55-7
• Molecular Formula: C10H5Cl2NO2
• Molecular Weight: 242.06
• DSSTox Substance ID: DTXSID90211466
• Nikkaji Number: J34.571G
• Wikidata: Q83086391
• Mol file: 6240-55-7.mol

Synonyms:1,2-Dichloro-3-nitronaphthalene;6240-55-7;BRN 2118398;NAPHTHALENE, 1,2-DICHLORO-3-NITRO-;AI3-26497;SCHEMBL7827176;DTXSID90211466;LS-94552

Chemical Property of 1,2-Dichloro-3-nitronaphthalene

Chemical Property:

• Vapor Pressure: 1.81E-05mmHg at 25°C
• Melting Point: 125.5°C
• Refractive Index: 1.6100 (estimate)
• Boiling Point: 374.3°C at 760 mmHg
• Flash Point: 180.2°C
• PSA: 45.82000
• Density: 1.519g/cm³
• LogP: 4.57800
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 240.9697338
• Heavy Atom Count: 15
• Complexity: 256

Purity/Quality:

99% ^*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(C(=C2Cl)Cl)[N+](=O)[O-]

Technology Process of 1,2-Dichloro-3-nitronaphthalene

There total 4 articles about 1,2-Dichloro-3-nitronaphthalene 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:

1,2,3,4,5,6,7,8,9,10,13,13,14,14-tetradecachloro-1,4,4a,4b,5,8,8a,12b-octahydro-11-nitro-1,4:5,8-dimethanotriphenylene (84195-76-6) → 1,2-dichloro-3-nitro-naphthalene (6240-55-7)

Guidance literature:

at 390 - 400 ℃; under 0.5 Torr;

DOI:10.1021/jo01054a074

Reference yield:

1,2,3,4,5,6,7,8,13,13,14,14-dodecachloro-1,4,4a,4b,5,8,8a,12b-octahydro-1,4;5,8dimethano-triphenylene (5696-92-4,147730-93-6) → 1,2-dichloro-3-nitro-naphthalene (6240-55-7)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) Cl₂, FeCl₃, CH₂Cl₂, (ii) NO₂/HNO₃

2: 390 - 400 °C / 0.5 Torr

DOI:10.1021/jo01054a074

Reference yield:

2-Chloro-3-nitro-naphthalen-1-ylamine → 1,2-dichloro-3-nitro-naphthalene (6240-55-7)

Guidance literature:

Multistep reaction; (i) (diazotization), (ii) CuCl;

DOI:10.1039/j39660001038

upstream raw materials:

1,2,3,4,5,6,7,8,9,10,13,13,14,14-tetradecachloro-1,4,4a,4b,5,8,8a,12b-octahydro-11-nitro-1,4:5,8-dimethanotriphenylene

hydrogenchloride

1,2,3,4,5,6,7,8,13,13,14,14-dodecachloro-1,4,4a,4b,5,8,8a,12b-octahydro-1,4;5,8dimethano-triphenylene

Downstream raw materials:

3,4-Dichlor-2-naphthylamin