1,4-Dinitronaphthalene

Base Information

• Chemical Name: 1,4-Dinitronaphthalene
• CAS No.: 6921-26-2
• Molecular Formula: C10H6 N2 O4
• Molecular Weight: 218.169
• Hs Code.: 2904209090
• NSC Number: 90445
• UNII: MD9N9WC4M2
• DSSTox Substance ID: DTXSID50219241
• Nikkaji Number: J119.295G
• Wikidata: Q27122161
• Metabolomics Workbench ID: 57483
• Mol file: 6921-26-2.mol

Synonyms:1,4-Dinitronaphthalene;6921-26-2;Naphthalene, 1,4-dinitro-;1,4-dinitro-naphthalene;MD9N9WC4M2;NSC 90445;NSC-90445;Naphthalene, 1,4-dinitro- (8CI)(9CI);NSC90445;Naphthalene,4-dinitro-;UNII-MD9N9WC4M2;SCHEMBL7788656;CHEBI:50639;DTXSID50219241;AKOS025295642;FT-0659136;A836391;Q27122161

Chemical Property of 1,4-Dinitronaphthalene

Chemical Property:

• Vapor Pressure: 8.08E-06mmHg at 25°C
• Melting Point: 134oC
• Boiling Point: 386.1°C at 760 mmHg
• Flash Point: 197.7°C
• PSA: 91.64000
• Density: 1.481g/cm³
• LogP: 3.70260
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 218.03275668
• Heavy Atom Count: 16
• Complexity: 266

Purity/Quality:

99% ^*data from raw suppliers

1,4-DINITRONAPHTHALENE 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(=CC=C2[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 1,4-Dinitronaphthalene

There total 2 articles about 1,4-Dinitronaphthalene 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-Nitronaphthalene (86-57-7) → 1,8-dinitronaphthalene (602-38-0) + 2,4-dinitronaphthalene (606-37-1) + 1,4-dinitronaphthalene (6921-26-2) + 1,5-dinitronaphthalene (605-71-0)

Guidance literature:

With nickel(II) acetate tetrahydrate; Nitrogen dioxide; In acetonitrile; at 100 ℃; for 3h; Temperature; Time; Reagent/catalyst; regioselective reaction; Sealed tube;

DOI:10.1007/s11164-014-1893-1

Reference yield:

1-Nitronaphthalene (86-57-7) → 1,8-dinitronaphthalene (602-38-0) + 2,4-dinitronaphthalene (606-37-1) + 1,7?dinitronaphthalene (24824-25-7) + 1,4-dinitronaphthalene (6921-26-2) + 1,6-dinitronaphthalene (607-46-5) + 2,3,5-trinitronaphthalene (87185-24-8) + 1,5-dinitronaphthalene (605-71-0)

Guidance literature:

With oxygen; acetic anhydride; Nitrogen dioxide; at 35 ℃; for 4h; under 3750.38 Torr; Reagent/catalyst; Time; Temperature; Pressure; Catalytic behavior; Mechanism;

DOI:10.1007/s11164-021-04502-x

Reference yield:

1,4-dinitronaphthalene (6921-26-2) → 1-amino-4-nitronaphthalene (776-34-1)

Guidance literature:

With hydrogenchloride; iron; ammonium chloride; In ethanol; water; at 55 - 80 ℃;

DOI:10.1246/cl.150111

upstream raw materials:

1-Nitronaphthalene

Downstream raw materials:

1-amino-4-nitronaphthalene

4-nitro-naphthalene-1-thiol

1-Amino-4-acetylaminonaphthalin

1-iodo-4-nitronaphthalene

Refernces

• 1、 You, Kuiyi,Zhou, Zhongcang,Jian, Jian,Deng, Renjie,Liu, Pingle,Ai, Qiuhong,Luo, He'An. "A simple approach for preparation of dinitronaphthalene compounds from the nitration reaction of 1-nitronaphthalene with NO2 as nitration reagent". . p. 8307 - 8315. Retrieved 2015/03/05.