3,5-Dinitroanisole

Base Information

• Chemical Name: 3,5-Dinitroanisole
• CAS No.: 5327-44-6
• Molecular Formula: C7H6N2O5
• Molecular Weight: 198.135
• NSC Number: 3331
• UNII: 3LFZ5SGR6C
• DSSTox Substance ID: DTXSID1063778
• Nikkaji Number: J421.757H
• Wikidata: Q223021
• Mol file: 5327-44-6.mol

Synonyms:3,5-Dinitroanisole;1-Methoxy-3,5-dinitrobenzene;5327-44-6;Benzene, 1-methoxy-3,5-dinitro-;Anisole, 3,5-dinitro-;AI3-19029;NSC 3331;NSC-3331;NSC3331;3.5-Dinitroanisole;Anisole,5-dinitro-;3LFZ5SGR6C;SCHEMBL309863;1,3-Dinitro-5-methoxybenzene;1-methoxy-3,5-dinitro-benzene;DTXSID1063778;MFCD00127693;AKOS015917310;LS-09010;LS-20211;CS-0204867;FT-0614714;A829491;Q223021

Chemical Property of 3,5-Dinitroanisole

Chemical Property:

• Appearance/Colour: colorless needle crystal
• Vapor Pressure: 0.000148mmHg at 25°C
• Melting Point: 105.5 °C
• Refractive Index: 1.586
• Boiling Point: 342.6 °C at 760 mmHg
• Flash Point: 175 °C
• PSA: 100.87000
• Density: 1.444 g/cm³
• LogP: 2.55800
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 198.02767130
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

98%min ^*data from raw suppliers

1-Methoxy-3,5-dinitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 3,5-Dinitroanisole

There total 12 articles about 3,5-Dinitroanisole 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: 99.4%

sodium methylate (124-41-4) + 1-chloro-2,4-dinitro-benzene (97-00-7) → 3,5-dinitroanisole (5327-44-6)

Guidance literature:

In methanol; at 50 - 60 ℃; Large scale;

Reference yield: 1.0%

methanol (67-56-1) + 1,3,5-trinitrobenzene (99-35-4) → 3,5-dinitroanisole (5327-44-6) + 1,3,5-trichloro-2,4,6-trimethoxybenzene (1015-96-9) + 3,5-dichloro-2,4,6-trimethoxynitrobenzene

Guidance literature:

With potassium hydroxide; sodium hypochlorite; In water; for 48h; Mechanism; Ambient temperature;

DOI:10.1021/jo951784f

Reference yield:

1,3,5-trinitrobenzene (99-35-4) → 3,5-dinitroanisole (5327-44-6)

Guidance literature:

With methanol; sodium hydrogencarbonate;

DOI:10.1021/jo01094a607

upstream raw materials:

methanol

1,3,5-trinitrobenzene

sodium methylate

1-fluoro-2,4-dinitrobenzene

Downstream raw materials:

3,5-dinitrophenol

1-methoxy-3,5-diamino-benzene

3-methoxy-5-nitroaniline

2,3,5,6-tetranitro-anisole

Refernces

• 1、 -. "Clean production process for producing nitrobenzene alkoxy ether by using nitrohalogenated benzene". Paragraph 0049-0054. . Retrieved 2020/06/09.
• 2、 Mallory, Frank B.,Amenta, Donna S.,Mallory, Clelia W.,Cheung, Jih-Jen Joy Chiang. "The reaction of 1,3,5-trinitrobenzene with methoxide and hypochlorite ions". . p. 1551 - 1554. Retrieved 2007/10/03.