1,3,5-Trinitro-2-phenoxybenzene

Base Information

• Chemical Name: 1,3,5-Trinitro-2-phenoxybenzene
• CAS No.: 6973-40-6
• Molecular Formula: C12H7N3O7
• Molecular Weight: 305.203
• NSC Number: 40572
• DSSTox Substance ID: DTXSID30285121
• Nikkaji Number: J356.484C
• Wikidata: Q82020377
• Mol file: 6973-40-6.mol

Synonyms:1,3,5-Trinitro-2-phenoxybenzene;6973-40-6;pikrinsaures Phenol;NSC40572;SCHEMBL9762576;DTXSID30285121;KDVCTAHYZJQAOH-UHFFFAOYSA-N;Diphenyl ether, 2,4,6-trinitro-;NSC-40572;1,3,5-Trinitro-2-phenoxybenzene #

Chemical Property of 1,3,5-Trinitro-2-phenoxybenzene

Chemical Property:

• Vapor Pressure: 9.92E-06mmHg at 25°C
• Boiling Point: 383.1°Cat760mmHg
• Flash Point: 162.1°C
• Density: 1.56g/cm³
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 305.02839957
• Heavy Atom Count: 22
• Complexity: 412

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=C(C=C(C=C2[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 1,3,5-Trinitro-2-phenoxybenzene

There total 29 articles about 1,3,5-Trinitro-2-phenoxybenzene 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: 60.0%

2,4,6-trinitrochlorobenzene (88-88-0) + phenol (108-95-2,27073-41-2) → 2,4,6-trinitrophenyl phenyl ether (6973-40-6)

Guidance literature:

With sodium carbonate; In water; at 50 - 60 ℃; for 0.5h;

Reference yield: 54.0%

2,4,6-trinitrochlorobenzene (88-88-0) + phenol (108-95-2,27073-41-2) → 2,4,6-trinitrophenyl phenyl ether (6973-40-6) + ((4S,5R)-5-ethyl-2,2,4-trimethyl-1,3-dioxolan-4-yl)methanol (111319-79-0)

Guidance literature:

With pyridine; valeric acid; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1246/bcsj.54.1470

Reference yield: 37.0%

2,4,6-trinitrochlorobenzene (88-88-0) + sodium phenoxide (139-02-6) → 2,4,6-trinitrophenyl phenyl ether (6973-40-6)

Guidance literature:

In dichloromethane;

DOI:10.1021/jo00265a008

upstream raw materials:

2,4,6-trinitrochlorobenzene

ethanol

potassium phenolate

sodium phenoxide

Downstream raw materials:

phenyl-picryl-[2]pyridyl-amine

2,4-dinitrophenyl 2,4,6-trinitrophenyl ether

pisolithin A

1-Phenoxy-1-tert.-butylamino-2,6-dinitro-4-aci-nitro-cyclohexadien

Refernces

Hydrogen bond contribution to preferential solvation in S_NAr reactions

10.1021/jp4005295

The study investigates the role of preferential solvation in aromatic nucleophilic substitution (SNAr) reactions, specifically focusing on the reaction of secondary alicyclic amines with phenyl 2,4,6-trinitrophenyl ether in aqueous ethanol mixtures of varying compositions. The purpose of using these chemicals is to understand how solvent effects influence the reaction kinetics and mechanisms, particularly in relation to the polarity of the solvent mixture. The model system helps to elucidate specific solute-solvent interactions that can be classified as electrophilic or nucleophilic solvation, which are crucial for understanding the reaction pathways and the rate-determining steps. The study combines kinetic experiments with quantum chemical calculations to provide an integrated understanding of the electronic factors influencing preferential solvation effects.