1-Nitro-2-phenoxybenzene

Base Information

• Chemical Name: 1-Nitro-2-phenoxybenzene
• CAS No.: 2216-12-8
• Molecular Formula: C12H9 N O3
• Molecular Weight: 215.208
• Hs Code.: 29093090
• European Community (EC) Number: 218-684-6
• NSC Number: 642583,5419
• UNII: QJ69FHE7Y3
• DSSTox Substance ID: DTXSID1062259
• Nikkaji Number: J49.877G
• Wikidata: Q72495646
• ChEMBL ID: CHEMBL2270123
• Mol file: 2216-12-8.mol

Synonyms:2-nitrophenyl phenyl ether

Chemical Property of 1-Nitro-2-phenoxybenzene

Chemical Property:

• Appearance/Colour: CLEAR YELLOW TO BROWN LIQUID
• Vapor Pressure: 0.000809mmHg at 25°C
• Melting Point: <-20 °C
• Refractive Index: n20/D 1.600
• Boiling Point: 184 ºC (8 mmHg)
• Flash Point: 181 ºC
• PSA: 55.05000
• Density: 1.23
• LogP: 3.91030
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 215.058243149
• Heavy Atom Count: 16
• Complexity: 233

Purity/Quality:

99% ^*data from raw suppliers

2-Nitrophenyl phenyl ether Selectophore ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 38-36/37/38
• Safety Statements: 23-24/25-36/37/39-26

MSDS Files:

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 1-Nitro-2-phenoxybenzene

There total 42 articles about 1-Nitro-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: 100.0%

phenyltrimethylsilyl ether (1529-17-5) + ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → 1-nitro-2-phenoxy-benzene (2216-12-8)

Guidance literature:

t-Bu-P₄ base; In hexane; N,N-dimethyl-formamide; at 20 ℃; for 6h;

DOI:10.1002/ejoc.200500087

Reference yield: 99.0%

ortho-nitrofluorobenzene (1493-27-2,127723-77-7) + phenol (108-95-2,27073-41-2) → 1-nitro-2-phenoxy-benzene (2216-12-8)

Guidance literature:

With potassium carbonate; at 130 ℃; for 2h; Large scale;

Reference yield: 98.0%

iodobenzene (591-50-4) + 2-hydroxynitrobenzene (88-75-5,78813-12-4) → 1-nitro-2-phenoxy-benzene (2216-12-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 110 ℃; for 3h;

DOI:10.1007/s11164-019-03760-0

upstream raw materials:

diphenylether

2-nitrophenyl bromide

potassium phenolate

2-Chloronitrobenzene

Downstream raw materials:

(2,4-dibromo-phenyl)-(2-nitro-phenyl)-ether

2,2-dimethoxy-2,3-diphenyl-2,3-dihydro-2λ⁵-benzo[1,3,2]oxazaphosphole

2,3-dihydro-2,3-diphenyl-2-oxo-1,3,2-benzoxazaphosph(V)ole

3-bromodibenzofuran

Refernces

• 1、 Brewster,Groening. "". . p. 67. Retrieved 1934.
• 2、 Chen, Junmin,Wang, Junmin,Chen, Xida,Huang, Yuming,Shouzhi, Pu. "Ligand-free copper-catalyzed O-arylation of arenesulfonamides with phenols: An unusual approach to biaryl ether synthesis". . p. 836 - 843. Retrieved 2019.
• 3、 Asachenko, Andrey F.,Bogachev, Vasilii N.,Cherkashchenko, Ilia R.,Lavrov, Konstantin V.,Minaeva, Lidiya I.,Nechaev, Mikhail S.,Rzhevskiy, Sergey A.,Sterligov, Grigorii K.,Topchiy, Maxim A.. "Solvent-free palladium-catalyzed C–O cross-coupling of aryl bromides with phenols". . p. 409 - 411. Retrieved 2021/06/07.
• 4、 -. "Preparation method of secondary aromatic amine". Paragraph 0014. . Retrieved 2021/03/31.