1,2,5-Trifluoro-3-nitrobenzene

Base Information

• Chemical Name: 1,2,5-Trifluoro-3-nitrobenzene
• CAS No.: 66684-57-9
• Molecular Formula: C6H2F3NO2
• Molecular Weight: 177.083
• Hs Code.: 2904909090
• European Community (EC) Number: 266-446-5
• DSSTox Substance ID: DTXSID80985260
• Nikkaji Number: J310.133I
• Wikidata: Q72513148
• Mol file: 66684-57-9.mol

Synonyms:1,2,5-Trifluoro-3-nitrobenzene;66684-57-9;2,3,5-Trifluoronitrobenzene;EINECS 266-446-5;MFCD00456804;1,2,5-trifluoro-3-nitro-benzene;SCHEMBL1999340;AMY7635;DTXSID80985260;BCP20968;AKOS006272789;AC-1505;CS-W006827;GS-3824;FT-0654269;A835522

Chemical Property of 1,2,5-Trifluoro-3-nitrobenzene

Chemical Property:

• Vapor Pressure: 0.23mmHg at 25°C
• Melting Point: -20 °C (approx)
• Refractive Index: 1.487
• Boiling Point: 214.2°Cat760mmHg
• Flash Point: 83.4°C
• PSA: 45.82000
• Density: 1.554g/cm³
• LogP: 2.53530
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 177.00376279
• Heavy Atom Count: 12
• Complexity: 184

Purity/Quality:

99%, ^*data from raw suppliers

1,2,5-Trifluoro-3-nitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1[N+](=O)[O-])F)F)F

Technology Process of 1,2,5-Trifluoro-3-nitrobenzene

There total 7 articles about 1,2,5-Trifluoro-3-nitrobenzene 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: 83.0%

1,2,4-trifluorobenzene (367-23-7) → 1,2,5-trifluoro-3-nitrobenzene (66684-57-9)

Guidance literature:

With 2CF₃SO₃H-B(OSO₂CF₃)3; nitric acid; at 20 ℃; for 3h;

DOI:10.1021/jo00127a048

Reference yield: 67.0%

triethylsilane (617-86-7) + 2,3,4,5-tetrafluoro-1-nitrobenzene (5580-79-0) → triethylsilyl fluoride (358-43-0) + 1,2,5-trifluoro-3-nitrobenzene (66684-57-9)

Guidance literature:

With dmap; (1,3-bis(2,4,6-trimethylphenyl)imidazolin-2-ylidene)AuH; In dichloromethane; at 40 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ja305204y

Reference yield:

pentafluoronitrobenzen (880-78-4) → 2,3,5,6-tetrafluoro-4-nitrobenzene (6257-03-0) + 2,3,4,5-tetrafluoro-1-nitrobenzene (5580-79-0) + 1,2,5-trifluoro-3-nitrobenzene (66684-57-9)

Guidance literature:

With 4,5-bis-(di-tert-butyl-phosphanyl)-9,9-dimethyl-9H-xanthene; [t-BuXantphosAu]⁺[Cl-Au-Cl]^-; diphenylsilane; acetic acid; In 1,2-dichloro-ethane; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1002/adsc.201100843

upstream raw materials:

3,4,6-trifluoro-2-nitro-aniline

1,2,4-trifluorobenzene

N-(2,4,5-trifluorophenyl)acetamide

pentafluoronitrobenzen

Downstream raw materials:

2,3,5-trifluoro aniline

Refernces

• 1、 Zhan, Jin-Hui,Lv, Hongbin,Yu, Yi,Zhang, Jun-Long. "Catalytic C-F bond activation of perfluoroarenes by tricoordinated gold(I) complexes". experimental part. p. 1529 - 1541. Retrieved 2012/07/14.
• 2、 Olah, George A.,Orlinkov, Alexander,Oxyzoglou, Alexandros B.,Prakash, G. k. Surya. "Nitration of Strongly Deactivated Aromatics with Superacidic Mixed Nitric-Triflatoboric Acid (HNO3/2CF3SO3H-B(O3SCF3)3)". . p. 7348 - 7350. Retrieved 2007/10/03.