1,2,3,5-Tetrafluorobenzene

Base Information

• Chemical Name: 1,2,3,5-Tetrafluorobenzene
• CAS No.: 2367-82-0
• Molecular Formula: C6H2F4
• Molecular Weight: 150.075
• Hs Code.: 29039990
• European Community (EC) Number: 219-126-4
• UNII: BV201PZ5TV
• DSSTox Substance ID: DTXSID10178340
• Nikkaji Number: J171F
• Wikidata: Q27274905
• Mol file: 2367-82-0.mol

Synonyms:1,2,3,5-TETRAFLUOROBENZENE;2367-82-0;Benzene, 1,2,3,5-tetrafluoro-;EINECS 219-126-4;UNII-BV201PZ5TV;BV201PZ5TV;1,2,4,6-Tetrafluorobenzene;1,3,4,5-Tetrafluorobenzene;M-TETRAFLUOROBENZENE;1.2.3.5-Tetrafluorobenzene;SCHEMBL531337;1,2,3,5-tetrafluoro-benzene;DTXSID10178340;MFCD00000302;1,2,3,5-Tetrafluorobenzene, 95%;AKOS005257968;AS-33093;FT-0606208;T1802;EN300-112379;A816842;Q27274905

Chemical Property of 1,2,3,5-Tetrafluorobenzene

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 82.4mmHg at 25°C
• Melting Point: -48 °C
• Refractive Index: n20/D 1.404(lit.)
• Boiling Point: 84 °C at 760 mmHg
• Flash Point: 4.4 °C
• PSA: 0.00000
• Density: 1.412 g/cm³
• LogP: 2.24300
• Storage Temp.: Refrigerator
• Water Solubility.: 743.1mg/L(25 oC)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 150.00926271
• Heavy Atom Count: 10
• Complexity: 104

Purity/Quality:

98%,99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): F; Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-7-33-29-7/9

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1F)F)F)F

Technology Process of 1,2,3,5-Tetrafluorobenzene

There total 26 articles about 1,2,3,5-Tetrafluorobenzene 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: 95.0%

1,3,5-trifluoro-2-nitrobenzene (315-14-0) → 1,2,3,5-tetrafluorobenzene (2367-82-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In dimethyl sulfoxide; at 25 ℃; for 0.166667h; Inert atmosphere; Microwave irradiation; Anhydrous conditions;

DOI:10.1016/j.tetlet.2010.02.042

Reference yield: 90.0%

Pentafluorobenzene (363-72-4) → 1,2,4,5-Tetrafluorobenzene (327-54-8) + 1,2,3,4-tetrafluorobenzene (551-62-2) + 1,2,3,5-tetrafluorobenzene (2367-82-0)

Guidance literature:

With H₂SiEt₂; tetrabutylammonium triphenyldifluorosilicate; In tetrahydrofuran; benzene-d6; at 60 ℃; for 40h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201708003

Reference yield: 79.0%

chloro-trimethyl-silane (75-77-4) + 1,2,3,5-tetrafluoro-4-iodobenzene (13332-15-5) → 1,2,3,5-tetrafluorobenzene (2367-82-0) + 1-trimethylsilyl-2,3,4,6-tetrafluorobenzene (27602-33-1) + 3-iodo-1-trimethylsilyltetrafluorobenzene

Guidance literature:

With hexaethylphosphoric triamide; In dichloromethane; for 16h;

DOI:10.1007/BF02495213

upstream raw materials:

Pentafluorobenzene

1,5-Di-H-hexafluoro-1,4-cyclohexadiene

2,3,5-trifluoro aniline

1,2,3,5-tetrafluorobicyclo<2.2.0>hexa-2,5-diene

Downstream raw materials:

2,3,6-trifluoro-4-methoxybenzene

ethyl-cyclohexane

trans-(MeNC₅H₄NiPr)2NiF(C₆-2,3,5-F₃H₂)

1,2,3,5-tetrafluoro-4-(4-methoxybenzyl)benzene

Refernces

• 1、 Freeman, Peter K.,Srinivasa, Ramanujan. "Photochemistry of Polyhaloarenes. 6. The Fragmentation of Polyfluoroarene Radical Anions". . p. 252 - 256. Retrieved 1987.
• 2、 Kikushima, Kotaro,Grellier, Mary,Ohashi, Masato,Ogoshi, Sensuke. "Transition-Metal-Free Catalytic Hydrodefluorination of Polyfluoroarenes by Concerted Nucleophilic Aromatic Substitution with a Hydrosilicate". supporting information. p. 16191 - 16196. Retrieved 2017/11/27.
• 3、 Bakewell, Clare,White, Andrew J. P.,Crimmin, Mark R.. "Addition of Carbon-Fluorine Bonds to a Mg(I)-Mg(I) Bond: An Equivalent of Grignard Formation in Solution". supporting information. p. 12763 - 12766. Retrieved 2016/10/14.