1,2,4,5-Tetrafluoro-3-iodobenzene

Base Information

• Chemical Name: 1,2,4,5-Tetrafluoro-3-iodobenzene
• CAS No.: 5243-24-3
• Molecular Formula: C6HF4I
• Molecular Weight: 275.972
• Hs Code.: 2903999090
• European Community (EC) Number: 800-087-2
• DSSTox Substance ID: DTXSID50501799
• Nikkaji Number: J540.235B
• Mol file: 5243-24-3.mol

Synonyms:5243-24-3;1,2,4,5-tetrafluoro-3-iodobenzene;1-iodo-2,3,5,6-tetrafluorobenzene;1-Iodo-4h-tetrafluorobenzene;2,3,5,6-TETRAFLUOROIODOBENZENE;MFCD09763612;SCHEMBL2937691;DTXSID50501799;AKOS016015441;CS-0453248

Chemical Property of 1,2,4,5-Tetrafluoro-3-iodobenzene

Chemical Property:

• Vapor Pressure: 1.41mmHg at 25°C
• Refractive Index: 1.521
• Boiling Point: 177.3°C at 760 mmHg
• Flash Point: 65.7°C
• PSA: 0.00000
• Density: 2.15g/cm³
• LogP: 2.84760
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 275.90591
• Heavy Atom Count: 11
• Complexity: 129

Purity/Quality:

97% ^*data from raw suppliers

2,3,5,6-Tetrafluoroiodobenzene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=C(C(=C1F)F)I)F)F
• Uses: 1-Iodo-2,3,5,6-tetrafluorobenzene was characterized and showed relative thermal stabilities and low-lying HOMO levels which are potentials useful for hole-?transporting materials in OLEDs.

Technology Process of 1,2,4,5-Tetrafluoro-3-iodobenzene

There total 10 articles about 1,2,4,5-Tetrafluoro-3-iodobenzene 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: 92.0%

chloro-trimethyl-silane (75-77-4) + 1,4-diiodo-2,3,5,6-tetrafluorobenzene (392-57-4) → 3-iodo-1,2,4,5-tetrafluorobenzene (5243-24-3) + trimethyl-(2,3,5,6-tetrafluoro-4-iodo-phenyl)-silane

Guidance literature:

With hexaethylphosphoric triamide; In hexane; at 20 ℃; for 50h;

DOI:10.1007/BF02495213

Reference yield: 72.5%

1,2,4,5-Tetrafluorobenzene (327-54-8) → 3-iodo-1,2,4,5-tetrafluorobenzene (5243-24-3)

Guidance literature:

1,2,4,5-Tetrafluorobenzene; With n-butyllithium; In hexane; at -40 ℃; for 2h; Inert atmosphere; Schlenk technique;

With iodine; In hexane; at 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.7b02267

Reference yield:

1,4-diiodo-2,3,5,6-tetrafluorobenzene (392-57-4) → 1,2,4,5-Tetrafluorobenzene (327-54-8) + 3-iodo-1,2,4,5-tetrafluorobenzene (5243-24-3)

Guidance literature:

With water; hexaethylphosphoric triamide; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

DOI:10.1007/BF02495214

upstream raw materials:

4-iodotetrafluorophenylhydrazine

1,2,4,5-Tetrafluorobenzene

1,4-diiodo-2,3,5,6-tetrafluorobenzene

chloro-trimethyl-silane

Downstream raw materials:

1,2,4,5-Tetrafluorobenzene

1-trimethylsilyl-2,3,5,6-tetrafluorobenzene

N-(2’3’5’6’-tetrafluorophenyl)-5-ethylindol-2-one

2,2',3,3',5,5',6,6'-octafluoro-1,1'-biphenyl

Refernces

• 1、 Perry, Gregory J. P.,Quibell, Jacob M.,Panigrahi, Adyasha,Larrosa, Igor. "Transition-Metal-Free Decarboxylative Iodination: New Routes for Decarboxylative Oxidative Cross-Couplings". supporting information. p. 11527 - 11536. Retrieved 2017/08/30.
• 2、 Bardin. "Reactions of polyfluoroaromatic compounds with electrophilic agents in the presence of tris(dialkylamino)phosphine: 6. * Reactions of halogenotetrafluorobenzenes RC6F4X (X = Cl, Br, or I) with chlorotrimethylsilane". . p. 780 - 785. Retrieved 2007/10/03.