[BIS(TRIFLUOROACETOXY)IODO]PENTAFLUOROBENZENE

Base Information

• Chemical Name: [BIS(TRIFLUOROACETOXY)IODO]PENTAFLUOROBENZENE
• CAS No.: 14353-88-9
• Molecular Formula: C10F11IO4
• Molecular Weight: 519.995
• Hs Code.: 2931900090
• Mol file: 14353-88-9.mol

Synonyms:Benzene,[bis(trifluoroacetoxy)iodo]pentafluoro- (8CI);Iodine,(pentafluorophenyl)bis(trifluoroacetato-O)-;Iodine,(pentafluorophenyl)bis(trifluoroacetato-kO)- (9CI);Bis(trifluoroacetoxy)iodo(III)pentafluorobenzene;FPIFA;Pentafluorobis[(trifluoroacetoxy)iodo]benzene;Pentafluorophenyliodine(III) bis(trifluoroacetate);

Chemical Property of [BIS(TRIFLUOROACETOXY)IODO]PENTAFLUOROBENZENE

Chemical Property:

• Melting Point: 117-119 °C(lit.)
• PSA: 52.60000
• LogP: 4.09910
• Solubility.: soluble in Methanol

Purity/Quality:

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

[Bis(trifluoroacetoxy)iodo]pentafluorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 22-26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Reactant or reagent for: Oxidation of organic iodides using oxone and trifluoroacetic acidBase hydrolysisOxidative cross-coupling of arenesOxidation of phenolic compounds with organohypervalent iodineAziridination of alkenesOxidation of organic compoundsOxidative fragmentation of α-amino acids or β-amino alcoholsOxidative biaryl coupling of thiophenes

Technology Process of [BIS(TRIFLUOROACETOXY)IODO]PENTAFLUOROBENZENE

There total 5 articles about [BIS(TRIFLUOROACETOXY)IODO]PENTAFLUOROBENZENE 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: 98.5%

1,2,3,4,5-pentafluoro-6-iodobenzene (827-15-6) + trifluoroacetic anhydride (407-25-0) → iodopentafluorobenzene bis(trifluoroacetate) (14353-88-9)

Guidance literature:

With nitric acid; at -30°C, then warming to 20°C, stirring;

Reference yield: 95.0%

trifluoroacetyl peroxide (359-48-8) + 1,2,3,4,5-pentafluoro-6-iodobenzene (827-15-6) → iodopentafluorobenzene bis(trifluoroacetate) (14353-88-9)

Guidance literature:

In dichloromethane; at -40 - 20 ℃; for 8h;

DOI:10.1055/s-2006-942543

Reference yield: 94.0%

1,2,3,4,5-pentafluoro-6-iodobenzene (827-15-6) + trifluoroacetic acid (76-05-1) → iodopentafluorobenzene bis(trifluoroacetate) (14353-88-9)

Guidance literature:

With Oxone; In chloroform; at 20 ℃; for 2h;

DOI:10.1021/jo902733f

upstream raw materials:

1,2,3,4,5-pentafluoro-6-iodobenzene

trifluoroacetic anhydride

trifluoroacetyl peroxide

trifluoroacetic acid

Downstream raw materials:

1,2,3,4,5-pentafluoro-6-iodosylbenzene

C₇H₄F₅IO₄S

1,2,3,4,5-pentafluoro-6-iodobenzene

(hydroxy(tosyloxy)iodo)pentafluorobenzene

Refernces

• 1、 Patzelt, Heiko,Woggon, Wolf-Dietrich. "O-Insertion into Nonactivated C-H Bonds: The First Observation of O2 Cleavage by P-450 Enzyme Model in the Presence of a Thiolate Ligand". . p. 523 - 530. Retrieved 1992.
• 2、 Hokamp, Tobias,Mollari, Leonardo,Wilkins, Lewis C.,Melen, Rebecca L.,Wirth, Thomas. "Alternative Strategies with Iodine: Fast Access to Previously Inaccessible Iodine(III) Compounds". supporting information. p. 8306 - 8309. Retrieved 2018/06/29.
• 3、 Baba, Takafumi,Takahashi, Shunsuke,Kambara, Yui,Yoshimura, Akira,Nemykin, Victor N.,Zhdankin, Viktor V.,Saito, Akio. "Development of Imino-λ3-iodanes with Improved Reactivity for Metal-Free [2+2+1] Cycloaddition-Type Reactions". supporting information. p. 3860 - 3864. Retrieved 2017/10/09.