Phenylbis(trifluoracetato-O)iod

Bis(trifluoroacetoxy)iodobenzene

HCID 102317CAS 2712-78-9

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Grundinformationen

Standard-SMILES: O=C(OI(OC(=O)C(F)(F)F)c1ccccc1)C(F)(F)F
InChIKey: PEZNEXFPRSOYPL-UHFFFAOYSA-N
Summenformel: C10H5F6IO4
Durchschnittliche Molmasse: 430,04 g/mol
Monoisotopische Masse: 429,91367596

Namen und Bezeichner

Bevorzugter Name: Bis(trifluoroacetoxy)iodobenzene
IUPAC: [phenyl-(2,2,2-trifluoroacetyl)oxy-λ3-iodanyl] 2,2,2-trifluoroacetate
Lokaler Name: Phenylbis(trifluoracetato-O)iod
Englischer Name: [Bis(trifluoroacetoxy)iodo]benzene
Summenformel: C10H5F6IO4
Molmasse: 430.04

Namen und Synonyme

[Bis(trifluoroacetoxy)iodo]benzene2712-78-9(Bis(trifluoroacetoxy)iodo)benzeneBIS(TRIFLUOROACETOXY)IODOBENZENEBis(I,I-trifluoroacetoxy)iodobenzene659SFV27XSDTXSID40181584TAIB cpdBIITFAIBRefChem:69882DTXCID80104075Iodine, phenylbis(trifluoroacetato-kappaO)-

Weitere Namen anzeigen

BTIDFAIBBacillus thuringiensis israelensis[Bis(trifluoroacetoxLABOTEST-BB LT00454809uoroacetoxy)iodo]benzene[Bis(trifluoroacetoxy)iodo]ben1Bis-trifluoroacetoxyiodobenzeneBIS(TRIFLUORACETOXY)- IODOBENZENE

220-308-0PIFAMFCD00009672iodobenzene bis(trifluoroacetate)[phenyl-(2,2,2-trifluoroacetyl)oxy-lambda3-iodanyl] 2,2,2-trifluoroacetatePhI(OCOCF3)2Iodine, phenylbis(trifluoroacetato-O)-phenyliodine bis(trifluoroacetate)

Datenbank-Bezeichner

CAS: 2712-78-9
PubChem CID: 102317
DTXSID: DTXSID40181584
UNII: 659SFV27XS
EC Number: 220-308-0
Nikkaji: J376.762K

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 5
Polarare Oberfläche (TPSA): 52,6 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 10
Frei drehbare Bindungen: 5
Schwere Atome: 21
Formalladung: 0
Komplexität: 360

Physikochemische Eigenschaften

Schmelzpunkt: 121 · 121-125 °C(lit.)
storage temp.: 2 · Keep in dark place,Inert atmosphere,2-8°C
Löslichkeit: Chloroform (Slightly), Dichloromethane (Slightly), DMSO (Slightly)
Aggregatzustand: Crystalline Powder
Farbe: White to pale yellow
Wasserlöslichkeit: insoluble
BRN: 764767 · 764767
Stabilität: Air and Moisture Sensitive
InChI: InChI=1S/C10H5F6IO4/c11-9(12,13)7(18)20-17(6-4-2-1-3-5-6)21-8(19)10(14,15)16/h1-5H
InChIKey: PEZNEXFPRSOYPL-UHFFFAOYSA-N
SMILES: I(C1C=CC=CC=1)(OC(=O)C(F)(F)F)OC(=O)C(F)(F)F
CAS Datenbank: 2712 · 2712-78-9(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 50 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Chemical: Iodine, phenylbis(trifluoroacetato-O)-

Bis(trifluoroacetoxy)iodobenzene: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

F: 4.10-8-9-21
wgk: 3
hs_code: 29036990
risk_code: 36/37/38
hazard_code: Xi
hazard_note: Irritant/Keep Cold
safety_code: 26-36-37/39
hazard_class: IRRITANT, KEEP COLD, LIGHT SENSITIVE
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen · 1 Eintrag

Verwenden[Bis(trifluoroacetoxy)iodo]benzene acts as a reagent in Pummerer-like reactions. It plays an important role in the direct alfa-hydroxylation of ketones under acidic conditions. It is involved in the cyclization of styryl amines to N-alkyl or N-aryl indoles. It serves as a reagent for the chemoselective deprotection of dimethoxybenzyl ethers and tosyloxylation of anilides. Further, it is used in the synthesis of 1,3,4-oxadiazoles by the oxidation of N-acylhydrazones. In addition to this, it is employed in the Hofmann rearrangement for the conversion of cyclobutanecarboxamide to cyclobutylamine hydrochloride.