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696641

Sigma-Aldrich

3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole

95%

Sinonimo/i:

1,3-Dihydro-3,3-dimethyl-1-(trifluoromethyl)-1,2-benziodoxole, Togni’s Reagent

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About This Item

Formula empirica (notazione di Hill):
C10H10F3IO
Numero CAS:
887144-97-0
Peso molecolare:
330.09
Numero MDL:
MFCD10567056
Codice UNSPSC:
12352101
ID PubChem:
329761847
NACRES:
NA.22

Livello qualitativo

100

Saggio

95%

Forma fisica

powder

Impiego in reazioni chimiche

reaction type: C-C Bond Formation

Punto di fusione

75-79 °C

Temperatura di conservazione

2-8°C

Stringa SMILE

CC1(C)O[I](c2ccccc12)C(F)(F)F

InChI

1S/C10H10F3IO/c1-9(2)7-5-3-4-6-8(7)14(15-9)10(11,12)13/h3-6H,1-2H3
HVAPLSNCVYXFDQ-UHFFFAOYSA-N

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Applicazioni

Easily accessible hypervalent iodine compound acting as an electrophilic CF3-transfer reagent for direct, mild, and efficient trifluoromethylation.

Trifluoromethylation of a variety of compounds including:
  • Secondary and primary aryl- and alkylphospines
  • Phenols
  • Peptides containing cysteine residudes by SPPS and electrophilic S-trifluoromethylation
  • Arenes and N-heterocycles
  • Electrophilic N-trifluoromethylation of Arozoles

Prodotti correlati

N° Catalogo
Descrizione
Determinazione del prezzo

Pittogrammi

FlameExclamation mark
GHS02,GHS07

Avvertenze

Warning

Indicazioni di pericolo

H228,H315,H319,H335

Classi di pericolo

Eye Irrit. 2 - Flam. Sol. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

4.1B - Flammable solid hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
MKCJ4362
MKCJ0020
MKCJ1881
MKCF3064
MKCD5604

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Electrophilic trifluoromethylation of arenes and N-heteroarenes using hypervalent iodine reagents
Wiehn, M. S.; Vinogradova, E. V.; Togni, A.
Journal of Fluorine Chemistry, 131, 951-957 (2010)
Electrophilic S-trifluoromethylation of cysteine side chains in a- and ?-peptides: isolation of trifluoromethylated Sandostatin (octreotide) derivatives
Capone, S.; et al.
Helvetica Chimica Acta, 91, 2035-2056 (2008)
Reactivity of a 10-I-3 Hypervalent Iodine Trifluoromethylation Reagent With Phenols
Stanek, K.; Koller, R.; Togni, A.
The Journal of Organic Chemistry, 19, 7678-7685 (2008)
Katrin Niedermann et al.
Angewandte Chemie (International ed. in English), 51(26), 6511-6515 (2012-05-23)
Effective CF(3) transfer: Various electron-rich nitrogen heterocycles (pyrazoles, triazoles, and tetrazoles) can be directly N-trifluoromethylated by a hypervalent iodine reagent in an efficient manner. The optimized procedure, which includes an in situ silylation of the substrate followed by an acid-catalyzed
Patrick Eisenberger et al.
Chemical communications (Cambridge, England), 13(13), 1575-1577 (2008-03-21)
A direct, mild and efficient trifluoromethylation of primary and secondary phosphines is achieved with easily accessible, cheap hypervalent iodine compounds acting as electrophilic CF(3)-transfer reagents.

Articoli

Fluoroalkylation: Expansion of Togni Reagents

The fluoroalkylation toolbox now includes Togni reagents, hypervalent iodine perfluoroalkylation reagents, fluoroalkyl bromides, silanes, carboxylates, and sulfonyl fluorides for late stage fluoroalkylation.

Fluoroalkylation: Expansion of Togni Reagents

The fluoroalkylation toolbox now includes Togni reagents, hypervalent iodine perfluoroalkylation reagents, fluoroalkyl bromides, silanes, carboxylates, and sulfonyl fluorides for late stage fluoroalkylation.

Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

Contatta l'Assistenza Tecnica.