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754218

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

Name: 3,3-Dimethyl-1-(trifluoromethyl)-1,2-benziodoxole
Brand: ALDRICH

98%

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):

C₁₀H₁₀F₃IO

Número CAS:

887144-97-0

Peso molecular:

330.09

Número MDL:

MFCD10567056

Código UNSPSC:

12352101

ID de substância PubChem:

329766407

NACRES:

NA.22

Ensaio

98%

forma

powder

pf

75-79 °C

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

HVAPLSNCVYXFDQ-UHFFFAOYSA-N

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Aplicação

Selective trifluoromethylation of 1,3-disubstituted arenes through iridium-catalyzed arene borylation and copper-catalyzed trifluoromethylation
Copper-catalyzed trifluoromethylation of aryl- and alkenylboronic acids with electrophilic trifluoromethylating reagent
Pd-catalyzed electrophilic ortho-trifluoromethylation of arenes using trifluoroacetic acid as a promotor

Used in the Preparation of

Trifluoromethylimidoylethyl substituted heterocycles via bis(trifluoromethylsulfonyl)amine-catalyzed Rotter type reaction of heterocycles with nitriles in presence of trifluoromethylbenziodoxole
Stereoselective synthesis of α-trifluoromethyl aldehydes via trimethylbenzylimidazolidinone and copper-catalyzed enantioselective α-trifluoromethylation of aldehydes with iodonium salts

Pictogramas

GHS02,GHS07

Palavra indicadora

Warning

Frases de perigo

H228,H315,H319,H335

Declarações de precaução

P210 - P302 + P352 - P305 + P351 + P338

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

4.1B - Flammable solid hazardous materials

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

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Highly selective trifluoromethylation of 1,3-disubstituted arenes through iridium-catalyzed arene borylation.

Tianfei Liu et al.

Angewandte Chemie (International ed. in English), 51(2), 540-543 (2011-12-01)

The old one two: A sequential iridium-catalyzed borylation and copper-catalyzed trifluoromethylation of arenes is described (see scheme; Pin = pinacol). The reaction is conducted under mild reaction conditions and tolerates a variety of functional groups. The advantages of this tandem

Copper-catalyzed trifluoromethylation of aryl and vinyl boronic acids with an electrophilic trifluoromethylating reagent.

Tianfei Liu et al.

Organic letters, 13(9), 2342-2345 (2011-04-09)

A copper-catalyzed trifluoromethylation of aryl- and alkenylboronic acids with Togni's reagent was described. The reaction proceeded in good to excellent yields for a range of different substrates including heteroarylboronic acids and substrates with a variety of functional groups under mild

The productive merger of iodonium salts and organocatalysis: a non-photolytic approach to the enantioselective alpha-trifluoromethylation of aldehydes.

Anna E Allen et al.

Journal of the American Chemical Society, 132(14), 4986-4987 (2010-03-20)

An enantioselective organocatalytic alpha-trifluoromethylation of aldehydes has been accomplished using a commercially available, electrophilic trifluoromethyl source. The merging of Lewis acid and organocatalysis provides a new strategy for the enantioselective construction of trifluoromethyl stereogenicity, an important chiral synthon for pharmaceutical

Pd(II)-catalyzed ortho-trifluoromethylation of arenes using TFA as a promoter.

Xisheng Wang et al.

Journal of the American Chemical Society, 132(11), 3648-3649 (2010-02-27)

A Pd(II)-catalyzed C-H activation/trifluoromethylation of arenes with an electrophilic trifluoromethylation reagent using diverse heterocycle directing groups is reported. The presence of trifluoroacetic acid is crucial for this catalytic reaction.

A Ritter-type reaction: direct electrophilic trifluoromethylation at nitrogen atoms using hypervalent iodine reagents.

Katrin Niedermann et al.

Angewandte Chemie (International ed. in English), 50(5), 1059-1063 (2011-01-27)

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