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Merck
모든 사진(1)

주요 문서

754218

Sigma-Aldrich

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

98%

동의어(들):

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

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About This Item

실험식(Hill 표기법):
C10H10F3IO
CAS Number:
Molecular Weight:
330.09
MDL number:
UNSPSC 코드:
12352101
PubChem Substance ID:
NACRES:
NA.22

분석

98%

양식

powder

mp

75-79 °C

저장 온도

2-8°C

SMILES string

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

InChI key

HVAPLSNCVYXFDQ-UHFFFAOYSA-N

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애플리케이션

  • Selective trifluoromethylation of 1,3-disubstituted arenes through iridium-catalyzed arene borylation and copper-catalyzed trifluoromethylation[1]
  • Copper-catalyzed trifluoromethylation of aryl- and alkenylboronic acids with electrophilic trifluoromethylating reagent[2]
  • Pd-catalyzed electrophilic ortho-trifluoromethylation of arenes using trifluoroacetic acid as a promotor[3]

Used in the Preparation of
  • Trifluoromethylimidoylethyl substituted heterocycles via bis(trifluoromethylsulfonyl)amine-catalyzed Rotter type reaction of heterocycles with nitriles in presence of trifluoromethylbenziodoxole[4]
  • Stereoselective synthesis of α-trifluoromethyl aldehydes via trimethylbenzylimidazolidinone and copper-catalyzed enantioselective α-trifluoromethylation of aldehydes with iodonium salts[5]

관련 제품

제품 번호
설명
가격

픽토그램

FlameExclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

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

표적 기관

Respiratory system

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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문서 라이브러리 방문

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)
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
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
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
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.

관련 콘텐츠

Togni group develops ligands and reagents for constructing molecules in efficient or unprecedented ways.

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