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Merck

754218

Sigma-Aldrich

3,3-二甲基-1-(三氟甲基)-1,2-苯并碘氧杂戊环

98%

别名:

1,3-二氢-3,3-二甲基-1-(三氟甲基)-1,2-苯并碘氧杂戊环, Togni 试剂

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About This Item

经验公式(希尔记法):
C10H10F3IO
分子量:
330.09
MDL號碼:
分類程式碼代碼:
12352101
PubChem物質ID:
NACRES:
NA.22

化驗

98%

形狀

powder

mp

75-79 °C

儲存溫度

2-8°C

SMILES 字串

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 密鑰

HVAPLSNCVYXFDQ-UHFFFAOYSA-N

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應用

  • 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

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说明
价格

象形圖

FlameExclamation mark

訊號詞

Warning

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

4.1B - Flammable solid hazardous materials

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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分析证书(COA)

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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.
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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