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696641

Sigma-Aldrich

3,3-二甲基-1-(三氟甲基)-1,2-苯并碘氧杂戊环

95%

同義詞:

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

經驗公式(希爾表示法):
C10H10F3IO
CAS號碼:
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

95%

形狀

powder

反應適用性

reaction type: C-C Bond Formation

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

易于接近的高价碘化合物可充当亲电子CF3-转移试剂,用于直接、温和、以及高效的三氟甲基化。

多种化合物的三氟甲基化包括:
  • 仲和伯芳基和烷基膦
  • 酚类
  • 经过SPPS和亲电子S-三氟甲基化的含有半胱氨酸的肽
  • 芳烃和N-杂环
  • Arozoles的亲电N-三氟甲基化

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訂價

象形圖

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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

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


分析證明 (COA)

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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)
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.
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

文章

目前的氟烷基化工具包括Togni试剂、高价碘全氟烷基化试剂、氟烷基溴化物、硅烷类和羧酸盐类以及用于后期氟烷基化的磺酰氟类。

Fluoroalkylation toolbox expands with various reagents for late-stage fluoroalkylation in organic synthesis and medicinal chemistry.

相關內容

Research in the Togni group focuses on the development of new ligands and reagents. These two general directions thus impact the ability to construct molecules in more efficient or unprecedented ways.

我們的科學家團隊在所有研究領域都有豐富的經驗,包括生命科學、材料科學、化學合成、色譜、分析等.

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