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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%

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
CAS号:
887144-97-0
分子量:
330.09
MDL號碼:
MFCD10567056
分類程式碼代碼:
12352101
PubChem物質ID:
329761847
NACRES:
NA.22

化驗

95%

形狀

powder

反應適用性

reaction type: C-C Bond Formation

mp

75-79 °C

官能基

fluoro
iodo

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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相关类别

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

相關產品

产品编号
说明
价格

象形圖

FlameExclamation mark
GHS02,GHS07

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

历史批次信息供参考:

分析证书(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.

商品

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.

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.

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