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文件

696641

3,3-二甲基-1-(三氟甲基)-1,2-苯并碘氧杂戊环

Name: 3,3-二甲基-1-(三氟甲基)-1,2-苯并碘氧杂戊环
Brand: ALDRICH

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编号:

MFCD10567056

UNSPSC代码:

12352101

PubChem化学物质编号:

329761847

NACRES:

NA.22

质量水平

100

检测方案

95%

形式

powder

反应适用性

reaction type: C-C Bond Formation

mp

75-79 °C

储存温度

2-8°C

SMILES字符串

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 key

HVAPLSNCVYXFDQ-UHFFFAOYSA-N

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应用

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

904473

4-Cyano-N-(trifluoromethoxy)pyridinium triflimide, ≥95%

象形图

GHS02,GHS07

警示用语：

Warning

危险声明

H228,H315,H319,H335

预防措施声明

P210 - P302 + P352 - P305 + P351 + P338

危险分类

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

靶器官

Respiratory system

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

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Mild electrophilic trifluoromethylation of secondary and primary aryl- and alkylphosphines using hypervalent iodine(iii)-CF(3) reagents.

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 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)

Direct electrophilic N-trifluoromethylation of azoles by a hypervalent iodine reagent.

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

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