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ALD00564

Sigma-Aldrich

N-羟基四氯邻苯二甲酰亚胺

别名:

4,5,6,7-四氯-2-羟基-1H-异吲哚-1,3(2H)-二酮, 四氯-N-羟基邻苯二甲酰亚胺

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About This Item

经验公式（希尔记法）:
C8HCl4NO3
CAS号:
85342-65-0
分子量:
300.91
分類程式碼代碼:
12352111
PubChem物質ID:
329772721
NACRES:
NA.22

形狀

powder

品質等級

100

反應適用性

reagent type: oxidant

SMILES 字串

O=C1N(O)C(C2=C(Cl)C(Cl)=C(Cl)C(Cl)=C21)=O

InChI

1S/C8HCl4NO3/c9-3-1-2(4(10)6(12)5(3)11)8(15)13(16)7(1)14/h16H

InChI 密鑰

UTRBHXSKVVPTLY-UHFFFAOYSA-N

相关类别

一般說明

N-羟基四氯邻苯二甲酰亚胺（TCNHPI）是一种芳基-四卤代N-羟基邻苯二甲酰亚胺衍生物。与1,4-二氨基-2,3-二氯蒽醌（DADCAQ）组合可形成一种有效的催化系统，用于在无金属和有氧条件下利用分子氧实现芳烃的氧化反应。

應用

新试剂能够实现Baran团队开发的电化学烯丙基C-H氧化反应。该方法为当前基于有毒试剂或贵金属的方法提供了一种可扩展且可持续的替代方案。

其他說明

与N-羟基四氯邻苯二甲酰亚胺（TCNHPI）发生电化学烯丙基C-H氧化反应

可扩展且可持续的电化学烯丙基C-H氧化反应

利用氧化还原活性酯和烷基锌试剂实现一般烷基-烷基交叉偶联

镍催化的氧化还原活性酯与硼酸的交叉偶联

镍催化的二级氧化还原活性酯的芳基-烷基交叉偶联

象形圖

Skull and crossbones
GHS06

訊號詞

Danger

危險聲明

H301

危險分類

Acute Tox. 3 Oral

儲存類別代碼

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

从最新的版本中选择一种：

分析证书(COA)

Lot/Batch Number
MKCF4797
MKCB7402
MKBZ9466V
MKBZ5622V
MKBZ3020V

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Tian Qin et al.
Science (New York, N.Y.), 352(6287), 801-805 (2016-04-23)
Alkyl carboxylic acids are ubiquitous in all facets of chemical science, from natural products to polymers, and represent an ideal starting material with which to forge new connections. This study demonstrates how the same activating principles used for decades to
Jie Wang et al.
Angewandte Chemie (International ed. in English), 55(33), 9676-9679 (2016-07-07)
A transformation analogous in simplicity and functional group tolerance to the venerable Suzuki cross-coupling between alkyl-carboxylic acids and boronic acids is described. This Ni-catalyzed reaction relies upon the activation of alkyl carboxylic acids as their redox-active ester derivatives, specifically N-hydroxy-tetrachlorophthalimide
Josep Cornella et al.
Journal of the American Chemical Society, 138(7), 2174-2177 (2016-02-03)
A new transformation is presented that enables chemists to couple simple alkyl carboxylic acids with aryl zinc reagents under Ni-catalysis. The success of this reaction hinges on the unique use of redox-active esters that allow one to employ such derivatives
Efficient metal-free aerobic oxidation of aromatic hydrocarbons utilizing aryl-tetrahalogenated N-hydroxyphthalimides and 1,4-diamino-2,3-dichloroanthraquinone.
Zhang Q, et al.
Journal of Chemical Technology and Biotechnology, 83(10), 1364-1369 (2008)

商品

Electrochemical Allylic C–H Oxidation with N-Hydroxytetrachlorophthalimide (TCNHPI)

Professor Phil Baran and coworkers have developed a new reagent, N-Hydroxytetrachlorophthalimide (ALD00564), which provides a cheap, scalable, and safe synthetic alternative to highly used transformations like allylic oxidations, as well as Negishi and Suzuki–Miyaura type cross-coupling reactions.

Electrochemical Allylic C–H Oxidation with N-Hydroxytetrachlorophthalimide (TCNHPI)

Professor Phil Baran and coworkers have developed a new reagent, N-Hydroxytetrachlorophthalimide (ALD00564), which provides a cheap, scalable, and safe synthetic alternative to highly used transformations like allylic oxidations, as well as Negishi and Suzuki–Miyaura type cross-coupling reactions.

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