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912395

Sigma-Aldrich

NaBHT

别名:

Sodium butylated hydroxytoluene

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About This Item

经验公式（希尔记法）:
C15H23NaO
CAS号:
16654-89-0
分子量:
242.33
MDL编号:
MFCD30474994
UNSPSC代码:
12352111
NACRES:
NA.22

表单

powder

质量水平

100

储存温度

−20°C

SMILES字符串

[Na+].[O-]c1c(cc(cc1C(C)(C)C)C)C(C)(C)C

InChI

1S/C15H24O.Na/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7;/h8-9,16H,1-7H3;/q;+1/p-1

InChI key

AOIQNBCUUALSSZ-UHFFFAOYSA-M

应用

NaBHT is an organic soluble base used for the Pd-catalyzed arylation of base-sensitve amines with aryl halides. NaBHT has also been show to be an efficient hydride source for the Pd-catalyzed reduction of aryl halides.

其他说明

Sodium Butylated Hydroxytoluene (NaBHT) as a New and Efficient Hydride Source for Pd-Catalysed Reduction Reactions

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价格

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

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分析证书(COA)

Lot/Batch Number
MKCV9698

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Sepideh Sharif et al.
Angewandte Chemie (International ed. in English), 54(33), 9507-9511 (2015-06-23)
A single set of reaction conditions for the palladium-catalyzed amination of a wide variety of (hetero)aryl halides using primary alkyl amines has been developed. By combining the exceptionally high reactivity of the Pd-PEPPSI-IPent(Cl) catalyst (PEPPSI=pyridine enhanced precatalyst preparation, stabilization, and
Abir Khadra et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 23(13), 3206-3212 (2017-01-10)
The Pd-PEPPSI-IPentCl precatalyst (PEPPSI=pyridine-enhanced precatalyst preparation stabilisation initiation) has been demonstrated to be highly effective in the coupling of hetero(aryl)chlorides to free 2-aminopyridine substrates to produce N-(hetero)aryl-2-aminopyridine derivatives. The catalyst has proven to be competent in a number of other
A General Protocol for the Broad-Spectrum Cross-Coupling of Nonactivated Sterically Hindered 1° and 2° Amines
Khadra A, et al.
Organometallics, 36 (18), 3573-3577 (2017)
Sepideh Sharif et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 25(57), 13099-13103 (2019-09-21)
NaBHT (sodium butylated hydroxytoluene), a hindered and soluble base for the efficient arylation of various base-sensitive amines and (hetero)aryl halides has been found to have an unanticipated role as a hydride donor to reduce (hetero)aryl halides and allylic acetates. Mechanistic

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