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安全信息

913383

Sigma-Aldrich

1,3-Dimethylimidazoyl-2-ylidene borane

≥95%

别名:

(1,3-Dimethyl-1H-imidazol-3-ium-2-yl)trihydroborate, NHC-borane

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About This Item

经验公式（希尔记法）:
C5H11BN2
CAS号:
1211417-77-4
分子量:
109.97
MDL编号:
MFCD32857291

方案

≥95%

表单

crystals

存货情况

available only in USA

mp

138-139 °C

储存温度

2-8°C

SMILES字符串

[B-H]c1[n+](cc[n]1C)C

InChI key

WDITXRGBBBKEET-UHFFFAOYSA-N

应用

1,3-Dimethylimidazoyl-2-ylidene borane is stable NHC-borane developed in the Curran lab. It is a diverse reductant as well as a versatile hydroboration reagent.

其他说明

Facile Synthesis of α-N-Heterocyclic Carbene-Boryl Ketones from N-Heterocyclic Carbene-Boranes and Alkenyl Triflates

Difluorination at Boron Leads to the First Electrophilic Ligated Boryl Radical (NHC-BF2.)

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

监管及禁止进口产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Daniel Subervie et al.
Angewandte Chemie (International ed. in English), 57(32), 10251-10256 (2018-06-22)
1,3-Dimethylimidazol-2-ylidene difluoroborane (NHC-BF2 H) was prepared in a one-pot, two-step reaction from the parent ligated borane (NHC-BH3 ). The derived difluoroboryl radical (NHC-BF2. ) was generated by laser flash photolysis experiments and characterized by UV spectroscopy and rate-constant measurements. It is
Wen Dai et al.
Journal of the American Chemical Society, 141(31), 12355-12361 (2019-07-12)
Reactions of readily available alkenyl triflates with N-heterocyclic carbene (NHC)-boranes in the presence of diisopropyl ethyl amine provided about three dozen stable α-NHC-boryl ketones. Isolated yields were typically 40-56% for B-unsubstituted NHC-boranes (NHC-BH3), and somewhat lower for NHC-boranes with B-substituents

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