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913383

Sigma-Aldrich

1,3-Dimethylimidazoyl-2-ylidene borane

≥95%

同義詞:

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

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About This Item

經驗公式（希爾表示法）:
C5H11BN2
CAS號碼:
1211417-77-4
分子量：:
109.97
MDL號碼:
MFCD32857291
分類程式碼代碼:
12352200
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化驗

≥95%

形狀

crystals

存貨情形

available only in USA

mp

138-139 °C

儲存溫度

2-8°C

SMILES 字串

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

InChI 密鑰

WDITXRGBBBKEET-UHFFFAOYSA-N

應用

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.

其他說明

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.)

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

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分析證明 (COA)

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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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