913383
1,3-Dimethylimidazoyl-2-ylidene borane
≥95%
Synonym(s):
(1,3-Dimethyl-1H-imidazol-3-ium-2-yl)trihydroborate, NHC-borane
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About This Item
Empirical Formula (Hill Notation):
C5H11BN2
CAS Number:
Molecular Weight:
109.97
MDL number:
UNSPSC Code:
12352200
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Assay
≥95%
form
crystals
availability
available only in USA
mp
138-139 °C
storage temp.
2-8°C
SMILES string
[B-H]c1[n+](cc[n]1C)C
InChI key
WDITXRGBBBKEET-UHFFFAOYSA-N
Application
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.
related product
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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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
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
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