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About This Item
Linear Formula:
BrCH2BF3K
CAS Number:
Molecular Weight:
200.84
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
90%
form
solid
mp
225-230 °C
SMILES string
[K+].F[B-](F)(F)CBr
InChI
1S/CH2BBrF3.K/c3-1-2(4,5)6;/h1H2;/q-1;+1
InChI key
AZDFPIRYUOCVCJ-UHFFFAOYSA-N
Application
Organotrifluoroborate involved in:
Organotrifluoroborates as versatile and stable boronic acid surrogates.
- Suzuki-Miyaura cross-coupling reactions
- Synthesis of functionalized ethyltrifluoroborates
- SN2 displacement with alkoxides
Organotrifluoroborates as versatile and stable boronic acid surrogates.
Versatile starting material for preparation of a variety of functionalized substrates for Suzuki coupling.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Gary A Molander et al.
Organic letters, 8(13), 2767-2770 (2006-06-16)
[reaction: see text] We have successfully prepared potassium azidoalkyltrifluoroborates from the corresponding halogen compounds in 94-98% yields through a nucleophilic substitution reaction with NaN(3). In the presence of various alkynes and Cu(I) as a catalyst, these azidotrifluoroborates easily formed 1,4-disubstituted
Articles
Bench-stable Potassium Organotrifluoroborates enable diverse C-C bond formation reactions.
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