Description
Potassium (bromomethyl)trifluoroborate (CAS No. 888711-44-2) is a highly versatile organoboron reagent with the molecular formula CH2BBrF3K. This crystalline compound is an essential building block in synthetic organic chemistry, particularly for Suzuki-Miyaura cross-coupling reactions, owing to its stability and reactivity. Its IUPAC name, potassium;bromomethyl(trifluoro)boranuide, reflects its unique structure, which combines a reactive bromomethyl group with a trifluoroborate moiety. With a purity of ≥95%, this reagent is ideal for researchers and chemists working on advanced pharmaceutical intermediates, agrochemicals, and material science applications. The compound is supplied in a moisture-sensitive format, requiring storage under inert conditions to maintain its integrity. Each batch is rigorously tested via NMR and HPLC to ensure consistency and performance.
Properties
- CAS Number: 888711-44-2
- Complexity: 44.7
- IUPAC Name: potassium;bromomethyl(trifluoro)boranuide
- InChI: InChI=1S/CH2BBrF3.K/c3-1-2(4,5)6;/h1H2;/q-1;+1
- InChI Key: AZDFPIRYUOCVCJ-UHFFFAOYSA-N
- Exact Mass: 199.90221
- Molecular Formula: CH2BBrF3K
- Molecular Weight: 200.84
- SMILES: [B-](CBr)(F)(F)F.[K+]
- Monoisotopic Mass: 199.90221
- Synonyms: Potassium (bromomethyl)trifluoroborate, 628-086-0, 888711-44-2, Potassium bromomethyltrifluoroborate, MFCD09265154, potassium;bromomethyl(trifluoro)boranuide, CH2BBrF3K, potassium (bromomethyl)trifluoroboranuide, Potassium (bromomethyl)(trifluoro)borate(1-), SCHEMBL116456, DTXSID70635641, AZDFPIRYUOCVCJ-UHFFFAOYSA-N, BCP32084, TD8109, AKOS005256974, CS-W015582, HY-W014866, PB43742, potassium bromomethyl(trifluoro)boranuide, AS-11414, SY018102, DB-050626, P1807, EN300-116882
Application
Potassium (bromomethyl)trifluoroborate is widely used in palladium-catalyzed cross-coupling reactions, enabling the synthesis of complex organic molecules. It serves as a key precursor for introducing bromomethyl groups into aromatic and heteroaromatic systems. Researchers leverage its stability in aqueous and aerobic conditions for streamlined reaction setups. Applications extend to the development of biologically active compounds and functional materials.
Safety and Hazards
GHS Hazard Statements
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (97.6%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
- STOT SE 3 (97.6%)
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