Description
Cyclohexylboronic Acid (contains varying amounts of Anhydride) is a high-purity organoboron compound with the molecular formula C6H13BO2, widely used in synthetic organic chemistry and pharmaceutical research. This reagent is particularly valued for its role in Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds with exceptional efficiency. The product may contain varying amounts of its anhydride form, which does not compromise its reactivity in most applications. Available in crystalline or powder form, it is rigorously tested for purity (typically ≥95%) and is packaged under inert conditions to ensure stability. Ideal for researchers in medicinal chemistry, materials science, and catalysis, this boronic acid derivative is supplied with comprehensive analytical data (including 1H NMR, 13C NMR, and HPLC).
Properties
- CAS Number: 4441-56-9
- Complexity: 79.1
- IUPAC Name: cyclohexylboronic acid
- InChI: InChI=1S/C6H13BO2/c8-7(9)6-4-2-1-3-5-6/h6,8-9H,1-5H2
- InChI Key: XDRVAZAFNWDVOE-UHFFFAOYSA-N
- Exact Mass: 128.1008598
- Molecular Formula: C6H13BO2
- Molecular Weight: 127.98
- SMILES: B(C1CCCCC1)(O)O
- Topological: 40.5
- Monoisotopic Mass: 128.1008598
- Synonyms: Cyclohexylboronic Acid (contains varying amounts of Anhydride), 672-297-0, Cyclohexylboronic acid, 4441-56-9, Boronic acid, cyclohexyl-, Cyclohexaneboronic acid, MFCD01311824, Cyclohexylboronicacid, BRN 1921820, Boronic acid, cyclohexyl- (9CI), Cyclohexyl boronic acid, 4-16-00-01653 (Beilstein Handbook Reference), SCHEMBL127115, DTXSID30196162, XDRVAZAFNWDVOE-UHFFFAOYSA-N, BCP22758, BBL102850, SBB052596, STL556658, AKOS001013988, AB08478, AC-9537, BCP9000567, CS-W007574, GS-6574, SY008103, DB-009646, C2188, EN300-103018, Z56789446, F0001-1209
Application
Cyclohexylboronic Acid is primarily employed in palladium-catalyzed cross-coupling reactions to synthesize biaryl compounds for drug discovery and material science. It serves as a key intermediate in the preparation of cyclohexyl-substituted pharmaceuticals and agrochemicals. The compound is also used in protodeboronation studies and as a building block for boron-containing polymers.
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 (83.3%): 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. 2A (100%)
- STOT SE 3 (83.3%)
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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.


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