Description

2,2-Dimethylethenylboronic acid (CAS No. 14559-88-7) is a high-purity boronic acid derivative with the molecular formula C₄H₉BO₂. This compound, also known by its IUPAC name 2-methylprop-1-enylboronic acid, is a versatile organoboron reagent widely used in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern synthetic organic chemistry. Its unique structure, featuring a reactive boronic acid group adjacent to a sterically hindered alkene, makes it particularly valuable for constructing complex molecular architectures with precision.

Our product is rigorously tested to ensure exceptional purity and consistency, making it ideal for pharmaceutical research, material science, and catalysis studies. It is supplied as a white to off-white crystalline solid, packaged under inert conditions to maintain stability. Each batch is accompanied by comprehensive analytical data, including ¹H NMR, ¹³C NMR, and HPLC reports, guaranteeing reliability for your most demanding applications.

Key Synonyms: (2-METHYLPROP-1-EN-1-YL)BORONIC ACID, DTXSID70376880, DTXCID20327908

Properties

• CAS Number: 14559-88-7
• Complexity: 73.8
• IUPAC Name: 2-methylprop-1-enylboronic acid
• InChI: InChI=1S/C4H9BO2/c1-4(2)3-5(6)7/h3,6-7H,1-2H3
• InChI Key: FWJRSOGVYOIVOC-UHFFFAOYSA-N
• Exact Mass: 100.0695597
• Molecular Formula: C4H9BO2
• Molecular Weight: 99.93
• SMILES: B(C=C(C)C)(O)O
• Topological: 40.5
• Monoisotopic Mass: 100.0695597
• Synonyms: 2,2-Dimethylethenylboronic acid, 14559-88-7, DTXSID70376880, DTXCID20327908, (2-METHYLPROP-1-EN-1-YL)BORONIC ACID, 2-methylprop-1-enylboronic Acid, Boronic acid, B-(2-methyl-1-propen-1-yl)-, MFCD01074609, Boronic acid, (2-methyl-1-propenyl)-, 2-methyl-1-propenylboronic acid, Boronic acid,B-(2-methyl-1-propen-1-yl)-, (2-methyl-1-propen-1-yl)boronic acid, SCHEMBL734381, FWJRSOGVYOIVOC-UHFFFAOYSA-N, BBL101669, STL555465, 2-methyl-1-propen-1-yl-boronic acid, AKOS006275287, AB08065, AC-33882, AS-64835, DA-35283, SY064246, 2,2-dimethylethenylboronic acid, AldrichCPR, CS-0046252, (2-METHYLPROP-1-EN-1-YL)BORONICACID, EN300-260122, F16057, 2,2-Dimethylethenylboronic acidcontains varying amounts of Anhydride

Application

2,2-Dimethylethenylboronic acid is a critical reagent in Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds in complex organic synthesis. Its sterically hindered alkene group allows for selective coupling in the construction of pharmaceuticals, agrochemicals, and advanced materials. Researchers also utilize it in the development of boron-containing polymers and as a precursor for catalytic systems. This compound is particularly valuable in medicinal chemistry for creating novel drug candidates with improved efficacy and selectivity.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.