Description

(Prop-1-en-2-yl)boronic acid (CAS No. 14559-87-6) is a highly versatile boronic acid derivative with the molecular formula C₃H₇BO₂. This organoboron compound is characterized by its reactive boronic acid functional group, making it a valuable intermediate in organic synthesis and cross-coupling reactions. With its IUPAC name prop-1-en-2-ylboronic acid, this compound is particularly useful in Suzuki-Miyaura coupling reactions, enabling the formation of carbon-carbon bonds in complex molecular architectures. The compound is supplied as a white to off-white crystalline powder with high purity, ensuring optimal performance in research and industrial applications. Store in a cool, dry place under inert conditions to maintain stability and reactivity.

Properties

• CAS Number: 14559-87-6
• Complexity: 59.8
• IUPAC Name: isopropenylboronic acid
• InChI: InChI=1S/C3H7BO2/c1-3(2)4(5)6/h5-6H,1H2,2H3
• InChI Key: WCONKKYQBKPMNZ-UHFFFAOYSA-N
• Exact Mass: 86.0539096
• Molecular Formula: C3H7BO2
• Molecular Weight: 85.90
• SMILES: B(C(=C)C)(O)O
• Topological: 40.5
• Monoisotopic Mass: 86.0539096
• Synonyms: (prop-1-en-2-yl)boronic acid, 816-807-3, Prop-1-en-2-ylboronic Acid, 14559-87-6, isopropenylboronic acid, Boronic acid, B-(1-methylethenyl)-, 1-propen-2-ylboronic acid, MFCD02179500, 1-propene-2-boronic acid, Boronic acid, (1-methylethenyl)-, isopropenyl boronic acid, Prop-1-en-2-ylboronicAcid, SCHEMBL531585, prop-1-en-2-yl boronic acid, (1-methylethenyl)-Boronic acid, DTXSID90445901, WCONKKYQBKPMNZ-UHFFFAOYSA-N, AKOS016002368, FP76312, AS-80317, SY027002, CS-0175097, EN300-120113

Application

(Prop-1-en-2-yl)boronic acid is widely employed in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions to form C-C bonds in pharmaceuticals and agrochemicals. It serves as a key intermediate in the preparation of biologically active compounds and functional materials. Researchers also utilize it in polymer chemistry and the development of advanced materials due to its reactivity and stability under controlled conditions.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (100%): Causes serious eye damage [Danger 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+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Skin Irrit. 2 (100%)
• Eye Dam. 1 (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.