Description

(Cyclopent-1-en-1-yl)boronic acid (CAS: 850036-28-1) is a high-purity boronic acid derivative widely utilized in organic synthesis, pharmaceutical research, and materials science. With the molecular formula C₅H₉BO₂, this compound serves as a versatile building block for Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds in complex molecular architectures. Its cyclopentenyl backbone enhances reactivity in transition-metal-catalyzed transformations, making it indispensable for medicinal chemistry and drug discovery applications. Available in various quantities, this reagent is rigorously tested for consistency, stability, and performance to meet the demands of industrial and academic laboratories.

Properties

• CAS Number: 850036-28-1
• Complexity: 109
• IUPAC Name: cyclopenten-1-ylboronic acid
• InChI: InChI=1S/C5H9BO2/c7-6(8)5-3-1-2-4-5/h3,7-8H,1-2,4H2
• InChI Key: UZBHNSVUMGIKLU-UHFFFAOYSA-N
• Exact Mass: 112.0695597
• Molecular Formula: C5H9BO2
• Molecular Weight: 111.94
• SMILES: B(C1=CCCC1)(O)O
• Topological: 40.5
• Monoisotopic Mass: 112.0695597
• Synonyms: (Cyclopent-1-en-1-yl)boronic acid, 691-688-7, 850036-28-1, cyclopenten-1-ylboronic acid, cyclopent-1-en-1-ylboronic acid, 1-cyclopentenylboronic Acid, cyclopentenylboronic acid, 1-cyclopenteneboronic acid, cyclopenten-1-yl boronic acid, CYCLOPENTENE-1-BORONIC ACID, MFCD02179496, Cyclopent-1-ene-1-boronic acid, 1-Cyclopentenylboronic Acid (contains varying amounts of Anhydride), Boronic acid, 1-cyclopenten-1-yl-, C5H9BO2, cyclopenteneboronic acid, Cyclopent-1-enyl boronic acid, cyclopent-1-enyl-boronic acid, SCHEMBL336524, 1-cyclopenten-1-ylboronic acid, DTXSID40397507, UZBHNSVUMGIKLU-UHFFFAOYSA-N, BCP21607, AKOS006230633, AB11270, CS-W000981, GS-5857, HY-W000981, cyclopenten-1-ylboronic acid, AldrichCPR, AC-31778, DA-17066, FC137349, SY026107, C2893, EN300-126090, Z1201621640, 1-Cyclopenteneboronic Acid;Cyclopentenylboronic acid;Cyclopent-1-ene-1-boronic acid

(Cyclopent-1-en-1-yl)boronic acid is primarily employed in Suzuki-Miyaura cross-coupling reactions to synthesize biaryl and heteroaryl compounds. It is also used in the development of pharmaceutical intermediates and agrochemicals due to its robust reactivity. Researchers leverage its boronic acid functionality for proteolysis-targeting chimeras (PROTACs) and boron neutron capture therapy (BNCT) applications. Additionally, it serves as a precursor in polymer and materials science for functionalized organic frameworks.

Safety and Hazards

GHS Hazard Statements

• H302+H312+H332 (83%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]
• H302 (83%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (83%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (91.5%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (83%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H319 (17%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (83%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (97.9%): 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, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (83%)
• Acute Tox. 4 (83%)
• Skin Irrit. 2 (91.5%)
• Eye Dam. 1 (83%)
• Eye Irrit. 2A (17%)
• Acute Tox. 4 (83%)
• STOT SE 3 (97.9%)

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