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Atomfair 1,3,5-Phenyltriboronic acid, tris(pinacol) ester C24H39B3O6 CAS 365564-05-2

1,3,5-Phenyltriboronic acid, tris(pinacol) ester (CAS: 365564-05-2) is a high-purity boronic ester derivative with the molecular formula C24H39B3O6. This compound features a benzene core symmetrically functionalized with three pinacol boronate ester groups, making it a valuable trifunctional building block in organic synthesis and materials science. Its IUPAC name is 2-[3,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane . The pinacol ester groups enhance stability and solubility in organic solvents, facilitating Suzuki-Miyaura cross-coupling reactions and other transition-metal-catalyzed transformations. Ideal for researchers developing conjugated polymers, pharmaceuticals, or advanced organic frameworks, this reagent is rigorously quality-controlled to ensure consistent performance in demanding applications.

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Description

1,3,5-Phenyltriboronic acid, tris(pinacol) ester (CAS: 365564-05-2) is a high-purity boronic ester derivative with the molecular formula C24H39B3O6. This compound features a benzene core symmetrically functionalized with three pinacol boronate ester groups, making it a valuable trifunctional building block in organic synthesis and materials science. Its IUPAC name is 2-[3,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane. The pinacol ester groups enhance stability and solubility in organic solvents, facilitating Suzuki-Miyaura cross-coupling reactions and other transition-metal-catalyzed transformations. Ideal for researchers developing conjugated polymers, pharmaceuticals, or advanced organic frameworks, this reagent is rigorously quality-controlled to ensure consistent performance in demanding applications.

Properties

  • CAS Number: 365564-05-2
  • Complexity: 605
  • IUPAC Name: 2-[3,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • InChI: InChI=1S/C24H39B3O6/c1-19(2)20(3,4)29-25(28-19)16-13-17(26-30-21(5,6)22(7,8)31-26)15-18(14-16)27-32-23(9,10)24(11,12)33-27/h13-15H,1-12H3
  • InChI Key: VKOLBYNBPONPAE-UHFFFAOYSA-N
  • Exact Mass: 456.3025795
  • Molecular Formula: C24H39B3O6
  • Molecular Weight: 456.0
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=CC(=C2)B3OC(C(O3)(C)C)(C)C)B4OC(C(O4)(C)C)(C)C
  • Topological: 55.4
  • Monoisotopic Mass: 456.3025795
  • Synonyms: 1,3,5-PHENYLTRIBORONIC ACID, TRIS(PINACOL) ESTER, 805-550-2, 365564-05-2, 1,3,5-Tris(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene, 1,3,5-Benzenetriboronic acid tris(pinacol) ester, 2-[3,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, MFCD17167305, 1,3,5-PHENYLTRIBORONIC ACID, PINACOL ESTER, C24H39B3O6, 1,3,5-Phenyltriboronic acid pinacol ester, 1,3,2-Dioxaborolane, 2,2′,2”-(1,3,5-benzenetriyl)tris[4,4,5,5-tetramethyl-, YSZC315, SCHEMBL517499, DTXSID50718345, AKOS015960243, AS-2569, SY026100, CS-0104578, T3515, BENZENE-1,3,5-TRIYLTRIBORONIC ACID PINACOL ESTER, 1,3,5-Phenyltriboronic acid, tris(pinacol) ester, >=97%, 1,3,5-Phenyltriboronic acid, tris(pinacol) ester, AldrichCPR, 1 pound not3 pound not5-Benzenetriboronic Acid Tris(pinacol) Ester, 2,2′,2”-(Benzene-1,3,5-triyl)tris(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Application

This compound serves as a key precursor in Suzuki-Miyaura cross-coupling reactions to construct star-shaped or dendritic molecular architectures. It enables the synthesis of conjugated organic materials for OLEDs and photovoltaic devices due to its trifunctional boronic ester groups. Researchers also utilize it in metal-organic framework (MOF) design and pharmaceutical intermediate preparation.

Safety and Hazards

GHS Hazard Statements

  • H302 (66.7%): Harmful if swallowed [Warning Acute toxicity, oral]
  • H312 (66.7%): Harmful in contact with skin [Warning Acute toxicity, dermal]
  • H315 (33.3%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (33.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
  • H332 (66.7%): Harmful if inhaled [Warning Acute toxicity, inhalation]
  • H335 (33.3%): 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, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

  • Acute Tox. 4 (66.7%)
  • Acute Tox. 4 (66.7%)
  • Acute Tox. 4 (66.7%)

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Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

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  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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