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Atomfair 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid C13H17BO4 CAS 180516-87-4

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid (CAS No. 180516-87-4) is a high-purity boronic ester derivative with the molecular formula C13H17BO4. This compound features a benzoic acid functional group tethered to a stable 4,4,5,5-tetramethyl-1,3,2-dioxaborolane ring, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions and other organoboron chemistry applications . Its crystalline solid form and well-defined structure ensure consistent reactivity, ideal for pharmaceutical synthesis, material science, and agrochemical research. Packaged under inert conditions to maintain stability, this reagent is rigorously tested via HPLC, NMR, and mass spectrometry to guarantee ≥95% purity. Suitable for use in organic synthesis, catalysis, and medicinal chemistry , it is a…

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Description

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid (CAS No. 180516-87-4) is a high-purity boronic ester derivative with the molecular formula C13H17BO4. This compound features a benzoic acid functional group tethered to a stable 4,4,5,5-tetramethyl-1,3,2-dioxaborolane ring, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions and other organoboron chemistry applications. Its crystalline solid form and well-defined structure ensure consistent reactivity, ideal for pharmaceutical synthesis, material science, and agrochemical research. Packaged under inert conditions to maintain stability, this reagent is rigorously tested via HPLC, NMR, and mass spectrometry to guarantee ≥95% purity. Suitable for use in organic synthesis, catalysis, and medicinal chemistry, it is a critical building block for constructing complex aromatic systems.

Properties

  • CAS Number: 180516-87-4
  • Complexity: 316
  • IUPAC Name: 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid
  • InChI: InChI=1S/C13H17BO4/c1-12(2)13(3,4)18-14(17-12)10-7-5-9(6-8-10)11(15)16/h5-8H,1-4H3,(H,15,16)
  • InChI Key: IYDKBQIEOBXLTP-UHFFFAOYSA-N
  • Exact Mass: 248.1219892
  • Molecular Formula: C13H17BO4
  • Molecular Weight: 248.08
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)C(=O)O
  • Topological: 55.8
  • Monoisotopic Mass: 248.1219892
  • Synonyms: 180516-87-4, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid, DTXSID90370401, DTXCID70321436, 671-851-9, 4-Carboxyphenylboronic acid pinacol ester, 4-Carboxylphenylboronic acid pinacol ester, 4-carboxyphenylboronic acid, pinacol ester, BENZOIC ACID, 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-, MFCD01863710, 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid, 4-carboxybenzeneboronic acid pinacol ester, 2-(4-Carboxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 4-carboxybenzeneboronic acid, pinacol ester, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoicacid, 4-carboxyphenylboronic acid,pinacol ester, 6G88YG5AGB, SCHEMBL105188, 4-Carboxyphenylboronic acid pinacol, 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid, SBB068309, 4-carboxyphenylboronic acid pinacolate, AKOS015915428, AC-6993, AS-2258, CS-W000887, FC33232, HY-W000887, 4-BORONOBENZOIC ACID PINACOL ESTER, PD200170, SY002371, (4-carboxyphenyl)boronic acid pinacol ester, (4-carboxyphenyl)boronic acid, pinacol ester, T2841, 4-carboxybenzeneboronic acid pinacolcyclicester, EN300-99184, 4-Carboxylphenylboronic acid pinacol ester, 97%, 4-carboxyphenylboronic acid, pinacol cyclic ester, Z1324655439, 4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzoic acid, 4-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-benzoic acid, 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)benzoic acid, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-benzoic acid

Application

This compound is widely used as a key intermediate in palladium-catalyzed cross-coupling reactions, enabling the synthesis of biaryl structures for drug discovery and materials science. Its boronic ester moiety facilitates efficient Suzuki-Miyaura couplings with aryl halides, while the carboxylic acid group allows further derivatization. Researchers employ it in the development of OLED materials, pharmaceuticals, and agrochemicals due to its stability and reactivity. It is also valuable in proteomics and bioconjugation as a linker or labeling agent.

Safety and Hazards

GHS Hazard Statements

  • H302 (20%): Harmful if swallowed [Warning Acute toxicity, oral]
  • H312 (20%): Harmful in contact with skin [Warning Acute toxicity, dermal]
  • H315 (80%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (80%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
  • H332 (20%): Harmful if inhaled [Warning Acute toxicity, inhalation]
  • H335 (80%): 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 (20%)
  • Acute Tox. 4 (20%)
  • Skin Irrit. 2 (80%)
  • Eye Irrit. 2A (80%)
  • Acute Tox. 4 (20%)
  • STOT SE 3 (80%)

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

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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