Get FREE SHIPPING when you spend $99 or more | ATOMFAIR

Awaiting product image

Atomfair 2-[3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-YL)-allyloxy]-tetrahydro-pyran C14H25BO4 CAS 642066-70-4

2-[3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-YL)-allyloxy]-tetrahydro-pyran (CAS No. 642066-70-4) is a high-purity boronic ester compound with the molecular formula C14H25BO4. This specialized chemical features a tetrahydro-pyran (THP) protected allyloxy group coupled with a pinacol boronate ester, making it a versatile intermediate in organic synthesis and cross-coupling reactions. Its IUPAC name, 4,4,5,5-tetramethyl-2-[(E)-3-(oxan-2-yloxy)prop-1-enyl]-1,3,2-dioxaborolane , highlights its stereospecific (E)-configuration and functional group reactivity. Ideal for Suzuki-Miyaura couplings, this compound is rigorously tested for consistency, stability, and low impurity profiles, ensuring reliable performance in research and industrial applications. Supplied in sealed containers under inert conditions to maintain integrity.

Category:

Description

2-[3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-YL)-allyloxy]-tetrahydro-pyran (CAS No. 642066-70-4) is a high-purity boronic ester compound with the molecular formula C14H25BO4. This specialized chemical features a tetrahydro-pyran (THP) protected allyloxy group coupled with a pinacol boronate ester, making it a versatile intermediate in organic synthesis and cross-coupling reactions. Its IUPAC name, 4,4,5,5-tetramethyl-2-[(E)-3-(oxan-2-yloxy)prop-1-enyl]-1,3,2-dioxaborolane, highlights its stereospecific (E)-configuration and functional group reactivity. Ideal for Suzuki-Miyaura couplings, this compound is rigorously tested for consistency, stability, and low impurity profiles, ensuring reliable performance in research and industrial applications. Supplied in sealed containers under inert conditions to maintain integrity.

Properties

  • CAS Number: 642066-70-4
  • Complexity: 311
  • IUPAC Name: 4,4,5,5-tetramethyl-2-[(E)-3-tetrahydropyran-2-yloxyprop-1-enyl]-1,3,2-dioxaborolane
  • InChI: InChI=1S/C14H25BO4/c1-13(2)14(3,4)19-15(18-13)9-7-11-17-12-8-5-6-10-16-12/h7,9,12H,5-6,8,10-11H2,1-4H3/b9-7+
  • InChI Key: MHSOBXCZCRNELG-VQHVLOKHSA-N
  • Exact Mass: 268.1845894
  • Molecular Formula: C14H25BO4
  • Molecular Weight: 268.16
  • SMILES: B1(OC(C(O1)(C)C)(C)C)/C=C/COC2CCCCO2
  • Topological: 36.9
  • Monoisotopic Mass: 268.1845894
  • Synonyms: 642066-70-4, 2-[3-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-ALLYLOXY]-TETRAHYDRO-PYRAN, (E)-4,4,5,5-Tetramethyl-2-(3-((tetrahydro-2H-pyran-2-yl)oxy)prop-1-en-1-yl)-1,3,2-dioxaborolane, TRANS-3-(TETRAHYDROPYRAN-2-YLOXY)PROPEN-1-YLBORONIC ACID, PINACOL ESTER, trans-3-(Tetrahydropyran-2-yloxy)propen-1-ylboronic acid pinacol ester, 4,4,5,5-tetramethyl-2-[(E)-3-(oxan-2-yloxy)prop-1-enyl]-1,3,2-dioxaborolane, 4,4,5,5-Tetramethyl-2-(3-((tetrahydro-2H-pyran-2-yl)oxy)prop-1-en-1-yl)-1,3,2-dioxaborolane, MFCD03788736, SCHEMBL762313, 4,4,5,5-TETRAMETHYL-2-[3-(OXAN-2-YLOXY)PROP-1-EN-1-YL]-1,3,2-DIOXABOROLANE, AKOS015969106, BS-22575, CS-0175491, trans-2-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyoxy]tetrahydropyran, AldrichCPR

Application

This compound is widely used as a key intermediate in palladium-catalyzed cross-coupling reactions, particularly Suzuki-Miyaura couplings, to form carbon-carbon bonds in complex organic synthesis. Its THP-protected allyloxy group enhances stability during storage and handling while remaining deprotectable under mild acidic conditions. Applications include pharmaceutical development, agrochemical research, and materials science, where boronic esters serve as pivotal building blocks. The (E)-configuration ensures selective reactivity in stereospecific transformations.

Safety and Hazards

GHS Hazard Statements

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

Hazard Classes and Categories

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

If you are interested or have any questions, please contact us at support@atomfair.com

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).

Patent & Regulatory Compliance

Certain molecules may be protected by active patents or regulatory restrictions.

  • Buyers must independently verify patent status (e.g., via USPTO/EPO/CNIPA) and comply with local laws.
  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

Liability Release

By purchasing, the buyer agrees to:

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

Reviews

There are no reviews yet.

Only logged in customers who have purchased this product may leave a review.

Related products