Atomfair

Awaiting product image

Atomfair (E)-2-(But-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane trans-Crotylboronic acid pinacol ester, E-CrotylBPin C10H19BO2 CAS 69611-02-5

(E)-2-(But-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS No. 69611-02-5) is a high-purity organoboron compound widely used in organic synthesis and pharmaceutical research. This reagent, with the molecular formula C10H19BO2, is a stable, crystalline solid under standard conditions, offering excellent reactivity in cross-coupling reactions such as Suzuki-Miyaura couplings. Its IUPAC name, 2-[(E)-but-2-enyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane , reflects its structural precision, featuring a pinacol-protected boronate ester group and a trans-crotyl moiety. This compound is rigorously tested for purity (typically ≥95% by GC or NMR) and is packaged under inert gas to ensure stability. Ideal for researchers seeking reliable boron-based building blocks for C-C bond formation, catalysis, or material science applications.

Category:

Description

(E)-2-(But-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS No. 69611-02-5) is a high-purity organoboron compound widely used in organic synthesis and pharmaceutical research. This reagent, with the molecular formula C10H19BO2, is a stable, crystalline solid under standard conditions, offering excellent reactivity in cross-coupling reactions such as Suzuki-Miyaura couplings. Its IUPAC name, 2-[(E)-but-2-enyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, reflects its structural precision, featuring a pinacol-protected boronate ester group and a trans-crotyl moiety. This compound is rigorously tested for purity (typically ≥95% by GC or NMR) and is packaged under inert gas to ensure stability. Ideal for researchers seeking reliable boron-based building blocks for C-C bond formation, catalysis, or material science applications.

Properties

  • CAS Number: 69611-02-5
  • Complexity: 193
  • IUPAC Name: 2-[(E)-but-2-enyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • InChI: InChI=1S/C10H19BO2/c1-6-7-8-11-12-9(2,3)10(4,5)13-11/h6-7H,8H2,1-5H3/b7-6+
  • InChI Key: ARSSMJZIAKUXEW-VOTSOKGWSA-N
  • Exact Mass: 182.1478100
  • Molecular Formula: C10H19BO2
  • Molecular Weight: 182.07
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C/C=C/C
  • Topological: 18.5
  • Monoisotopic Mass: 182.1478100
  • Synonyms: 69611-02-5, trans-Crotylboronic acid pinacol ester, (E)-2-(But-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 167773-12-8, E-Crotylboronic acid pinacol ester, 2-(But-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-[(E)-but-2-enyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-[(2E)-BUT-2-EN-1-YL]-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE, 1,3,2-Dioxaborolane, 2-(2-buten-1-yl)-4,4,5,5-tetramethyl-, 2-[(2Z)-But-2-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, SCHEMBL11941627, ARSSMJZIAKUXEW-VOTSOKGWSA-N, AKOS030623157, AS-63883, DB-319266, CS-0129386, trans-Crotylboronic acid pinacol ester, 95%, E76842

Application

This compound is primarily employed in palladium-catalyzed Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of complex organic molecules with high stereoselectivity. It serves as a key intermediate in pharmaceutical research for constructing bioactive compounds with olefinic motifs. Additionally, it is used in materials science for designing boron-containing polymers and functionalized surfaces.

Safety and Hazards

GHS Hazard Statements

  • H227 (100%): Combustible liquid [Warning Flammable liquids]
  • 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

  • P210, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403, P403+P233, P405, and P501

Hazard Classes and Categories

  • Flam. Liq. 4 (100%)
  • Skin Irrit. 2 (100%)
  • Eye Irrit. 2A (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