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Atomfair 4-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)morpholine C16H24BNO3 CAS 852227-95-3

4-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)morpholine (CAS No. 852227-95-3) is a high-purity boronate ester compound with the molecular formula C16H24BNO3. This advanced intermediate is widely utilized in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern synthetic organic chemistry. The compound features a morpholine-substituted phenyl ring coupled with a pinacol boronate ester group, offering exceptional stability and reactivity for aryl-aryl bond formation. With a molecular weight of 289.18 g/mol, this reagent is supplied as a crystalline solid with >95% purity (HPLC), ensuring consistent performance in demanding synthetic applications. Proper storage under inert atmosphere at 2-8°C is recommended to maintain optimal stability. This product is ideal for pharmaceutical…

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Description

4-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)morpholine (CAS No. 852227-95-3) is a high-purity boronate ester compound with the molecular formula C16H24BNO3. This advanced intermediate is widely utilized in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern synthetic organic chemistry. The compound features a morpholine-substituted phenyl ring coupled with a pinacol boronate ester group, offering exceptional stability and reactivity for aryl-aryl bond formation. With a molecular weight of 289.18 g/mol, this reagent is supplied as a crystalline solid with >95% purity (HPLC), ensuring consistent performance in demanding synthetic applications. Proper storage under inert atmosphere at 2-8°C is recommended to maintain optimal stability. This product is ideal for pharmaceutical research, material science, and the development of novel organic electronic materials.

Properties

  • CAS Number: 852227-95-3
  • Complexity: 353
  • IUPAC Name: 4-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]morpholine
  • InChI: InChI=1S/C16H24BNO3/c1-15(2)16(3,4)21-17(20-15)13-6-5-7-14(12-13)18-8-10-19-11-9-18/h5-7,12H,8-11H2,1-4H3
  • InChI Key: NCJDKFFODGZRRL-UHFFFAOYSA-N
  • Exact Mass: 289.1849238
  • Molecular Formula: C16H24BNO3
  • Molecular Weight: 289.2
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=CC=C2)N3CCOCC3
  • Topological: 30.9
  • Monoisotopic Mass: 289.1849238
  • Synonyms: 852227-95-3, 4-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]morpholine, 4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)morpholine, DTXSID40400621, DTXCID90351477, 801-493-2, 3-morpholinophenylboronic acid pinacol ester, 3-(morpholino)phenylboronic acid pinacol ester, 3-Morpholinophenylboronic acid, pinacol ester, MFCD03412097, 3-(4-MORPHOLINO)PHENYLBORONIC ACID PINACOL ESTER, SCHEMBL856181, (3-MORPHOLINOPHENYL)BORONIC ACID PINACOL ESTER, NCJDKFFODGZRRL-UHFFFAOYSA-N, 4-[3-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]morpholine, AKOS015920432, AB14370, CS-W005450, DS-1518, SY037909, DB-015841, T3237, EN300-1674531, Z1741978295, 2-[3-(Morpholino)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 4-[3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-morpholine, 4-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]morpholine, 4-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]morpholin

Application

This boronate ester is primarily employed as a key building block in palladium-catalyzed cross-coupling reactions for biaryl synthesis. It enables efficient construction of complex molecular architectures in medicinal chemistry and materials science. The morpholine moiety provides enhanced solubility in organic solvents while maintaining reactivity in coupling reactions. Researchers value this compound for its stability and reliability in synthesizing drug candidates and functional materials.

Safety and Hazards

GHS Hazard Statements

  • H302 (75%): Harmful if swallowed [Warning Acute toxicity, oral]
  • H312 (75%): Harmful in contact with skin [Warning Acute toxicity, dermal]
  • H315 (75%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (75%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
  • H332 (75%): Harmful if inhaled [Warning Acute toxicity, inhalation]
  • H335 (50%): 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 (75%)
  • Acute Tox. 4 (75%)
  • Skin Irrit. 2 (75%)
  • Eye Irrit. 2 (75%)
  • Acute Tox. 4 (75%)
  • STOT SE 3 (50%)

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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).

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.

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