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Atomfair N-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)aniline C30H37B2NO4 CAS 267221-89-6

N-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)aniline (CAS No. 267221-89-6) is a high-purity boronate ester compound with the molecular formula C30H37B2NO4. This advanced organic intermediate features two 4,4,5,5-tetramethyl-1,3,2-dioxaborolane groups, making it a valuable reagent for Suzuki-Miyaura cross-coupling reactions and other transition-metal-catalyzed processes. The compound’s symmetrical structure and electron-rich aromatic system enhance its utility in polymer chemistry, OLED material synthesis, and pharmaceutical research . Supplied as a crystalline solid with ≥95% purity (HPLC), it’s rigorously characterized by 1H NMR, 13C NMR, and mass spectrometry . Proper storage under inert atmosphere at 2-8°C is recommended to maintain stability.

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Description

N-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)aniline (CAS No. 267221-89-6) is a high-purity boronate ester compound with the molecular formula C30H37B2NO4. This advanced organic intermediate features two 4,4,5,5-tetramethyl-1,3,2-dioxaborolane groups, making it a valuable reagent for Suzuki-Miyaura cross-coupling reactions and other transition-metal-catalyzed processes. The compound’s symmetrical structure and electron-rich aromatic system enhance its utility in polymer chemistry, OLED material synthesis, and pharmaceutical research. Supplied as a crystalline solid with ≥95% purity (HPLC), it’s rigorously characterized by 1H NMR, 13C NMR, and mass spectrometry. Proper storage under inert atmosphere at 2-8°C is recommended to maintain stability.

Properties

  • CAS Number: 267221-89-6
  • Complexity: 692
  • IUPAC Name: N-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]aniline
  • InChI: InChI=1S/C30H37B2NO4/c1-27(2)28(3,4)35-31(34-27)22-14-18-25(19-15-22)33(24-12-10-9-11-13-24)26-20-16-23(17-21-26)32-36-29(5,6)30(7,8)37-32/h9-21H,1-8H3
  • InChI Key: YHJHDKVUNWSDNM-UHFFFAOYSA-N
  • Exact Mass: 497.2908690
  • Molecular Formula: C30H37B2NO4
  • Molecular Weight: 497.2
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)N(C3=CC=CC=C3)C4=CC=C(C=C4)B5OC(C(O5)(C)C)(C)C
  • Topological: 40.2
  • Monoisotopic Mass: 497.2908690
  • Synonyms: N-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)aniline, 267221-89-6, N-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]aniline, starbld0000170, SCHEMBL771817, XH1632, BS-51954, E84212

Application

This bifunctional boronate ester serves as a key building block in organic electronic materials, particularly for synthesizing conjugated polymers in OLED devices. Researchers utilize it in Pd-catalyzed cross-coupling reactions to create extended π-systems for optoelectronic applications. The compound’s dual reactivity enables efficient synthesis of high-molecular-weight materials with precise structural control. It’s also employed in pharmaceutical research for constructing biaryl scaffolds prevalent in drug discovery.

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