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Atomfair 2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene 2,7-Naphthalenediboronic Acid Bis(pinacol) Ester C22H30B2O4 CAS 853377-10-3

2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene (CAS No. 853377-10-3) is a high-purity boronic ester derivative with the molecular formula C22H30B2O4. This compound features two pinacol boronate ester groups attached to a naphthalene core, making it a valuable intermediate in organic synthesis and cross-coupling reactions. Its IUPAC name is 4,4,5,5-tetramethyl-2-[7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-yl]-1,3,2-dioxaborolane . The product is supplied as a crystalline solid with exceptional stability under inert conditions, ensuring reliable performance in sensitive applications. Ideal for Suzuki-Miyaura couplings, this reagent is widely used in pharmaceutical research, materials science, and polymer chemistry. Store under nitrogen or argon at room temperature to maintain optimal purity and shelf life.

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Description

2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene (CAS No. 853377-10-3) is a high-purity boronic ester derivative with the molecular formula C22H30B2O4. This compound features two pinacol boronate ester groups attached to a naphthalene core, making it a valuable intermediate in organic synthesis and cross-coupling reactions. Its IUPAC name is 4,4,5,5-tetramethyl-2-[7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-yl]-1,3,2-dioxaborolane. The product is supplied as a crystalline solid with exceptional stability under inert conditions, ensuring reliable performance in sensitive applications. Ideal for Suzuki-Miyaura couplings, this reagent is widely used in pharmaceutical research, materials science, and polymer chemistry. Store under nitrogen or argon at room temperature to maintain optimal purity and shelf life.

Properties

  • CAS Number: 853377-10-3
  • Complexity: 521
  • IUPAC Name: 4,4,5,5-tetramethyl-2-[7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthyl]-1,3,2-dioxaborolane
  • InChI: InChI=1S/C22H30B2O4/c1-19(2)20(3,4)26-23(25-19)17-11-9-15-10-12-18(14-16(15)13-17)24-27-21(5,6)22(7,8)28-24/h9-14H,1-8H3
  • InChI Key: PQQMFCQMJJVNTR-UHFFFAOYSA-N
  • Exact Mass: 380.2330198
  • Molecular Formula: C22H30B2O4
  • Molecular Weight: 380.1
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)C=CC(=C3)B4OC(C(O4)(C)C)(C)C
  • Topological: 36.9
  • Monoisotopic Mass: 380.2330198
  • Synonyms: 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene, 853377-10-3, 4,4,5,5-tetramethyl-2-[7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-yl]-1,3,2-dioxaborolane, 2,7-Naphthalenediboronic Acid Bis(pinacol) Ester, MFCD22381082, SCHEMBL1294059, PQQMFCQMJJVNTR-UHFFFAOYSA-N, AKOS040768137, B5288, CS-0312026, D89120, 4,4,5,5-tetramethyl-2-[7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthyl]-1,3,2-dioxaborolane

Application

2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene is a key reagent in Suzuki-Miyaura cross-coupling reactions for constructing conjugated organic frameworks. It is extensively used in the synthesis of organic electronic materials, such as OLEDs and photovoltaic compounds, due to its rigid naphthalene backbone. Researchers also employ this boronic ester in medicinal chemistry for creating biaryl structures in drug discovery. Its stability and reactivity make it suitable for palladium-catalyzed transformations under mild conditions.

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