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Atomfair 4-Bromo[2.2]paracyclophane C16H15Br CAS 1908-61-8

4-Bromo[2.2]paracyclophane (CAS No. 1908-61-8) is a highly specialized brominated derivative of [2.2]paracyclophane, featuring the molecular formula C16H15Br . This compound is characterized by its unique bridged cyclic structure, which incorporates a bromine substituent at the 4-position, enhancing its reactivity and utility in advanced synthetic applications. Its IUPAC name, 5-bromotricyclo[8.2.2.24,7]hexadeca-1(13),4,6,10(14),11,15-hexaene , reflects its intricate polycyclic framework. Ideal for researchers in organic chemistry and materials science, this high-purity reagent is rigorously tested for quality and consistency, ensuring reliable performance in complex reactions such as cross-coupling, polymerization, and supramolecular assembly.

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Description

4-Bromo[2.2]paracyclophane (CAS No. 1908-61-8) is a highly specialized brominated derivative of [2.2]paracyclophane, featuring the molecular formula C16H15Br. This compound is characterized by its unique bridged cyclic structure, which incorporates a bromine substituent at the 4-position, enhancing its reactivity and utility in advanced synthetic applications. Its IUPAC name, 5-bromotricyclo[8.2.2.24,7]hexadeca-1(13),4,6,10(14),11,15-hexaene, reflects its intricate polycyclic framework. Ideal for researchers in organic chemistry and materials science, this high-purity reagent is rigorously tested for quality and consistency, ensuring reliable performance in complex reactions such as cross-coupling, polymerization, and supramolecular assembly.

Properties

  • CAS Number: 1908-61-8
  • Complexity: 242
  • IUPAC Name: 5-bromotricyclo[8.2.2.24,7]hexadeca-1(13),4,6,10(14),11,15-hexaene
  • InChI: InChI=1S/C16H15Br/c17-16-11-14-6-5-12-1-3-13(4-2-12)7-9-15(16)10-8-14/h1-4,8,10-11H,5-7,9H2
  • InChI Key: RJOYWTPJYZNRJD-UHFFFAOYSA-N
  • Exact Mass: 286.03571
  • Molecular Formula: C16H15Br
  • Molecular Weight: 287.19
  • SMILES: C1CC2=CC(=C(CCC3=CC=C1C=C3)C=C2)Br
  • Monoisotopic Mass: 286.03571
  • Synonyms: 4-Bromo[2.2]paracyclophane, 1908-61-8, 37503-79-0, racemic-4-Bromo[2.2]paracyclophane, 37503-80-3, (1R)-5-Bromotricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaene, (1S)-5-Bromotricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaene, MFCD00187358, (R)-4-Bromo[2.2]paracyclophane, 5-bromotricyclo[8.2.2.24,7]hexadeca-1(13),4,6,10(14),11,15-hexaene, (S)-4-Bromo[2.2]paracyclophane, SCHEMBL2262585, DTXSID20453170, AS-86098, SY068441, DB-044746, CS-0098583, CS-0098587, (R)-(-)-4-BROMO[2.2]PARACYCLOPHANE, 10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N, E77213, F77730, 10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.1, 10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.3, 10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.4, 10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.5, 10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.6, 10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.7, doi:10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N, doi:10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.1, doi:10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.3, doi:10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.4, doi:10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.5, doi:10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.6, doi:10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.7, doi:10.14272/RJOYWTPJYZNRJD-UHFFFAOYSA-N.8

Application

4-Bromo[2.2]paracyclophane serves as a key intermediate in the synthesis of functionalized paracyclophanes, which are pivotal in designing molecular electronics and photonic materials. Its bromine moiety enables efficient participation in Suzuki-Miyaura and other palladium-catalyzed cross-coupling reactions, facilitating the construction of advanced organic frameworks. Researchers also employ this compound in the development of chiral catalysts and strained hydrocarbon systems for studying conformational dynamics.

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