Description

2′-Bromospiro[cyclohexane-1,9′-fluorene] (CAS No. 797056-48-5) is a high-purity brominated spirocyclic compound with the molecular formula C₁₈H₁₇Br. This specialized organic intermediate features a unique spiro[cyclohexane-1,9′-fluorene] backbone with a bromine substituent at the 2′-position, offering versatile reactivity for cross-coupling reactions and molecular scaffolding. With a molecular weight of 313.23 g/mol, this compound is supplied as a crystalline solid with >95% purity (HPLC), ideal for pharmaceutical research, materials science, and asymmetric synthesis. The rigid spirocyclic structure provides steric constraints valuable for developing chiral catalysts or optoelectronic materials. Proper storage at 2-8°C under inert atmosphere ensures long-term stability.

Properties

• CAS Number: 797056-48-5
• Complexity: 331
• IUPAC Name: 2′-bromospiro[cyclohexane-1,9′-fluorene]
• InChI: InChI=1S/C18H17Br/c19-13-8-9-15-14-6-2-3-7-16(14)18(17(15)12-13)10-4-1-5-11-18/h2-3,6-9,12H,1,4-5,10-11H2
• InChI Key: JLBXMPBCAYRQSZ-UHFFFAOYSA-N
• Exact Mass: 312.05136
• Molecular Formula: C18H17Br
• Molecular Weight: 313.2
• SMILES: C1CCC2(CC1)C3=CC=CC=C3C4=C2C=C(C=C4)Br
• Monoisotopic Mass: 312.05136
• Synonyms: 2′-bromospiro[cyclohexane-1,9′-fluorene], 797056-48-5, Spiro[cyclohexane-1,9′-[9H]fluorene], 2′-bromo-, MFCD26131238, spiro[cyclohexane-1,9′-[9h]fluorene],2′-bromo-, SCHEMBL808152, DTXSID40728175, AKOS025296062, SY285188, 2”-Bromospiro[cyclohexane-1,9”-fluorene], E83903, 2 inverted exclamation mark -Bromospiro[cyclohexane-1,9 inverted exclamation mark -fluorene]

Application

2′-Bromospiro[cyclohexane-1,9′-fluorene] serves as a key building block in Suzuki-Miyaura cross-coupling reactions for constructing complex polycyclic architectures. Researchers utilize its bromine moiety for palladium-catalyzed aryl-aryl bond formation in drug discovery programs targeting CNS disorders. The spirocyclic framework is particularly valuable in designing organic semiconductors for OLED applications due to its conformational rigidity. This compound also finds use in developing chiral ligands for asymmetric catalysis when functionalized at the cyclohexane ring.

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