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2-Chloro-9,9′-Spirobi[9H-fluorene] (9-Chloro-9-fluoren-9-yl spiro[2.2]octane) is a specialty chemical used in the manufacture of organic compounds, dyes, and pharmaceuticals. It is a white to slightly yellow-colored crystalline solid with a molecular formula of C17H14Cl and a molecular weight of 253.76 g/mol.

2-Chloro-9,9′-Spirobi[9H-fluorene] is synthesized by reacting 9,9′-spirobifluorene and thionyl chloride in an inert atmosphere at a temperature of approximately 70 °C. The reaction yields a pale yellow-colored solid product, which is then purified by recrystallization from a chloroform-ethanol mixture.

2-Chloro-9,9′-Spirobi[9H-fluorene] is an intermediate for the manufacture of various organic compounds. It is used as a substrate in a variety of reactions, including Diels-Alder reactions, Wittig reactions, and Wittig-Horner reactions. It is also used to synthesize a range of dyes, including azo dyes, direct dyes, and acid dyes.

In addition to its use as an intermediate in organic synthesis, 2-Chloro-9,9′-Spirobi[9H-fluorene] is also used in the manufacture of pharmaceuticals. For example, it is used in the synthesis of antifungal agents such as econazole, clotrimazole, and miconazole. It is also used as a precursor for the synthesis of a number of anti-inflammatory drugs, including ticlopidine and flurbiprofen.

2-Chloro-9,9′-Spirobi[9H-fluorene] is a highly flammable material and should be handled with caution. It should be stored in a cool, dry, and well-ventilated area out of direct sunlight. It should be kept away from sources of heat, sparks, and open flames. Appropriate safety measures, such as the use of protective clothing, gloves, and eye protection, should be taken when handling the material.