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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 356792Generated: October 30, 2026

Sodium Hydroxide → 9,9'-Spirobi[fluorene]-2,2'-dicarboxylic acid

https://huagongshe.com/reaction/356792

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantBromineHCID 24408—
Reactant2,2'-diacetyl-9,9'-spirobifluoreneHCID 11361585—
ReactantSodium BisulfiteHCID 23665763—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product9,9'-Spirobi[fluorene]-2,2'-dicarboxylic acidHCID 5259981—

Reaction Steps

First 7.2 g of bromine and then a solution of 3.0 g of 2,2'-diacetyl-9,9'-spirobifluorene in a little dioxane are added dropwise at 0° C. while stirring to a solution of 6.0 g of sodium hydroxide in 30 ml of water. After stirring for a further hour at room temperature, the clear yellow solution is admixed with 1 g of sodium hydrogen sulfite dissolved in 20 ml of water. After acidification with concentrated hydrochloric acid, the precipitated colorless product is filtered off and washed with a little water. Recrystallization with ethanol gives 9,9'-spirobifluorene-2,2'-dicarboxylic acid as clear prisms (m.p. 352° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05840217
Source datasetuspto-grants-1998_11
ORD IDord-b12069a507aa4037876091f3f7b2f385
Source noteuspto-grants-1998_11