N-Bromosuccinimide-Hydrogen Fluoride

Abstract

(NBS) [128-08-5] C4H4BrNO2 (MW 177.99) InChI = 1S/C4H4BrNO2/c5-6-3(7)1-2-4(6)8/h1-2H2 InChIKey = PCLIMKBDDGJMGD-UHFFFAOYSA-N (HF) [7664-39-3] HF (MW 20.01) InChI = 1S/FH/h1H InChIKey = KRHYYFGTRYWZRS-UHFFFAOYSA-N (reagent for the bromofluorination of alkenes and fluorination of dithioesters) Alternate Name: NBS–HF. Physical Data: NBS: mp 173–175 °C; d 2.098 g cm−3. HF: mp −83.1 °C; bp 19.54 °C; d 0.991 g cm−3. Solubility: NBS: sol water, acetone, alcohol, acetic acid, ethyl acetate. HF: sol water, alcohol, benzene, pyridine; slightly sol ether. Form Supplied in: NBS: off-white to yellow crystalline material; widely available. HF: widely available as aqueous solutions, or anhydrous solutions in pyridine (70% HF, 30% pyridine). Handling, Storage, and Precautions: NBS: eye protection and rubber gloves should be worn when handling this material. This reagent should only be handled in a fume hood. Absorbed through the skin; high concentrations are destructive to mucous membranes and the tissues of upper respiratory systems. HF: eye protection and rubber gloves should be worn when handling this material. This reagent should only be handled in a fume hood. Corrosive, highly irritating, and poisonous. Should not be stored in glass containers; will etch glass. Causes severe burns, which may not be immediately apparent. Extremely destructive to mucous membranes and tissues of the upper respiratory system. Pyridine solutions are moisture sensitive.