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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1024370Generated: October 26, 2026

Malononitrile → 2,2-Bis-(2,2,2-trifluoro-ethyl)-malononitrile

https://huagongshe.com/reaction/1024370

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalononitrileHCID 8010—
ReactantSodium hydrideHCID 24758—
Reactant1,1,1-Trifluoro-3-iodopropaneHCID 156165—
SolventTetrahydrofuranHCID 8028—
Product2,2-Bis-(2,2,2-trifluoro-ethyl)-malononitrileHCID 8662541016.4%

Reaction Steps

Malononitril (20.15 mmol) and 1-iodo-3,3,3-trifluoropropane (42.65 mmol) were dissolved in 30 ml dry THF, and the mixture was cooled with an ice/salt bath. 1.61 g NaH (40.3 mmol) was added portionwise, keeping the temperature below 5° C. The reaction mixture was stirred at room temperature for 2 hours and evaporated under reduced pressure. The crude material was purified by flash chromatography eluting with DCM, yielding 0.76 grams of an oil. 1H NMR (400 MHz, CDCl3) δ 2.62-2.49 (m, 4H), 2.31-2.24 (m, 4H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722887B2
Source datasetuspto-grants-2014_05
ORD IDord-cbc0d984f3a944c9a7df439d4f780def
Source noteuspto-grants-2014_05