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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522307Generated: October 25, 2026

Sulfuric Acid → C4F9CH2CF2CH2CH2OH

https://huagongshe.com/reaction/522307

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantEthyleneHCID 6325—
Reactant(+)-LimoneneHCID 440917—
Reactant1,1,1,2,2,3,3,4,4,6,6-Undecafluoro-6-iodohexaneHCID 23001929—
Reactant1,1,1,2,2,3,3,4,4,6,6-Undecafluoro-8-iodooctaneHCID 85835777—
ProductC4F9CH2CF2CH2CH2OHHCID 57526216—

Reaction Conditions

Temperature240 °C

Reaction Steps

C4F9CH2CF2CH2CH2OH was produced by introducing ethylene (25 g, 0.53 mol) was introduced to an autoclave charged with C4F9CH2CF2I (217 g, 0.87 mol) and d-(+)-limonene (1 g), and then the reactor was heated at 240° C. for 12 hours. Product was obtained via vacuum distillation 81˜91° C. at 19˜24 mmHg in 62% yield. Fuming sulfuric acid (70 mL) was added slowly to 50 g of C4F9CH2CF2CH2CH2I and mixture was stirred at 60° C. for 1.5 h. The reaction was quenched with ice-cold 1.5 wt % Na2SO3 aqueous solution and heated at 95° C. for 0.5 h. The bottom layer was separated and washed with 10 wt % aqueous sodium acetate and distilled to provide compound of formula C4F9CH2CF2CH2CH2OH: by 54-57° C. at 2 mmHg (267 Pascals).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328317B2
Source datasetuspto-grants-2016_05
ORD IDord-3441f8f421394d1284cdf0fad113b56f
Source noteuspto-grants-2016_05