Caprolactam → HCID 86610174, compound

HRID 1353127Notes

Reaction equation

HRID 1353127 reaction equation
[C:1]1(=[O:8])[NH:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[F:9][B-:10]([F:13])([F:12])[F:11].[H+]>O>[F:9][B-:10]([F:13])([F:12])[F:11].[C:1]1(=[O:8])[NH:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 7768CaprolactamHCID 28118Tetrafluoroboric acid

Product 1

HCID 86610174HCID 86610174, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a 100 ml flask containing 11.32 g of ε-caprolactam (0.1 mol), 30 ml water was added and stirred for dissolution. Then 21.95 g 40% aqueous solution of tetrafluoroboric acid (0.1 mol) was added dropwise into the flask over 20 min at room temperature. Then the reaction was stirred for another 1 hour. Desired product was formed after water was removed under reduced pressure and then dried at 110° C. under 1–5 mmHg for 1 hour. The yellowish, moisture- and water-stable liquid of N-protonated caprolactam tetrafluoroborate was obtained with a yield of 98.0%, which has a glass transition temperature of −78.2° C., a density of 1.34 g/ml, a viscosity of 503 cP, an electrochemical window of 2.0V, an ionic conductivity of 5.6×10−4 S/cm, and a Hammett acidic scale H0 of 2.56 using 2,4-dinitroaniline as indicator. No melting point was observed.

Workup

  1. additionwas added
  2. stirringThen the reaction was stirred for another 1 hour

Sources & evidence

ORD record
ord-3a29a2827b89422b979316044bdc1760
Source dataset
uspto-grants-2007_05
Patent number
US07220869B2

Reaction notes

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