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| | N-Cyclohexyl-2-pyrrolidone Basic information | | Uses |
| | N-Cyclohexyl-2-pyrrolidone Chemical Properties |
| Melting point | 12 °C | | Boiling point | 154 °C7 mm Hg(lit.) | | density | 1.007 g/mL at 25 °C(lit.) | | vapor pressure | 0.05 mm Hg ( 25 °C) | | refractive index | n20/D 1.499(lit.) | | Fp | >230 °F | | storage temp. | Sealed in dry,Room Temperature | | form | clear liquid | | pka | -0.49±0.20(Predicted) | | color | Colorless to Orange to Green | | Water Solubility | Soluble | | BRN | 121832 | | InChI | InChI=1S/C10H17NO/c12-10-7-4-8-11(10)9-5-2-1-3-6-9/h9H,1-8H2 | | InChIKey | PZYDAVFRVJXFHS-UHFFFAOYSA-N | | SMILES | N1(C2CCCCC2)CCCC1=O | | CAS DataBase Reference | 6837-24-7(CAS DataBase Reference) | | EPA Substance Registry System | 2-Pyrrolidinone, 1-cyclohexyl- (6837-24-7) |
| Hazard Codes | Xn,T+,C | | Risk Statements | 22-36/37/38-26-21/22-34 | | Safety Statements | 23-24/25-45-38-36/37/39-28A-26 | | RIDADR | UN 2810 6.1/PG 2 | | WGK Germany | 1 | | RTECS | UY5748450 | | TSCA | TSCA listed | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29337900 | | Storage Class | 8A - Combustible corrosive hazardous materials | | Hazard Classifications | Acute Tox. 4 Dermal
Acute Tox. 4 Oral
Eye Dam. 1
Skin Corr. 1B |
| | N-Cyclohexyl-2-pyrrolidone Usage And Synthesis |
| Uses | N-Cyclohexylpyrrolidone possesses excellent properties such as high boiling point, high solubility, and improved fabric leveling, and is safe and non-toxic to humans. Due to its superior performance, N-cyclohexylpyrrolidone products are widely used in fabric leveling agents, polymer solvents, and ink dispersants. Currently, N-cyclohexylpyrrolidone exhibits excellent leveling and dispersibility, strong solubility for polymers (especially polyimide compounds, mainly used as encapsulants for mobile phone screen protectors and high-speed rail motors), and can be used as a solvent during polymerization. | | Chemical Properties | clear liquid | | Safety Profile | Poison by ingestion.
Moderately toxic by inhalation and slun
contact. A severe skin and eye irritant. When
heated to decomposition it emits toxic
fumes of NOx. | | Synthesis | Bis[(4-chlorophenyl)methyl](4-chloro-3-butynyl)amine (5) (31.8 mg, 0.090 mmol) was used as a raw material and reacted with rhodium trifluoroacetate dimer (Rh2(tfa)4, 1.18 mg, 0.018 mmol) under argon protection in a mixed solvent of toluene (1.0 mL) and water (0.01 mL) at a heated reflux for 10 hr. After the reaction was completed, the mixture was cooled down. After completion of the reaction, the mixture was cooled to room temperature and filtered through a short diatomaceous earth pad assisted with ethyl acetate. The filtrates were combined and concentrated under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography (eluent: hexane-ethyl acetate mixed solvent) to give N-cyclohexylpyrrolidone (15.5 mg, 82% yield) as a final oil. The structure of the product was confirmed by 1H NMR, 13C NMR and IR: 1H NMR (δ, ppm): 2.01 (quintuple peak, J = 7.7 Hz, 2H), 2.45 (t, J = 7.7 Hz, 2H), 3.26 (t, J = 7.7 Hz, 2H), 4.42 (s, 2H), 7.18 (d, J = 8.4 Hz, 2H), 7.30 ( d, J = 8.4 Hz, 2H); 13C NMR (δ, ppm): 17.78, 30.81, 46.02, 66.60, 128.87 (2C), 129.51 (2C), 133.51, 135.22, 174.97; IR (pure, cm-1): 3060, 3049, 2926, 1682 (C=O) , 1493, 1093, 1016, 802. | | References | [1] Tetrahedron Letters, 2011, vol. 52, # 19, p. 2458 - 2461 |
| | N-Cyclohexyl-2-pyrrolidone Preparation Products And Raw materials |
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