| Identification | More | [Name]
1-Lauryl-2-pyrrolidone | [CAS]
2687-96-9 | [Synonyms]
1-DODECYL-2-PYRROLIDINONE
1-Lauryl-2-pyrrolidone
N-DODECYL-2-PYRROLIDONE
N-DODECYLPYRROLIDONE
1-dodecyl-2-pyrrolidinon
1-Dodecyl-2-pyrrolidone
LAURYL PYRROLIDONE
N-Laurylpyrrolidone
2-Pyrrolidinone, 1-dodecyl-
1-dodecylpyrrolidone
N-TETRADECYL-2-PYRROLIDONE
n-dodecylpyrrolidinone
N-DODECYLPYRROLIDONE OR 1-DODECYLPYRROLIDONE
N-Lauryl-2-pyrrolidone
1-Dodecylpyrrolidin-2-one
Sulfadone LP-300 | [EINECS(EC#)]
403-730-1 | [Molecular Formula]
C16H31NO | [MDL Number]
MFCD00075066 | [Molecular Weight]
253.42 | [MOL File]
2687-96-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
4°C | [Boiling point ]
202-205 °C11 mm Hg(lit.)
| [density ]
0.89 g/mL at 25 °C(lit.)
| [vapor pressure ]
0.002Pa at 25℃ | [refractive index ]
n20/D 1.466(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [form ]
viscous liquid | [pka]
-0.43±0.20(Predicted) | [Appearance]
Colorless to light yellow Liquid | [Water Solubility ]
51.7mg/L at 20℃ | [InChIKey]
NJPQAIBZIHNJDO-UHFFFAOYSA-N | [LogP]
4.03 at 21℃ | [CAS DataBase Reference]
2687-96-9(CAS DataBase Reference) | [EPA Substance Registry System]
2687-96-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
C,N | [Risk Statements ]
R34:Causes burns.
R43:May cause sensitization by skin contact.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 3267 8/PG 3
| [WGK Germany ]
2
| [RTECS ]
UY5768000
| [HazardClass ]
8 | [PackingGroup ]
III |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless transparent liquid | [Uses]
1-Dodecyl-2-pyrrolidinone was used in the preparation of few-layered flakes of molybdenum disulfide (MoS2) via liquid phase exfoliation of bulk MoS2 powder. | [Definition]
ChEBI: 1-dodecylpyrrolidin-2-one is pyrrolidin-2-one substituted at nitrogen by an n-dodecyl group. It has a role as an epitope. | [General Description]
1-Dodecyl-2-pyrrolidinone is an N-alkyl lactam and its reduction with LiH3BNMe2 to the corresponding amine has been reported. It is a potential melatonin-specific chemical penetration enhancer. | [Flammability and Explosibility]
Nonflammable | [Synthesis]
Step A: Tetrabutylammonium bromide (950 mg, 3 mmol, 0.05 eq.) and powdered potassium hydroxide (23.1 g, 411 mmol, 7 eq.) were sequentially added to a toluene (60 mL) solution of 2-pyrrolidone (5.00 g, 58.8 mmol) under stirring conditions. Subsequently, a toluene solution of bromododecane (18.5 mL, 76.4 mmol, 1.3 eq.) was added to the mixture. The reaction mixture was heated to 50 °C and stirred at this temperature overnight. The progress of the reaction was monitored by thin layer chromatography (TLC) using a solvent mixture of ethyl acetate and cyclohexane (4:1, v/v) as the unfolding agent and phosphomolybdic acid as the color developer until the complete disappearance of 2-pyrrolidone. After completion of the reaction, the mixture was cooled to room temperature, 60 mL of water was added and stirring was continued for 15 min. The aqueous and organic phases were separated and the aqueous phase was extracted once with diethyl ether (60 mL). The organic phase was combined, dried with anhydrous sodium sulfate, filtered and concentrated. The product was purified by vacuum distillation (146 °C, 0.5 mbar) to afford N-dodecylpyrrolidin-2-one in 80% yield. The structure of the product was characterized by 1H NMR and 13C NMR: 1H NMR (400 MHz, CDCl3) δ (ppm): 0.88 (t, 3H, J = 7.0 Hz, CH3); 1.25-1.31 (m, 18H, CH2); 1.47-1.54 (m, 2H, Alk-CH2-CH2-N); 1.97- 2.05 (m, 2H, CO-CH2-CH2-CH2-N); 2.38 (t, 2H, J = 8.0 Hz, CO-CH2-CH2-CH2-N); 3.26 (t, 2H, J = 7.5 Hz, Alk-CH2-CH2-N); 3.37 (t, 2H, J = 7.0 Hz, CO-CH2-CH2-CH2- N).13C NMR (100 MHz, CDCl3) δ (ppm): 14.3 (CH3); 18.1 (CO-CH2-CH2-CH2-N); 22.9; 27.0 (CH2alk); 27.5 (Alk-CH2-CH2-N); 29.5; 29.7; 29.8; 29.9 (CH2alk); 31.3 (CO-CH2-CH2-CH2-N); 32.1 (CH2alk); 42.7 (Alk-CH2-CH2-N); 47.2 (CO-CH2-CH2-CH2-N); 174.9 (CO). | [References]
[1] Patent: US2015/133688, 2015, A1. Location in patent: Page/Page column |
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