1-Lauryl-2-pyrrolidone

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CAS:2687-96-9
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CAS:2687-96-9

1-Lauryl-2-pyrrolidone manufacturers

  • Lauryl Pyrrolidone
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  • $8.70
  • 2026-05-28
  • CAS:2687-96-9
  • Min. Order: 10KG
  • Purity: 99.5% min
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1-Lauryl-2-pyrrolidone Basic information
Product Name:1-Lauryl-2-pyrrolidone
Synonyms:1-dodecyl-2-pyrrolidinon;1-Dodecyl-2-pyrrolidone;N-DODECYLPYRROLIDONE;N-DODECYL-2-PYRROLIDONE;1-Lauryl-2-pyrrolidone;N-Laurylpyrrolidone;2-Pyrrolidinone, 1-dodecyl-;1-dodecylpyrrolidone
CAS:2687-96-9
MF:C16H31NO
MW:253.42
EINECS:403-730-1
Product Categories:Building Blocks;Heterocyclic Building Blocks;Pyrrolidines
Mol File:2687-96-9.mol
1-Lauryl-2-pyrrolidone Structure
1-Lauryl-2-pyrrolidone Chemical Properties
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
pka-0.43±0.20(Predicted)
form viscous liquid
AppearanceColorless to light yellow Liquid
Water Solubility 51.7mg/L at 20℃
Cosmetics Ingredients FunctionsCLEANSING
SURFACTANT - CLEANSING
HAIR CONDITIONING
InChI1S/C16H31NO/c1-2-3-4-5-6-7-8-9-10-11-14-17-15-12-13-16(17)18/h2-15H2,1H3
InChIKeyNJPQAIBZIHNJDO-UHFFFAOYSA-N
SMILESCCCCCCCCCCCCN1CCCC1=O
LogP4.03 at 21℃
CAS DataBase Reference2687-96-9(CAS DataBase Reference)
EPA Substance Registry SystemN-Lauryl-2-pyrrolidone (2687-96-9)
Safety Information
Hazard Codes C,N
Risk Statements 34-43-50/53
Safety Statements 26-36/37/39-45-60-61
RIDADR UN 3267 8/PG 3
WGK Germany 2
RTECS UY5768000
TSCA TSCA listed
HazardClass 8
PackingGroup III
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsAquatic Acute 1
Aquatic Chronic 1
Skin Corr. 1B
Skin Sens. 1
MSDS Information
ProviderLanguage
SigmaAldrich English
1-Lauryl-2-pyrrolidone Usage And Synthesis
Chemical PropertiesColorless transparent liquid
Uses1-Dodecyl-2-pyrrolidinone was used in the preparation of few-layered flakes of molybdenum disulfide (MoS2) via liquid phase exfoliation of bulk MoS2 powder.
DefinitionChEBI: 1-dodecylpyrrolidin-2-one is pyrrolidin-2-one substituted at nitrogen by an n-dodecyl group. It has a role as an epitope.
General Description1-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 ExplosibilityNon flammable
Synthesis
2-Pyrrolidinone

616-45-5

1-Bromododecane

143-15-7

1-Lauryl-2-pyrrolidone

2687-96-9

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
1-Lauryl-2-pyrrolidone Preparation Products And Raw materials
Raw materials2-Pyrrolidinone-->1-Bromododecane-->TETRABUTYLAMMOMIUM BROMIDE-->Cyclohexane-->Toluene-->Water-->Ethyl acetate
Tag:1-Lauryl-2-pyrrolidone(2687-96-9) Related Product Information
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