2687-96-9

Basic information

• Product Name: 1-Lauryl-2-pyrrolidone
• Synonyms: N-DODECYLPYRROLIDONE;N-DODECYL-2-PYRROLIDONE;1-dodecyl-2-pyrrolidinon;1-Dodecyl-2-pyrrolidone;1-DODECYL-2-PYRROLIDINONE;1-Lauryl-2-pyrrolidone;LAURYL PYRROLIDONE;N-Laurylpyrrolidone
• CAS NO: 2687-96-9
• Molecular Formula: C₁₆H₃₁NO
• Molecular Weight: 253.42
• EINECS: 403-730-1
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Pyrrolidines
• Mol File: 2687-96-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 4°C
• Boiling Point: 202-205 °C11 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.89 g/mL at 25 °C(lit.)
• Vapor Pressure: 3.7E-05mmHg at 25°C
• Refractive Index: n20/D 1.466(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -0.43±0.20(Predicted)
• Water Solubility: 51.7mg/L at 20℃
• CAS DataBase Reference: 1-Lauryl-2-pyrrolidone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Lauryl-2-pyrrolidone(2687-96-9)
• EPA Substance Registry System: 1-Lauryl-2-pyrrolidone(2687-96-9)

Safety Data

• Hazard Codes: C,N
• 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
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 2687-96-9(Hazardous Substances Data)

Usage

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.

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

InChI:InChI=1/C16H31NO/c1-2-3-4-5-6-7-8-9-10-11-14-17-15-12-13-16(17)18/h2-15H2,1H3

Synthetic route

1-bromo dodecane (112-29-8) + 1-dodecylbromide (143-15-7) → 1-dodecyl-2-pyrrolidinone (2687-96-9)

Conditions	Yield
With potassium tert-butylate In dimethyl sulfoxide	91%

2-pyrrolidinon (616-45-5) + 1-dodecylbromide (143-15-7) → 1-dodecyl-2-pyrrolidinone (2687-96-9)

Conditions	Yield
With tetrabutylammomium bromide In cyclohexane; water; ethyl acetate; toluene	80%

4-butanolide (96-48-0) + n-Dodecylamine (124-22-1) → 1-dodecyl-2-pyrrolidinone (2687-96-9)

Conditions	Yield
at 250℃;
at 250 - 270℃;

2-pyrrolidinon (616-45-5) + 1-chlorododecane (112-52-7) → 1-dodecyl-2-pyrrolidinone (2687-96-9)

Conditions	Yield
With sodium In ethanol for 6h; Heating;

n-Dodecylamine (124-22-1) → 1-dodecyl-2-pyrrolidinone (2687-96-9)

Conditions	Yield
	40.7 g (80.3%)

1-dodecyl-2-pyrrolidinone (2687-96-9) → 1-dodecyl-pyrrolidine (2915-94-8)

Conditions	Yield
With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran at 65℃; for 1h;	97%
With lithium dimethylamino borohydride In tetrahydrofuran at 65℃; for 2h;	96%

1-dodecyl-2-pyrrolidinone (2687-96-9) + nitromethane (75-52-5) → 1-Dodecyl-2-[1-nitro-meth-(E)-ylidene]-pyrrolidine

Conditions	Yield
With sodium methylate; dimethyl sulfate

1-dodecyl-2-pyrrolidinone (2687-96-9) + 2-chloro-ethanol (107-07-3) → 1-dodecyl-1-(2-hydroxy-ethyl)-2-oxo-pyrrolidinium; chloride

Conditions	Yield
In acetonitrile for 6h; Heating;

1-dodecyl-2-pyrrolidinone (2687-96-9) → C-(1-Dodecyl-pyrrolidin-2-yl)-methylamine (140237-06-5, 140237-07-6)

Conditions	Yield
Multi-step reaction with 2 steps 1: dimethyl sulfate, NaOMe 2: H2 / Raney Ni View Scheme

1-dodecyl-2-pyrrolidinone (2687-96-9) → C-((S)-1-Dodecyl-pyrrolidin-2-yl)-methylamine (140237-06-5)

Conditions	Yield
Multi-step reaction with 3 steps 1: dimethyl sulfate, NaOMe 2: H2 / Raney Ni View Scheme

1-dodecyl-2-pyrrolidinone (2687-96-9) → C-((R)-1-Dodecyl-pyrrolidin-2-yl)-methylamine (140237-07-6)

Conditions	Yield
Multi-step reaction with 3 steps 1: dimethyl sulfate, NaOMe 2: H2 / Raney Ni View Scheme

1-dodecyl-2-pyrrolidinone (2687-96-9) → N-((S)-1-Dodecyl-pyrrolidin-2-ylmethyl)-2-methoxy-5-sulfamoyl-benzamide (139095-75-3)

Conditions	Yield
Multi-step reaction with 4 steps 1: dimethyl sulfate, NaOMe 2: H2 / Raney Ni 4: dimethylformamide / 2 h / -10 - 20 °C View Scheme

1-dodecyl-2-pyrrolidinone (2687-96-9) → N-((R)-1-Dodecyl-pyrrolidin-2-ylmethyl)-2-methoxy-5-sulfamoyl-benzamide (140237-05-4)

Conditions	Yield
Multi-step reaction with 4 steps 1: dimethyl sulfate, NaOMe 2: H2 / Raney Ni 4: dimethylformamide / 2 h / -10 - 20 °C View Scheme

1-dodecyl-2-pyrrolidinone (2687-96-9) + 2,6-diisopropylphenyl isocyanate (28178-42-9) → N-[2,6-bis(1-methylethyl)phenyl]-1-dodecyl-2-oxo-3-pyrrolidine carboxamide (147750-31-0)

Conditions	Yield
With lithium diisopropyl amide

1-dodecyl-2-pyrrolidinone (2687-96-9) → C16H31NO*H2O2

Conditions	Yield
With dihydrogen peroxide In water at 60℃;

Upstream product

• 616-45-5 2-pyrrolidinon 
• 143-15-7 1-dodecylbromide 
• 124-22-1 n-Dodecylamine 
• 112-52-7 1-chlorododecane 
• 112-29-8 1-bromo dodecane 
• 96-48-0 4-butanolide 

Downstream Products

• 147750-31-0 N-[2,6-bis(1-methylethyl)phenyl]-1-dodecyl-2-oxo-3-pyrrolidine carboxamide 
• 140237-05-4 N-((R)-1-Dodecyl-pyrrolidin-2-ylmethyl)-2-methoxy-5-sulfamoyl-benzamide 
• 139095-75-3 N-((S)-1-Dodecyl-pyrrolidin-2-ylmethyl)-2-methoxy-5-sulfamoyl-benzamide 

Relevant articles and documents

BIFUNCTIONAL COMPOUNDS USEFUL AS LIGANDS OF URANIUM (VI), METHODS OF SYNTHESISING SAME AND USES THEREOF

New compounds which meet general formula (I): where: m=0, 1 or 2;R1 and R2=a C6 to C12, straight-chain or branched, hydrocarbon group;R3=H, a C1 to C12, straight-chain or branched, hydrocarbon group, optionally comprising one or more heteroatoms; a C3 to C8 monocyclic hydrocarbon group, optionally comprising one or more heteroatoms, or a monocyclic (hetero)aryl group;or else R2 and R3 together form a —(CH2)n— group where n=1 to 4;R4=a C2 to C8, straight-chain or branched, hydrocarbon group, or a monocyclic aromatic group;R5=H, or a C1 to C12, straight-chain or branched, hydrocarbon group.

N-allyl-lactams as crystallization inhibitors

Crystallization of active material in spraying of an aqueous solution of certain specified fungicides is retarded by incorporation therein of an N-alkyl-lactam of the formula STR1 in which R represents alkyl having 6 to 18 carbon atoms and n represents the numbers 3, 4 or 5.

Solid formulations

New solid formulations of A) at least one agrochemical active compound, B) at least one additive from the groups mentioned in the description, C) at least one dispersant, D) at least one carrier and E) if appropriate, further active compounds and/or additives, a process for preparing the solid formulations and their use for treating plants. A new device for preparing new granules.