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1-Lauryl-2-pyrrolidone

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Name

1-Lauryl-2-pyrrolidone

EINECS 403-730-1
CAS No. 2687-96-9 Density 0.908 g/cm3
PSA 20.31000 LogP 4.46760
Solubility 51.7mg/L at 20℃ Melting Point 4°C
Formula C16H31NO Boiling Point 353 °C at 760 mmHg
Molecular Weight 253.428 Flash Point 152.8 °C
Transport Information UN 3267 8/PG 3 Appearance N/A
Safety 26-36/37/39-45-60-61 Risk Codes 34-43-50/53
Molecular Structure Molecular Structure of 2687-96-9 (1-Lauryl-2-pyrrolidone) Hazard Symbols CorrosiveC; DangerousN
Synonyms

1-Dodecyl-2-pyrrolidinone;1-Dodecylpyrrolidone;AgsolEx12;Laurylpyrrolidone;N-Dodecyl-2-pyrrolidinone;N-Dodecylpyrrolidone;N-Lauryl-2-pyrrolidinone;Surfadone LP 300;

Article Data 13

1-Lauryl-2-pyrrolidone Synthetic route

112-29-8

1-bromo dodecane

143-15-7

1-dodecylbromide

2687-96-9

1-dodecyl-2-pyrrolidinone

Conditions
ConditionsYield
With potassium tert-butylate In dimethyl sulfoxide91%
616-45-5

2-pyrrolidinon

143-15-7

1-dodecylbromide

2687-96-9

1-dodecyl-2-pyrrolidinone

Conditions
ConditionsYield
With tetrabutylammomium bromide In cyclohexane; water; ethyl acetate; toluene80%
96-48-0

4-butanolide

124-22-1

n-Dodecylamine

2687-96-9

1-dodecyl-2-pyrrolidinone

Conditions
ConditionsYield
at 250℃;
at 250 - 270℃;
616-45-5

2-pyrrolidinon

112-52-7

1-chlorododecane

2687-96-9

1-dodecyl-2-pyrrolidinone

Conditions
ConditionsYield
With sodium In ethanol for 6h; Heating;
124-22-1

n-Dodecylamine

2687-96-9

1-dodecyl-2-pyrrolidinone

Conditions
ConditionsYield
40.7 g (80.3%)
2687-96-9

1-dodecyl-2-pyrrolidinone

2915-94-8

1-dodecyl-pyrrolidine

Conditions
ConditionsYield
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%
2687-96-9

1-dodecyl-2-pyrrolidinone

75-52-5

nitromethane

1-Dodecyl-2-[1-nitro-meth-(E)-ylidene]-pyrrolidine

Conditions
ConditionsYield
With sodium methylate; dimethyl sulfate
2687-96-9

1-dodecyl-2-pyrrolidinone

107-07-3

2-chloro-ethanol

1-dodecyl-1-(2-hydroxy-ethyl)-2-oxo-pyrrolidinium; chloride

Conditions
ConditionsYield
In acetonitrile for 6h; Heating;
2687-96-9

1-dodecyl-2-pyrrolidinone

140237-06-5, 140237-07-6

C-(1-Dodecyl-pyrrolidin-2-yl)-methylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethyl sulfate, NaOMe
2: H2 / Raney Ni
View Scheme
2687-96-9

1-dodecyl-2-pyrrolidinone

140237-06-5

C-((S)-1-Dodecyl-pyrrolidin-2-yl)-methylamine

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

1-Lauryl-2-pyrrolidone Specification

The CAS registry number of 2-Pyrrolidinone,1-dodecyl- is 2687-96-9. Its EINECS registry number is 403-730-1. In addition, the molecular formula is C16H31NO and the molecular weight is 253.42. The IUPAC name is 1-dodecylpyrrolidin-2-one. What's more, it should be stored in sealed container, and put in a cool and dry place.

Physical properties about this chemical are: (1)ACD/LogP: 5.45; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.45; (4)ACD/LogD (pH 7.4): 5.45; (5)ACD/BCF (pH 5.5): 8119.95; (6)ACD/BCF (pH 7.4): 8119.96; (7)ACD/KOC (pH 5.5): 21880.05; (8)ACD/KOC (pH 7.4): 21880.07; (9)#H bond acceptors: 2; (10)#Freely Rotating Bonds: 11; (11)Polar Surface Area: 20.31 Å2; (12)Index of Refraction: 1.469; (13)Molar Refractivity: 77.79 cm3; (14)Molar Volume: 278.9 cm3; (15)Polarizability: 30.84 ×10-24cm3; (16)Surface Tension: 33.8 dyne/cm; (17)Density: 0.908 g/cm3; (18)Flash Point: 152.8 °C; (19)Enthalpy of Vaporization: 59.79 kJ/mol; (20)Boiling Point: 353 °C at 760 mmHg; (21)Vapour Pressure: 3.7E-05 mmHg at 25°C.

Preparation of 2-Pyrrolidinone,1-dodecyl-: it can be prepared by 1-bromo-dodecane and 1-bromo-decane. This reaction will need reagent potassium tert-butoxide and solvent dimethylsulfoxide. The yield is about 91%.

2-Pyrrolidinone,1-dodecyl- can be prepared by 1-bromo-dodecane and 1-bromo-decane

Uses of 2-Pyrrolidinone,1-dodecyl-: it can be used to get 1-dodecyl-pyrrolidine. This reaction will need reagent 9-borabicyclo<3.3.1>nonane and solvent tetrahydrofuran. The reaction time is 1 hour at reaction temperature of 65 °C. The yield is about 97%.

2-Pyrrolidinone,1-dodecyl- can be used to get 1-dodecyl-pyrrolidine

When you are using this chemical, please be cautious about it as the following:
This chemical can cause burns. And it may cause sensitization by skin contact. Moreover, it is very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell, seek medical advice immediately (show label where possible). What's more, this material and/or its container must be disposed of as hazardous waste. You avoid release to the environment and you can refer to special instructions safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1N(CCCCCCCCCCCC)CCC1
(2)Std.InChI: InChI=1S/C16H31NO/c1-2-3-4-5-6-7-8-9-10-11-14-17-15-12-13-16(17)18/h2-15H2,1H3
(3)Std.InChIKey: NJPQAIBZIHNJDO-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo intraperitoneal 1gm/kg (1000mg/kg)   Chemical and Pharmaceutical Bulletin. Vol. 38, Pg. 2308, 1990.
rat LDLo oral 5gm/kg (5000mg/kg) GASTROINTESTINAL: OTHER CHANGES

LIVER: OTHER CHANGES

KIDNEY, URETER, AND BLADDER: OTHER CHANGES
Food and Chemical Toxicology. Vol. 26, Pg. 475, 1988.

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