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Laurocapram

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Name

Laurocapram

EINECS 261-668-9
CAS No. 59227-89-3 Density 0.895 g/cm3
PSA 20.31000 LogP 5.24780
Solubility Insoluble in water, and form emulsions with water, soluble in various organic solvents Melting Point -7oC
Formula C18H35NO Boiling Point 404.9 °C at 760 mmHg
Molecular Weight 281.482 Flash Point 165.2 °C
Transport Information N/A Appearance Colorless or yellowish transparent liquid
Safety 24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 59227-89-3 (Laurocapram) Hazard Symbols N/A
Synonyms

Laurocapramum;1-Dodecylazepan-2-one;2H-Azepin-2-one,1-dodecylhexahydro-;1-Dodecylazacycloheptan-2-one;2H-Azepin-2-one, 1-dodecylhexahydro-;N-Lauryl caprolactam;N 0252;Tranzone;1-Dodecyl azacyclohepta-2-one;N-Dodecylcaprolactam;Laurocapram Azone;

Article Data 15

Laurocapram Synthetic route

105-60-2

caprolactam

143-15-7

1-dodecylbromide

Conditions
ConditionsYield
With sodium hydroxide In water; toluene99.6%
With sodium hydroxide In toluene95%
With sodium hydroxide; tetrabutylammomium bromide; potassium carbonate In cyclohexane92.8%
112-52-7

1-chlorododecane

Conditions
ConditionsYield
95.2%
105-60-2

caprolactam

Conditions
ConditionsYield
With sodium; xylene anschliessend mit Dodecylbromid;
112-53-8

1-dodecyl alcohol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 91 percent / 48percent aq. HBr / dodecylpyridinium bromide / 1.5 h / Irradiation
2: 87 percent / NaOH / n-C12H25N(CH3)3Br / 9 h / 70 - 75 °C
View Scheme
105-60-2

caprolactam

1634-04-4

tert-butyl methyl ether

143-15-7

1-dodecylbromide

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide
sodium oxide (Na2 O)

sodium oxide (Na2 O)

143-15-7

1-dodecylbromide

3553-94-4

1-trimethylsilanyl-azepan-2-one

Conditions
ConditionsYield
In 1,2-dimethoxyethane
105-60-2

caprolactam

pet

pet

143-15-7

1-dodecylbromide

Conditions
ConditionsYield
In toluene; mineral oil
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
With sodium hydroxide; Aliquat 336 In toluene
105-60-2

caprolactam

sodium hydride-mineral oil

sodium hydride-mineral oil

143-15-7

1-dodecylbromide

Conditions
ConditionsYield
60 g (80%)
941-55-9

4-toluenesulfonyl azide

C25H42N2O2S

Conditions
ConditionsYield
Stage #1: Azone With bis(triphenylphosphine)carbonyliridium(I) chloride; 1,1,3,3-Tetramethyldisiloxane In dichloromethane at 20℃; for 0.5h;
Stage #2: 4-toluenesulfonyl azide In dichloromethane at 20℃; for 3h; chemoselective reaction;
70%

Laurocapram Chemical Properties

IUPAC Name: 1-Dodecylazepan-2-one
Synonyms of Laurocapram (CAS NO.59227-89-3): 1-Dodecylazacycloheptan-2-one ; 1-Dodecylhexahydro-2H-azepin-2-one ; Azone ; Laurocapramum ; N-Lauryl caprolactam ; 2H-Azepin-2-one, 1-dodecylhexahydro- ; 2H-Azepin-2-one, hexahydro-N-lauryl- ; N-Dodecylcaprolactam
CAS NO: 59227-89-3
Molecular Formula: C18H35NO
Molecular Weight: 281.48
Molecular Structure:
EINECS: 261-668-9
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 11
Polar Surface Area: 20.31 Å2
Index of Refraction: 1.465
Molar Refractivity: 87.02 cm3
Molar Volume: 314.3 cm3
Surface Tension: 32.9 dyne/cm
Density: 0.895 g/cm3
Flash Point: 165.2 °C
Enthalpy of Vaporization: 65.64 kJ/mol
Boiling Point: 404.9 °C at 760 mmHg
Vapour Pressure: 9.12E-07 mmHg at 25°C
Appearance: Colorless or yellowish transparent liquid
Solubility: Insoluble in water, and form emulsions with water, soluble in various organic solvents.
SMILES: O=C1N(CCCCCCCCCCCC)CCCCC1
InChI: InChI=1/C18H35NO/c1-2-3-4-5-6-7-8-9-10-13-16-19-17-14-11-12-15-18(19)20/h2-17H2,1H3
InChIKey: AXTGDCSMTYGJND-UHFFFAOYAS
Std. InChI: InChI=1S/C18H35NO/c1-2-3-4-5-6-7-8-9-10-13-16-19-17-14-11-12-15-18(19)20/h2-17H2,1H3
Std. InChIKey: AXTGDCSMTYGJND-UHFFFAOYSA-N
Product Categories of Laurocapram (CAS NO.59227-89-3): ketone

Laurocapram Uses

 Laurocapram (CAS NO.59227-89-3) is used as the penetration enhancer in cosmetic preparations and personal-care products. Laurocapram is combined as an excipient not an active ingredient. Excipients are added to ensure that the shelf-life of the active ingredients long enough to be active until internal use. Excipients are combined also to support the active ingredients, so that the latter can be easily administered or absorbed in the body.

Laurocapram Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 100mg/kg (100mg/kg)   National Technical Information Service. Vol. AD277-689,
mouse LD50 intravenous 8gm/kg (8000mg/kg)   Drug Development and Industrial Pharmacy. Vol. 9, Pg. 725, 1983.
mouse LD50 skin 8gm/kg (8000mg/kg)   Drug Development and Industrial Pharmacy. Vol. 9, Pg. 725, 1983.
rat LD50 intraperitoneal 8gm/kg (8000mg/kg)   Drug Development and Industrial Pharmacy. Vol. 9, Pg. 725, 1983.
rat LD50 intravenous 8gm/kg (8000mg/kg)   Drug Development and Industrial Pharmacy. Vol. 9, Pg. 725, 1983.
rat LD50 oral > 5gm/kg (5000mg/kg)   United States Patent Document. Vol. 4882359,
rat LD50 skin 8gm/kg (8000mg/kg)   Drug Development and Industrial Pharmacy. Vol. 9, Pg. 725, 1983.
rat LD50 subcutaneous > 5gm/kg (5000mg/kg)   United States Patent Document. Vol. 4882359,
rat LD50 unreported 8gm/kg (8000mg/kg)   Archives of Dermatology. Vol. 118, Pg. 474, 1982.

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