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9-Octadecenamide,N-[3-(dimethylamino)propyl]-, (9Z)-

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Name

9-Octadecenamide,N-[3-(dimethylamino)propyl]-, (9Z)-

EINECS 203-661-5
CAS No. 109-28-4 Density 0.883 g/cm3
PSA 32.34000 LogP 6.48270
Solubility 1.26g/L at 20℃ Melting Point N/A
Formula C23H46N2O Boiling Point 504.8 °C at 760 mmHg
Molecular Weight 366.631 Flash Point 259.1 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 109-28-4 (N-[3-(dimethylamino)propyl]oleamide) Hazard Symbols N/A
Synonyms

9-Octadecenamide,N-[3-(dimethylamino)propyl]-, (Z)-;Oleamide, N-[3-(dimethylamino)propyl]-(6CI,7CI,8CI);Lexamine O 13;N-[3-(Dimethylamino)propyl]oleamide;Oleamidopropyl 3-dimethylamine;Oleic acid 3-(N,N-dimethylamino)propylamide;Schercodine O;Tegamine 0-13;Tegamine O 13;

Article Data 14

9-Octadecenamide,N-[3-(dimethylamino)propyl]-, (9Z)- Synthetic route

112-80-1

cis-Octadecenoic acid

109-55-7

1-amino-3-(dimethylamino)propane

109-28-4

(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide

Conditions
ConditionsYield
With K/γ-Al2 O3 at 40 - 120℃; for 11h;99%
at 120 - 130℃;91%
With sodium fluoride at 160℃; for 11h; Inert atmosphere;87%
112-62-9

Methyl oleate

109-55-7

1-amino-3-(dimethylamino)propane

109-28-4

(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide

Conditions
ConditionsYield
With zeolite at 115 - 120℃; for 12h; Dean-Stark;95%
109-28-4

(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide

(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In benzene for 3h;99%
629-03-8

1 ,6-dibromohexane

109-28-4

(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide

2Br(1-)*C52H104N4O2(2+)

Conditions
ConditionsYield
In ethanol at 80℃; for 48h;93%
109-28-4

(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide

4101-68-2

1,10-dibromodecane

oleic acid [3-({10-[(3-oleamidopropyl)dimethylamino]decyl}dimethylamino)propyl]amide dibromide

Conditions
ConditionsYield
at 80℃; for 48h;92%
110-52-1

1,4-dibromo-butane

109-28-4

(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide

2Br(1-)*C50H100N4O2(2+)

Conditions
ConditionsYield
In ethanol at 80℃; for 48h;91%
3344-70-5

1,12-dibromododecane

109-28-4

(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide

oleic acid [3-({12-[(3-oleamidopropyl)dimethylamino]dodecyl}dimethylamino)propyl]amide dibromide

Conditions
ConditionsYield
at 80℃; for 48h;89%
4549-32-0

1,8-dibromooctane

109-28-4

(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide

oleic acid [3-({8-[(3-oleamidopropyl)dimethylamino]octyl}dimethylamino)propyl]amide dibromide

Conditions
ConditionsYield
at 80℃; for 48h;88%
109-28-4

(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide

106-93-4

ethylene dibromide

C25H50BrN2O(1+)*Br(1-)

Conditions
ConditionsYield
With potassium hydrogencarbonate In acetonitrile at 95℃; for 12h; pH=9.3;88%
74-96-4

ethyl bromide

109-28-4

(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide

N-oleamidopropyl-N,N-dimethyl-N-ethylammonium bromide

Conditions
ConditionsYield
In acetone at 56℃; for 36h; Inert atmosphere;84%
In isopropyl alcohol for 8h; Heating;72%

9-Octadecenamide,N-[3-(dimethylamino)propyl]-, (9Z)- Specification

This chemical is called 9-Octadecenamide,N-[3-(dimethylamino)propyl]-, (9Z)-, and it's also named as Dimethylaminopropyl oleamide. With the molecular formula of C23H46N2O, its molecular weight is 366.62. The CAS registry number of this chemical is 109-28-4.

Other characteristics of the 9-Octadecenamide,N-[3-(dimethylamino)propyl]-, (9Z)- can be summarised as followings: (1)ACD/LogP: 7.30; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 4.3; (4)ACD/LogD (pH 7.4): 5.53; (5)ACD/BCF (pH 5.5): 209.19; (6)ACD/BCF (pH 7.4): 3506.84; (7)ACD/KOC (pH 5.5): 223.77; (8)ACD/KOC (pH 7.4): 3751.23; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 19; (12)Polar Surface Area: 23.55 Å2; (13)Index of Refraction: 1.471; (14)Molar Refractivity: 116 cm3; (15)Molar Volume: 414.9 cm3; (16)Polarizability: 45.98×10-24cm3; (17)Surface Tension: 32.7 dyne/cm; (18)Density: 0.883 g/cm3; (19)Flash Point: 259.1 °C; (20)Enthalpy of Vaporization: 77.43 kJ/mol; (21)Boiling Point: 504.8 °C at 760 mmHg; (22)Vapour Pressure: 2.57E-10 mmHg at 25°C.

You can still convert the following datas into molecular structure: 
1.SMILES: O=C(NCCCN(C)C)CCCCCCC\C=C/CCCCCCCC
2.InChI: InChI=1/C23H46N2O/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-23(26)24-21-19-22-25(2)3/h11-12H,4-10,13-22H2,1-3H3,(H,24,26)/b12-11-
3.InChIKey: UCWYGNTYSWIDSW-QXMHVHEDBW

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