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

Name
N-[3-(dimethylamino)propyl]oleamide
EINECS 203-661-5
CAS No. 109-28-4
Article Data14
CAS DataBase
Density 0.883 g/cm³
Solubility 1.26g/L at 20℃
Melting Point
Formula C₂₃H₄₆N₂O
Boiling Point 504.8 °C at 760 mmHg
Molecular Weight 366.631
Flash Point 259.1 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
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;
PSA 32.34000
LogP 6.48270

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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

: 821-06-7
(E)-1,4-dibromobutene

: 109-28-4
(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide

: 2Br(1-)*C50H98N4O2(2+)

Conditions

Conditions	Yield
In ethanol at 80℃; for 48h;	82%

: 1476-11-5
Z-1,4-dichlorobutene

: 109-28-4
(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide

: 2Cl(1-)*C50H98N4O2(2+)

Conditions

Conditions	Yield
In ethanol at 80℃; for 48h;	80%

: 109-28-4
(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide

: 104-15-4
toluene-4-sulfonic acid

: 106-89-8
epichlorohydrin

: 18:1APDMA-3(OH)-18:1APDMA

...Expand

: 7651-02-7
stearamidopropyl dimethylamine

: 109-28-4
(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide

: 106-89-8
epichlorohydrin

A: 18:1APDMA-3(OH)-18APDMA

B: 18APDMA-3(OH)-18APDMA

C: 18:1APDMA-3(OH)-18:1APDMA

Conditions

Conditions	Yield
With hydrogenchloride Product distribution / selectivity;

...Expand

: 1067235-25-9
C26H54ClN2O2(1+)*Cl(1-)

: 109-28-4
(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide

: 18:1APDMA-3(OH)-18APDMA

Conditions

Conditions	Yield
Product distribution / selectivity;

: 109-28-4
(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide

: 3926-62-3
sodium monochloroacetic acid

: 25054-76-6
oleamidopropyl betaine

Conditions

Conditions	Yield
In ethanol; water at 79℃; for 12h;

: 109-28-4
(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide

: (Z)-N,N-dimethyl-3-(octadec-9-enamido) propan-1-amine oxide

Conditions

Conditions	Yield
With ethylenediaminetetraacetic acid; dihydrogen peroxide; sodium hydrogencarbonate In propylene glycol at 45 - 55℃; for 4h;

: 109-28-4
(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium hydrogencarbonate / acetonitrile / 12 h / 95 °C / pH 9.3 2: sodium selenide / water-d2 / 15 h / 70 °C View Scheme

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

Product Name

N-[3-(dimethylamino)propyl]oleamide

Synthetic route

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

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