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109-28-4

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109-28-4 Usage

Uses

Oleamidopropyl dimethylamine is a cationic emulsifier in cosmetics, such as body lotions, creams, shampoos, hair rinse preparations, etc.

Flammability and Explosibility

Nonflammable

Check Digit Verification of cas no

The CAS Registry Mumber 109-28-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 9 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 109-28:
(5*1)+(4*0)+(3*9)+(2*2)+(1*8)=44
44 % 10 = 4
So 109-28-4 is a valid CAS Registry Number.
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-

109-28-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name Oleic acid-N,N-dimethyltrimethylenediamine condensate

1.2 Other means of identification

Product number -
Other names N,N-Dimethylolamidopropylamine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:109-28-4 SDS

109-28-4Synthetic route

cis-Octadecenoic acid
112-80-1

cis-Octadecenoic acid

1-amino-3-(dimethylamino)propane
109-55-7

1-amino-3-(dimethylamino)propane

(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide
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%
Methyl oleate
112-62-9

Methyl oleate

1-amino-3-(dimethylamino)propane
109-55-7

1-amino-3-(dimethylamino)propane

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

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

Conditions
ConditionsYield
With zeolite at 115 - 120℃; for 12h; Dean-Stark;95%
(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide
109-28-4

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

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

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

Conditions
ConditionsYield
With hydrogenchloride In benzene for 3h;99%
1 ,6-dibromohexane
629-03-8

1 ,6-dibromohexane

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

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

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

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

Conditions
ConditionsYield
In ethanol at 80℃; for 48h;93%
(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide
109-28-4

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

1,10-dibromodecane
4101-68-2

1,10-dibromodecane

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

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

Conditions
ConditionsYield
at 80℃; for 48h;92%
1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

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

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

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

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

Conditions
ConditionsYield
In ethanol at 80℃; for 48h;91%
1,12-dibromododecane
3344-70-5

1,12-dibromododecane

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

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

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

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

Conditions
ConditionsYield
at 80℃; for 48h;89%
1,8-dibromooctane
4549-32-0

1,8-dibromooctane

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

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

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

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

Conditions
ConditionsYield
at 80℃; for 48h;88%
(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide
109-28-4

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

ethylene dibromide
106-93-4

ethylene dibromide

C25H50BrN2O(1+)*Br(1-)

C25H50BrN2O(1+)*Br(1-)

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

ethyl bromide

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

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

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

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

(E)-1,4-dibromobutene

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

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

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

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

Conditions
ConditionsYield
In ethanol at 80℃; for 48h;82%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

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

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

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

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

Conditions
ConditionsYield
In ethanol at 80℃; for 48h;80%
(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide
109-28-4

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

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

epichlorohydrin
106-89-8

epichlorohydrin

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

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

stearamidopropyl dimethylamine
7651-02-7

stearamidopropyl dimethylamine

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

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

epichlorohydrin
106-89-8

epichlorohydrin

A

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

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

B

18APDMA-3(OH)-18APDMA

18APDMA-3(OH)-18APDMA

C

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

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

Conditions
ConditionsYield
With hydrogenchloride Product distribution / selectivity;
C26H54ClN2O2(1+)*Cl(1-)
1067235-25-9

C26H54ClN2O2(1+)*Cl(1-)

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

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

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

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

Conditions
ConditionsYield
Product distribution / selectivity;
(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide
109-28-4

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

sodium monochloroacetic acid
3926-62-3

sodium monochloroacetic acid

oleamidopropyl betaine
25054-76-6

oleamidopropyl betaine

Conditions
ConditionsYield
In ethanol; water at 79℃; for 12h;
(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide
109-28-4

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

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

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

Conditions
ConditionsYield
With ethylenediaminetetraacetic acid; dihydrogen peroxide; sodium hydrogencarbonate In propylene glycol at 45 - 55℃; for 4h;
(9Z)-N-[3-(dimethylamino)propyl]octadec-9-enamide
109-28-4

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

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

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

Conditions
ConditionsYield
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

109-28-4Relevant articles and documents

A facile route towards the preparation of ultra-long-Chain amidosulfobetaine surfactants

Chu, Zonglin,Feng, Yujun

, p. 2655 - 2658 (2009)

A series of novel, ultra-long-chain amidosulfobetaine surfactants were prepared by amidation of ultra-long-chain fatty acids directly with N,N-dimethyl-1,3-propanediamine in the absence of solvents, followed by quaternization of the intermediates with 1,3-propanesultone in ethyl acetate.

SYNTHESIS AND BACTERICIDAL ACTIVITY OF SOME QUATERNARY N-ACYLAMINOPROPYLAMMONIUM SALTS

Limanov, V. E.,Epshtein, A. E.,Yakushkin, M. I.,Telegin, M. Yu.,Kotov, V. I.,et al.

, p. 85 - 87 (1981)

-

Unusual pH-responsive fluid based on a simple tertiary amine surfactant: The formation of vesicles and wormlike micelles

Lu, Hongsheng,Wang, Li,Huang, Zhiyu

, p. 51519 - 51527 (2014)

A novel pH-responsive viscoelastic micellar system was prepared by N,N-dimethyl oleoaminde-propylamine without the addition of hydrotropes. The micellar system undergoes a gradual transition from vesicles to spherical micelles to wormlike micelles by adding an HCl solution. Rheology, Cryo-TEM and dynamic light scattering (DLS) results revealed that the pH-responsive flow behavior is attributed to the microstructural transition among the spherical micelles, vesicles and worm-like micelles. In this paper, we found out that a vesicle is extremely pH sensitive because the degree of protonation and the concentration of Cl- strongly affect the pH areas which could form worm-like micelles. The notable advantages of vesicles and worm-like micelles can be utilized to prepare pH-responsive viscoelastic fluids in the desired pH areas. This journal is

Method for preparing fatty acid amide dimethyl tertiary amine compounds from solid superbase

-

Paragraph 0018-0019, (2018/03/01)

The invention discloses a method for preparing fatty acid amide dimethyl tertiary amine compounds from solid superbase, and belongs to the field of organic chemical synthesis. According to the method,one or several kinds of fatty acids and N,N-dimethylamino compounds are used as raw materials; solid superbase with the advantages of high catalysis activity, cyclic use and environment-friendly effect is used as a catalyst for preparing the fatty acid amide dimethyl tertiary amine compounds. The method has the advantages that the operation is simple and convenient; the post treatment is simple;the reaction conditions are mild; the yield is high; the method belongs to a green novel method for synthesizing the fatty acid amide dimethyl tertiary amine compounds.

Effect of large spacer on surface activity, thermal, and rheological properties of novel amido-amine cationic gemini surfactants

Shakil Hussain,Kamal, Muhammad Shahzad

, p. 1131 - 1137 (2017/08/08)

Three new amido-amine cationic gemini surfactants comprising large spacer groups were synthesized by amidation of carboxylic acids with 3-(dimethylamino)-1-propylamine and subsequent reaction with dibromoalkane. The structures of gemini surfactants were elucidated by NMR, IR, and elemental techniques. Thermogravimetric analysis results showed impressive short-range thermal stability with no structure decomposition up to 260?°C. The structural characterization technique exhibited excellent long-range thermal stability with the survival of original structure of the gemini surfactants after aging them up to 90?°C for ten days. The critical micelle concentration readings were ranged from 0.094?mmol/L to 0.15?mmol/L and the analogous surface tension (γcmc) values were ranged from 34.12?mN/m to 36.47?mN/m. The rheological investigation was done to examine the interactions between cationic polyacrylamide and cationic gemini surfactants. The polymer viscosity and storage modulus were reduced upon addition of gemini surfactants at low shear rate because of charge screening and polymer-surfactant interactions. The gemini surfactants revealed excellent thermal and surface properties and the investigated surfactant-polymer hybrid material found to be an excellent candidate of high-temperature carbonate reservoir in which anionic surfactants are avoided because of high adsorption.

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