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N,N-Dimethyloctadecylamine

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Name

N,N-Dimethyloctadecylamine

EINECS 204-694-8
CAS No. 124-28-7 Density 0.813 g/cm3
PSA 3.24000 LogP 6.80950
Solubility Slightly soluble in water Melting Point 23 °C
Formula C20H43N Boiling Point 348.5 °C at 760 mmHg
Molecular Weight 297.568 Flash Point 153.8 °C
Transport Information UN 2735 Appearance Solid
Safety 45-36/37/39-26 Risk Codes 34-22
Molecular Structure Molecular Structure of 124-28-7 (N,N-Dimethyloctadecylamine) Hazard Symbols CorrosiveC
Synonyms

Armeen DM 18D;DM 18D;Dimantine;Dimethyl-n-octadecylamine;Dimethyloctadecylamine;Dimethylstearylamine;Dymanthine;Farmin DM 80;Farmin DM 8098;Kemamine 9902D;N,N-Dimethyl-n-octadecylamine;N,N-Dimethylstearylamine;N-Octadecyl-N,N-dimethylamine;N-Stearyl-N,N-dimethylamine;Octadecyldimethylamine;Stearyldimethylamine;Tertiary Nissan Amine AB;Octadecylamine,N,N-dimethyl- (6CI,8CI);ADMA 18;1-octadecanamine, N,N-dimethyl-;Dymanthine;N,N-Dimethyl-1-octadecanamine;

Article Data 20

N,N-Dimethyloctadecylamine Synthetic route

112-92-5

1-octadecanol

124-40-3

dimethyl amine

124-28-7

N,N-dimethyl-n-octadecylamine

Conditions
ConditionsYield
With hydrogen at 225℃; under 772.577 - 1200.12 Torr; for 4.2h;94.3%
With alumina hydrate at 350℃; under 147102 Torr;
With alumina hydrate at 350℃; under 147102 Torr;

N-(3-(diethylamino)benzyl)-N,N-dimethyloctadecan-1-aminium chloride

124-28-7

N,N-dimethyl-n-octadecylamine

Conditions
ConditionsYield
In water; acetonitrile for 0.25h; Solvent; Irradiation;85%
3886-90-6

N,N-dimethyloctadecanamide

124-28-7

N,N-dimethyl-n-octadecylamine

Conditions
ConditionsYield
With hydrogen; sponge copper catalyst: 73.4percent Cu, 0.5percent Mg, 5.7percent Fe, 0.9percent Al In water at 250℃; under 11251.1 Torr; Inert atmosphere; Autoclave;81.7%
28920-43-6

(fluorenylmethoxy)carbonyl chloride

N-(3-(diethylamino)benzyl)-N,N-dimethyloctadecan-1-aminium chloride

A

124-28-7

N,N-dimethyl-n-octadecylamine

B

(9H-fluoren-9-yl)methyl methyl(octadecyl)carbamate

Conditions
ConditionsYield
Stage #1: N-(3-(diethylamino)benzyl)-N,N-dimethyloctadecan-1-aminium chloride In methanol for 0.25h; Irradiation;
Stage #2: (fluorenylmethoxy)carbonyl chloride With sodium carbonate In water; acetonitrile
A 63%
B 30%
3886-90-6

N,N-dimethyloctadecanamide

A

112-92-5

1-octadecanol

B

124-28-7

N,N-dimethyl-n-octadecylamine

Conditions
ConditionsYield
With hydrogen; magnesium/copper (0.76 ratio) oxide catalyst with copper content 40percent by mass at 250℃; under 3750.38 Torr; for 6h; Product distribution / selectivity; Autoclave;A 7.7%
B 60.2%
50-00-0

formaldehyd

64-18-6

formic acid

124-30-1

1-aminooctadecane

124-28-7

N,N-dimethyl-n-octadecylamine

Conditions
ConditionsYield
for 22.5h; Heating;26%
With ethanol; water at 60 - 80℃;
124-40-3

dimethyl amine

112-89-0

1-Bromooctadecane

124-28-7

N,N-dimethyl-n-octadecylamine

Conditions
ConditionsYield
at 120 - 130℃;
112-92-5

1-octadecanol

74-89-5

methylamine

A

2439-55-6

N-methyl-1-octadecylamine

B

124-28-7

N,N-dimethyl-n-octadecylamine

Conditions
ConditionsYield
With alumina hydrate at 350℃; under 161812 Torr;
With alumina hydrate at 350℃; under 161812 Torr;
3386-33-2

1-chlorooctadecane

124-40-3

dimethyl amine

124-28-7

N,N-dimethyl-n-octadecylamine

Conditions
ConditionsYield
In water at 140 - 150℃;
112-92-5

1-octadecanol

alkali alkylate

alkali alkylate

124-28-7

N,N-dimethyl-n-octadecylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: zinc chloride, hydrogen chloride / 140 °C
2: H2O / 140 - 150 °C
View Scheme

N,N-Dimethyloctadecylamine Consensus Reports

Reported in EPA TSCA Inventory.

N,N-Dimethyloctadecylamine Specification

The N,N-Dimethyloctadecylamine, with the CAS registry number 124-28-7 and EINECS registry number 204-694-8, has the systematic name of N,N-dimethyloctadecan-1-amine. And the molecular formula of this chemical is C20H43N. It is a kind of solid, and its classification codes are: Agricultural Chemical; Drug / Therapeutic Agent; Experimental pesticide; Skin / Eye Irritant; Unspecified / Unclassified pesticide. In addition, it is insoluble in water.

The physical properties of N,N-Dimethyloctadecylamine are as following: (1)ACD/LogP: 9.10; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.02; (4)ACD/LogD (pH 7.4): 6.79; (5)ACD/BCF (pH 5.5): 4079.24; (6)ACD/BCF (pH 7.4): 23861.3; (7)ACD/KOC (pH 5.5): 1790.22; (8)ACD/KOC (pH 7.4): 10471.77; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 17; (12)Polar Surface Area: 3.24 Å2; (13)Index of Refraction: 1.45; (14)Molar Refractivity: 98.42 cm3; (15)Molar Volume: 365.9 cm3; (16)Polarizability: 39.01×10-24cm3; (17)Surface Tension: 29.6 dyne/cm; (18)Density: 0.813 g/cm3; (19)Flash Point: 153.8 °C; (20)Enthalpy of Vaporization: 59.28 kJ/mol; (21)Boiling Point: 348.5 °C at 760 mmHg; (22)Vapour Pressure: 5.03E-05 mmHg at 25°C.

Preparation and uses of N,N-Dimethyloctadecylamine: It can be prepared by condensing octadecylamine with formaldehyde and formic acid. In addition, it is used as chemical intermediates for the manufacture of quaternary ammonium compounds, amine oxide and betaine surfactants. It is also used as softening agent, antistatic agent and veterinary anthelmintic.

You should be cautious while dealing with this chemical. It may cause burns, and it is also harmful if swallowed. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: N(CCCCCCCCCCCCCCCCCC)(C)C
(2)InChI: InChI=1/C20H43N/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21(2)3/h4-20H2,1-3H3
(3)InChIKey: NAPSCFZYZVSQHF-UHFFFAOYAD

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 315mg/kg (315mg/kg)   European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 26, Pg. 517, 1991.
rat LDLo intraperitoneal 100mg/kg (100mg/kg)   National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 11, 1953.

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