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57-11-4

Basic Information
CAS No.: 57-11-4
Name: Stearic acid
Article Data: 306
Cas Database
Molecular Structure:
Molecular Structure of 57-11-4 (Stearic acid)
Formula: C18H36O2
Molecular Weight: 284.483
Synonyms: Stearic acid;n-octadecanoic acid;naa173;groco58;groco59;groco55;groco54;C18;pd185;NAA180;steraic acid;kam1000;
EINECS: 266-928-5
Density: 0.84
Melting Point: 67-72°C(lit.)
Boiling Point: 361°C(lit.)
Flash Point: >230°F
Solubility: 0.1-1 g/100 mL at 23 ºC
Appearance: White solid with a mild odor
Hazard Symbols: R11:; R36/37/38:;
Risk Codes:  F:Flammable;
 F:Flammable;
Safety:
Transport Information: N/A
PSA: 37.30000
LogP: 6.33250
Synthetic route
112-80-1

cis-Octadecenoic acid

57-11-4

stearic acid

Conditions
ConditionsYield
With hydrogen; palladium In ethyl acetate at 25℃; under 760.051 Torr; for 12h;100%
With hydrogen; palladium in polystyrene In tetrahydrofuran at 25℃; under 760.051 Torr; for 12h;100%
With hydrogen; 5%-palladium/activated carbon In ethyl acetate under 2585.81 Torr; for 6h;100%
65598-00-7

1-(tert-butyldimethylsilyloxy)octadecan

57-11-4

stearic acid

Conditions
ConditionsYield
With potassium fluoride; jones reagent In acetone at 0℃; for 2h;100%

1,5-bis(perfluorooctyl)-3-methylpentan-3-yl octadecanoate

57-11-4

stearic acid

Conditions
ConditionsYield
With trifluoroacetic acid for 15h; Product distribution;100%
463-40-1

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid

57-11-4

stearic acid

Conditions
ConditionsYield
With hydrogen In methanol at 20℃; for 5h;99.4%
Multi-step reaction with 2 steps
1: KOH; butyl alcohol / Zusatz von Wasser und weiteres kurzes Erwaermen des Reaktionsgemisches
2: PtO2; glacial acetic acid / 2206.5 Torr / Hydrogenation
View Scheme
177481-70-8

Sb(C6H5)4(OOC(CH2)16CH3)

A

19638-17-6, 16894-68-1

tetraphenylantimony(V) chloride

B

57-11-4

stearic acid

Conditions
ConditionsYield
With aq. HClA 99%
B n/a
50530-12-6

10-bromodecanoic acid

38841-98-4

n-octylmagnesium chloride

57-11-4

stearic acid

Conditions
ConditionsYield
Stage #1: 10-bromodecanoic acid With 1-methyl-pyrrolidin-2-one; tert-butylmagnesium chloride In tetrahydrofuran at -78℃; for 0.166667h; Inert atmosphere;
Stage #2: n-octylmagnesium chloride With buta-1,3-diene; nickel dichloride In tetrahydrofuran under 760.051 Torr; for 1h; Inert atmosphere; Cooling with ice;
97%
112-61-8

Methyl stearate

57-11-4

stearic acid

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide for 0.75h; Ambient temperature;96%
With water; indium (III) iodide; silica gel for 0.533333h; Hydrolysis; Irradiation;90%
With potassium hydroxide In methanol at 35℃; for 1h;73%
60-33-3

linoleic acid

57-11-4

stearic acid

Conditions
ConditionsYield
With hydrogen; Rhodium chloride tri(triphenylphosphine-meta-trisulfonate) In water for 18h; Ambient temperature;95%
With selenium at 300℃;
With platinum(IV) oxide; acetic acid under 2206.5 Torr; Hydrogenation;
hoher Wasserstoffdruck.Hydrogenation;
With palladium/alumina; hydrogen In methanol at 80℃; under 15001.5 Torr; Catalytic behavior; Kinetics; Reagent/catalyst; Autoclave;
555-43-1

glycerol tristearate

57-11-4

stearic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1h; Reflux;94%
With Mg-Al hydrotalcite; hydrogen at 325℃; under 21446.5 Torr;
With aluminum oxide; dilauryl thiodipropionate; 2,6-di-tert-butyl-4-methyl-phenol; Octadecyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate; magnesium oxide In water at 100 - 130℃; under 5250.53 Torr; for 0.75h; Temperature;
20198-92-9

N-methylstearylamide

57-11-4

stearic acid

Conditions
ConditionsYield
With sodium hydroxide; Glyoxal; copper dichloride Heating;93%
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Specification

Stearic Acid, with the cas number 57-11-4, also called Octadecanoic Acid, one of the most common long-chain fatty acids, found in combined form in natural animal and vegetable fats. Commercial “stearic acid” is a mixture of approximately equal amounts of stearic and palmitic acids and small amounts of oleic acid. It is employed in the manufacture of candles, cosmetics, shaving soaps, lubricants, and pharmaceuticals.Stearic acid is prepared by treating these fats and oils with water at a high pressure and temperature (above 200 °C), leading to the hydrolysis of triglycerides. The resulting mixture is then distilled. Commercial stearic acid is often a mixture of stearic and palmitic acids, although purified stearic acid is available.

Physical properties about Stearic Acid  are:
(1)ACD/LogP: 7.83; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 7.03; (4)ACD/LogD (pH 7.4): 5.24; (5)ACD/BCF (pH 5.5): 84062.82; (6)ACD/BCF (pH 7.4): 1348.58; (7)ACD/KOC (pH 5.5): 69237.45; (8)ACD/KOC (pH 7.4): 1110.74; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 16; (12)Index of Refraction: 1.456; (13)Molar Refractivity: 87.005 cm3; (14)Molar Volume: 320.283 cm3; (15)Polarizability: 34.491 10-24cm3; (16)Surface Tension: 33.4189987182617 dyne/cm; (17)Density: 0.888 g/cm3; (18)Flash Point: 162.369 °C; (19)Enthalpy of Vaporization: 63.841 kJ/mol; (20)Boiling Point: 359.44 °C at 760 mmHg;

Uses of Stearic Acid: 
Generally applications of stearic acid exploit its bifunctional character, with a polar head group that can be attached to metal cations and a nonpolar chain that confers solubility in organic solvents. The combination leads to uses as a surfactant and softening agent. Stearic acid undergoes the typical reactions of saturated carboxylic acids, notably reduction to stearyl alcohol, and esterification with a range of alcohols.

Safety information of Stearic Acid:
When you are using this chemical, please be cautious about it as the following: Wear suitable gloves and eye/face protection; In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Keep away from sources of ignition - No smoking.

You can still convert the following datas into molecular structure:
(1)SMILES:O=C(O)CCCCCCCCCCCCCCCCC;
(2)Std. InChI:InChI=1S/C18H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-17H2,1H3,(H,19,20); (3)Std. InChIKey:QIQXTHQIDYTFRH-UHFFFAOYSA-N

The toxicity data of Stearic Acid is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 23mg/kg (23mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Acta Pharmacologica et Toxicologica. Vol. 18, Pg. 141, 1961.
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 17, Pg. 383, 1979.
rat LD50 intravenous 21500ug/kg (21.5mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Acta Pharmacologica et Toxicologica. Vol. 18, Pg. 141, 1961.
rat LDLo oral 4640mg/kg (4640mg/kg)   Journal of the American College of Toxicology. Vol. 6(3), Pg. 321, 1987.