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Oleic acid

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Name

Oleic acid

EINECS 204-007-1
CAS No. 112-80-1 Density 0.899 g/cm3
PSA 37.30000 LogP 6.10850
Solubility negligiblly soluble in water Melting Point 13-14 °C(lit.)
Formula C18H34O2 Boiling Point 360 °C at 760 mmHg
Molecular Weight 282.467 Flash Point 270.1 °C
Transport Information UN 1198 3/PG 3 Appearance colourless to light yellow viscous liquid
Safety 36/37-37/39-26-36 Risk Codes 23/24/25-34-40-43-36/37/38-38
Molecular Structure Molecular Structure of 112-80-1 (Oleic acid) Hazard Symbols ToxicT,IrritantXi
Synonyms

D 100;D 100 (fatty acid);Edenor ATiO5;Edenor FTiO5;Emersol 205;Emersol 211;Emersol 213NF;Emersol 214NF;Emersol 233;Emersol 6313NF;Extra Oleic 80R;Extra Oleic 90;Extra Oleic 99;Extra Olein 80;Extra Olein 90;Extra Olein 90R;Extra Olein A 1981;Industrene 105;Lunac O-CA;Lunac O-LL;Lunac O-P;Lunac O-V;Lunac OA;NAA 35;Neo-Fat 92-04;Oleine 7503;Priolene 6906;Priolene 6907;Priolene 6928;Priolene 6930;Priolene 6933;Vopcolene 27;Wecoline OO;Z-9-Octadecenoic acid;cis-9-Octadecenoic acid;cis-Oleic acid;cis-D9-Octadecenoic acid;D9-cis-Octadecenoic acid;D9-cis-Oleic acid;Oleic acid;

Article Data 155

Oleic acid Consensus Reports

Reported in EPA TSCA Inventory.

Oleic acid Standards and Recommendations

DFG MAK: Not Classifiable as a Human Carcinogen

Oleic acid Specification

Oleic acid, its cas register number is 112-80-1. It also can be called Oelsauere; Oleine 7503; Oleinic acid;  Omega-9 Fatty Acids; Pamolyn; Tego-oleic 130; UNII-2UMI9U37CP; Vopcolene 27; cis-Octadec-9-enoic acid; cis-delta(sup 9)-Octadecenoic acid; delta9-cis-Oleic acid; l'Acide oleique. Oleic acid is a fatty acid that occurs naturally in various animal and vegetable fats and oils. It is an odorless, colourless oil, although commercial samples may be yellowish. And it is found in various animal and vegetable sources which  the most abundant fatty acid in human adipose tissue.

Physical properties about Oleic acid are: (1)ACD/LogP: 7.698; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.90; (4)ACD/LogD (pH 7.4): 5.11; (5)ACD/BCF (pH 5.5): 66473.35; (6)ACD/BCF (pH 7.4): 1065.97; (7)ACD/KOC (pH 5.5): 58464.46; (8)ACD/KOC (pH 7.4): 937.54; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 15; (12)Index of Refraction: 1.467 ; (13)Molar Refractivity: 87.063 cm3; (14)Molar Volume: 313.897 cm3; (15)Polarizability: 34.514 10-24cm3; (16)Surface Tension: 33.875 dyne/cm; (17)Density: 0.9 g/cm3; (18)Flash Point: 270.099 °C; (19)Enthalpy of Vaporization: 66.53 kJ/mol; (20)Boiling Point: 359.999 °C at 760 mmHg

Preparation of Oleic acid: Extraction of triolein from olive oil – 3 liters of extra virgin olive oil are poured into a 5 liter one necked boiling flask and the flask is set up for fractional vacuum distillation. The air is evacuated until the pressure is only 8 torr and the boiling flask heated gradually to 240C. Collect what comes over from 230-240C. What has been collected is reasonably pure (>97%) triolein.

Use of Oleic acid: Oleic acid is included in normal human diet as part of animal fats and vegetable oil. Oleic acid as its sodium salt is a major component of soap as an emulsifying agent. It is also used as emollient. Small amounts of oleic acid are used as an excipient in pharmaceuticals, oleic acid is used as an emulsifying or solubilizing agent in aerosol products. Oleic acid is also used to induce lung damage in certain types of animals, for the purpose of testing new drugs and other means to treat lung diseases. Specifically in sheep, intravenous administration of oleic acid causes acute lung injury with corresponding pulmonary edema. This sort of research has been of particular benefit to premature newborns, for whom treatment for underdeveloped lungs (and associated complications) often is a matter of life and death.

When you are using this chemical, please be cautious about it as the following:
1. Wear suitable protective clothing and gloves;
2. Wear suitable gloves and eye/face protection;
3. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
4. Wear suitable protective clothing;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9- ;
(2)InChIKey=ZQPPMHVWECSIRJ-KTKRTIGZSA-N;
(3)SmilesC(CC\C=C/CCCCCCCC)CCCCC(O)=O;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
monkey LD intravenous > 40uL/kg (.04mL/kg)   Lung. Vol. 164, Pg. 259, 1986.
 
monkey LD intravenous > 40uL/kg (.04mL/kg)   Lung. Vol. 164, Pg. 259, 1986.
 
monkey LD intravenous > 40uL/kg (.04mL/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES Lung. Vol. 164, Pg. 259, 1986.
 
mouse LD50 intraperitoneal 282mg/kg (282mg/kg)   Yakugaku Zasshi. Journal of Pharmacy. Vol. 104, Pg. 793, 1984.
 
mouse LD50 intravenous 230mg/kg (230mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Acta Pharmacologica et Toxicologica. Vol. 18, Pg. 141, 1961.
 
mouse LD50 oral 28gm/kg (28000mg/kg)   Toksikologicheskii Vestnik. Vol. (1), Pg. 39, 2000.
rabbit LD intravenous > 55mg/kg (55mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES American Review of Respiratory Disease. Vol. 137(Suppl), Pg. 226, 1988.
rat LD50 intravenous 2400ug/kg (2.4mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
American Journal of Pathology. Vol. 103, Pg. 376, 1981.
 
rat LD50 oral 25gm/kg (25000mg/kg)   Toksikologicheskii Vestnik. Vol. (1), Pg. 39, 2000.

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