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From Wikipedia

Oleic acid

Oleic acid is a mono-unsaturatedomega-9fatty acid in various animals and vegetables. It has the formula CH3(CH2)7CH=CH(CH2)7COOH. It is an odorless, colourless oil. The trans-isomer of oleic acid is called elaidic acid (hence the name elaidinization for a reaction that switches cis-isomers to trans-isomers). The term Oleic means related to, or derived from, oil or olive.


Triglyceride esters of oleic acid compose the majority of olive oil, although there may be less than 2.0% as actual free acid in the virgin olive oil, with higher concentrations making the olive oil inedible. It also makes up 59-75% of pecan oil, 36-67% of peanut oil, 15-20% of grape seed oil, sea buckthorn oil, and sesame oil, and 14% of poppyseed oil. It is also abundantly present in many animal fats, constituting between 37-56% of chicken and turkey fat, 44-47% of lard, etc.

Oleic acid is the most abundant fatty acid in human adipose tissue.

As an insect pheromone

Oleic acid is emitted by the decaying corpses of a number of insects, including bees and Pogonomyrmexants and triggers the instincts of living workers to remove the dead bodies from the hive. If a live bee or ant is daubed with oleic acid, it is dragged off as if it were dead. The oleic acid smell indicates to living insects how to avoid others that have succumbed to disease or places where predators lurk.

Production and chemical behavior

Oleic acid exhibits many of the reactions of carboxylic acids and alkenes. It is soluble in aqueous base to give salts called oleates. Iodine adds across the double bond. Hydrogenation of the double bond yields the saturated derivative called stearic acid. Oxidation at the double bond occurs slowly in air and is known as rancidification in foodstuffs and drying in coatings. Reduction of the carboxylic acid group yields oleyl alcohol. Ozonolysis of oleic acid is an important route to azelaic acid. The coproduct is nonanoic acid:

H17C8CH=CHC7H14CO2H + 4"O" → H17C8CO2H + HO2CC7H14CO2H

Esters of azelaic acid find applications in lubrication and plasticizers.


As an excipient in pharmaceuticals, oleic acid is used as an emulsifying or solubilizing agent in aerosol products.

Health effects

Oleic acid may hinder the progression of ALD, or adrenoleukodystrophy, a fatal disease that affects the brain and adrenal glands. Oleic and monounsaturated fatty acid levels in the membranes of red blood cells have been associated with increased risk of breast cancer. Oleic acid may be responsible for the hypotensive (blood pressure reducing) effects of olive oil.

From Yahoo Answers

Question:I know one end of the oleic acid molecule has a slightly positive charge, and the other end has a slightly negative charge, but I don't know which. I know the carboxyl end is hydrophillic and is attracted to water, but does that make it postive? I have heard that water has a negative charge, but I have also heard that it is neutral.

Answers:The caboxylic end exists as the the carboxylate anion and is chelated to the hydrogen atoms of water which have a slight +ve charge.

Question:and equations for the reactions with sodium hydroxide, hydrogen in the presence of a catalyst and at elevated temperature and pressure, and a 5% solution of bromine in cyclohexane

Answers:Formula: you more or less answered your question yourself. It is any combination of glycerine esters with any combination of these acids. Reaction with NaOH is saponification, resulting in glycerine and the free acids (or more specifically, acid rests as dissolved salts). Reaction with hydrogen in the presence of Pt or Raney-Ni as catalysts will ultimately produce the triglycerides of the corresponding saturated acids. This is known as "hardening" of fats since saturated fatty acids tend to produce solid fats whereas unsaturated fatty acid triglycerides of comparable mass remain liquid at the same temperatures. Reaction with bromine will result in electrophile addition of Bromine on the double bonds of the unsaturated acids.

Question:is completely hydrogenated, what is the product? A saturated fat with two palmitic acids and one stearic acid B saturated fat with one palmitic acid and two linolenic acids C saturated fat with one palmitic acid, one linolenic acid and one stearic acid D saturated fat with two palmitoleic acids and one stearic acid E saturated fat with one palmitic acid and two stearic acids

Answers:Palmitic acid is already a saturated fatty acid of 16 carbon atoms. The other two are 18 carbon-fatty acids with different degrees of unsaturation. So, the answer is (E) saturated fat with one palmitic acid and two stearic acids.

Question:I know oleic acid is a maybe, but is it okay when from sunflower oil?

Answers:high oleic acid is from sun flower oil 21%and safflower contain 13% olive oil is rich source of oleic acidof 75%.

From Youtube

Hydrogen :Check us out at www.tutorvista.com Hydrogen is the chemical element with atomic number 1. It is represented by the symbol H. With an atomic weight of 1.00794 u, hydrogen is the lightest and most abundant chemical element, constituting roughly 75 % of the Universe's elemental mass. Stars in the main sequence are mainly composed of hydrogen in its plasma state. Naturally occurring elemental hydrogen is relatively rare on Earth. The most common isotope of hydrogen is protium (name rarely used, symbol H) with a single proton and no neutrons. In ionic compounds it can take a negative charge (an anion known as a hydride and written as H ), or as a positively-charged species H+. The latter cation is written as though composed of a bare proton, but in reality, hydrogen cations in ionic compounds always occur as more complex species. Hydrogen forms compounds with most elements and is present in water and most organic compounds. It plays a particularly important role in acid-base chemistry with many reactions exchanging protons between soluble molecules. As the simplest atom known, the hydrogen atom has been of theoretical use. For example, as the only neutral atom with an analytic solution to the Schr dinger equation, the study of the energetics and bonding of the hydrogen atom played a key role in the development of quantum mechanics. Hydrogen gas (now known to be H2) was first artificially produced in the early 16th century, via the mixing of metals with strong acids. In 176681 ...

Acidic Hydrogens.mpg :When given a molecule with multiple hydrogen atoms, how does one tell which is the most acidic hydrogen atom?