9-Octadecenoic acid

C8Hi7CH=CH(CH2)7COOH Elaidic acid frans-9-Octadecenoic acid... 

AMIDES, FATTY ACID] (Vol 2) trans-ll-Octadecenoic acid [693-72-1]... 

Sulfated Natural Oils and Fats. Sulfated natural triglycerides were the first nonsoap commercial surfactants introduced in the middle of the nineteenth century. Since then sulfates of many vegetable, animal, and fish oils have been investigated (see also Fats AND FATTY oils). With its hydroxyl group and a double bond, ricinoleic acid (12-hydroxy-9,10-octadecenoic acid) is an oil constituent particularly suited for sulfation. Its sulfate is known as turkey-red oil. Oleic acid is also suited for sulfation. Esters of these acids can be sulfated with a minimum of hydrolysis of the glyceride group. Polyunsaturated acids, with several double bonds, lead to dark-colored sulfation products. The reaction with sulfuric acid proceeds through either the hydroxyl or the double bond. The sulfuric acid half ester thus formed is neutralized with caustic soda ... 

Z,Z,Z,)-9,12,15-octadecatrienoic acid). Fish oils contain esters of eicosanoic and docosanoic acids with four to six double bonds separated by single methylene groups, eg, (i7//-Z)-4,7,10,13,16,19-docosahexaenoic acid [6217-54-5] in menhaden oil (4). The fatty acid with conjugated double bonds in tung oil is a-eleostearic acid [506-23-0] ((F,Z,F)-9,ll,13-octadecatrienoic acid) the predominant fatty acid in oiticica oil is licanic acid [17699-20-6] (4-oxo-(F,Z,F)-9,ll,13-octadecatrienoic acid). In all oils, other fatty acids including palmitic acid [57-10-3] (hexadecanoic acid), stearic acid [57-11-4] (octadecanoic acid), and oleic acid [112-80-1] ((Z)-9-octadecenoic acid) also are present. 

Petrosyan et studied peroxide oxidation of oleic[(Z)-octadecenoic] acid in the presence of complexes derived from R SnCl4 and phosphatidylcholine [0P(0)(0H)0CH2CH2-N(Me)3, PChol] which is a short-chain analog of phospholipids, and also compared the effects of the complexes (R3SnCl)2-PChol (R = Me, Ph), R2SnCl2-PChol (R = Me, Bu), and RSnCls-PChol (R = Me, Ph) with that produced by the organotin parents. ... 

The most frequently used systematic nomenclature names the fatty acid after the hydrocarbon with the same number and arrangement of carbon atoms, with -oic being substituted for the final -e (Genevan system). Thus, saturated acids end in -anoic, eg, octanoic acid, and unsaturated acids with double bonds end in -enoic, eg, octadecenoic acid (oleic acid). 

The fruit of a shrub that grows in Sierra Leone is very toxic and has been used as a rat poison. The toxic principal has been identified as Z-18-fluoro-9-octadecenoic acid. Suggest a synthesis from 8-fluorooctanol, l-chloro-7-iodoheptane, acetylene, and any other necessary organic or inorganic reagents. 

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