Oleate hydrogenation

If monoolefin-Fe(CO)4 complexes are involved in oleate hydrogenation, similar complexes may be invoked as intermediates in the formation of diene-Fe(CO).3 complexes from linoleate (Scheme III). Iron tetracarbonyl complexes were also suggested by Pettit and Emerson (19) in the formation of conjugated diene-Fe(CO)a from nonconjugated dienes. 

Dintrophenol 2-Ethyl hexyl oleate Hydrogenated tallowamine Hydroxylamine sulfatej a-lonone... 

Canola acid Capric acid Caprylic/capric acid Dimethicone Glyceryl oleate Hydrogenated tallow acid Hydroxylated lecithin Laurie acid Magnesium stearate Mineral oil... 

Calcium oleate Hydrogenated tallowamide DEA PEG-9 dioleate PEG-200 oleate emulsifier, lacquers Nonyl nonoxynol-9 emulsifier, latex... 

Chem. Descrip. Sorbitan oleate, hydrogenated castor oil, Beeswax, and Stearic acid... 

An ammoniacal solution is added just before use to activate the hydrogen peroxide. Ammonia is preferred over sodium carbonate (40) or ethanolamines for maximum bleaching. The alkaline solution can be formulated iato a shampoo vehicle with oleate soaps or ethoxylated fatty alcohols. When the bleach is appHed to areas such as new hair growth, a viscous cream or paste may be preferred, formulated with fatty alcohols, alkanolamides, or other thickeners. 

In 1977, Kellogg and Fridovich [28] showed that superoxide produced by the XO-acetaldehyde system initiated the oxidation of liposomes and hemolysis of erythrocytes. Lipid peroxidation was inhibited by SOD and catalase but not the hydroxyl radical scavenger mannitol. Gutteridge et al. [29] showed that the superoxide-generating system (aldehyde-XO) oxidized lipid micelles and decomposed deoxyribose. Superoxide and iron ions are apparently involved in the NADPH-dependent lipid peroxidation in human placental mitochondria [30], Ohyashiki and Nunomura [31] have found that the ferric ion-dependent lipid peroxidation of phospholipid liposomes was enhanced under acidic conditions (from pH 7.4 to 5.5). This reaction was inhibited by SOD, catalase, and hydroxyl radical scavengers. Ohyashiki and Nunomura suggested that superoxide, hydrogen peroxide, and hydroxyl radicals participate in the initiation of liposome oxidation. It has also been shown [32] that SOD inhibited the chain oxidation of methyl linoleate (but not methyl oleate) in phosphate buffer. 

The hydrogenation is usually limited to nonpolar alkenes (terminal and internal cyclic and acyclic alkenes), even though Ti systems have been used to hydrogenate alkenes containing ether and ester functionalities such as vinyl ethers or methyl oleate [42, 45, 59, 62]. 

Ni Hydrogenation of unsaturates, Linolenate, linoleate Oleate, stearate [2]... 

The PLIMSTEX curve for 0.3 pM WT-IFABP titrated with potassium oleate fits well with a 1 1 binding model [22, 24], The K and ADi (difference between the average deuterium level of one-ligand-bound protein and that of apo protein) for WT-IFABP are (2.6 + 0.6) x lO and 13.8 + 0.7 (Table 11.1), respectively, indicating that a strong interaction between oleate and WT-IFABP occurs with protection of 14 backbone amide hydrogens. 

Reduction of ozonides is very useful, especially when aldehydes are the desired products. Ozonides are easily hydrogenolyzed over palladium [670], or reduced by zinc in acetic acid [671], usually in good yields. Ozonolysis of methyl oleate followed by hydrogenation over 10% palladium on charcoal... 

Unsaturated alcohols can be obtained from unsaturated esters under special precautions. Catalytic hydrogenation over zinc chromite converted butyl oleate to oleyl alcohol (9-octadecenol) in 63-65% yield even under very energetic conditions (283-300°, 200atm) [52]. 

Complete reduction of unsaturated esters to sativated alcohols takes place when the esters are hydrogenated over Raney nickel at 50° and 150-200 atm [44] or over copper chromite at temperatures of 250-300° and pressures of 300-3 50 atm [52,1056] (p. 153). In contrast to most examples in the literature the reduction of ethyl oleate was achieved at atmospheric pressure and 270-280° over copper chromite, giving 80-90% yield of octadecanol [1074]. a.,P-Unsaturated lactones are reduced to saturated ethers or alcohols, depending... 

Synonym Ammonia Water Amfbnioformaldehyde Ammonium Acetate Ammonium Acid Fluoride Ammonium Amidosulfonate Ammonium Amidosulphate Ammonium Benzoate Ammonium Bicarbonate Ammonium Bichromate Ammonium Bifluoride Ammonium Carbonate Ammonium Chloride Ammonium Citrate Ammonium Citrate, Dibasic Ammonium Decaborate Octahydrate Ammonium Dichromate Ammonium Disulfate-Nickelate (II) Ammonium Ferric Citrate Ammonium Ferric Oxalate Trihydrate Ammonium Ferrous Sulfate Ammonium Fluoride Ammonium Fluosilicate Ammonium Formate Ammonium Gluconate Ammonium Hydrogen Carbonate Ammonium Hydrogen Fluoride Ammonium Hydrogen Sulfide Solution Ammonium Hydroxide Ammonium Hypo Ammonium Hyposulfite Ammonium Iodide Ammonium Iron Sulfate Ammonium Lactate Ammonium Lactate Syrup Ammonium Lauryl Sulfate Ammonium Molybdate Ammonium Muriate Ammonium Nickel Sulfate Ammonium Nitrate Ammonium Nitrate-Urea Solution Ammonium Oleate... 

Conclusive evidence for the participation of 7r-allylic intermediates in double bond migration has been obtained from a study of the nickel-catalysed hydrogenation of the isomeric olefinic esters methyl oleate and methyl elaidate using tritium as a tracer [147]. It was also concluded that in this system cis—trans isomerisation occurred by an addition—abstraction mechanism. 

If a soap is added to a lead hydrogen arsenate-hydrated ferric oxide mixture considerable damage and leaf drop is caused, especially if the soap contains a strong base, as in the case of commercial potash fish-oil soap or potassium oleate. Laboratory tests show that more soluble arsenic is formed than with a soap of a weak base such as triethanolamine oleate.7 The addition of cryolite to an arsenate inhibits the formation of soluble arsenic 8 fluosilicates cause decomposition. These fluorine... 

The fatty acid chains of glycerophospholipids and sphingolipids consist of long chains of carbon atoms which are usually unbranched and have an even number of carbon atoms (e.g. palmitate C16, stearate C18). The chains are either fully saturated with hydrogen atoms or have one or more unsaturated double bonds that are in the cis configuration (e.g. oleate Cl 8 1 with one double bond). 

The catalyst system [Rh(acac)(CO)2]/biphephos shows high activity for isomerization with yields of 60% of branched isomers at 20 bar CO/H2 pressure and 115°C [10]. With this catalyst system, a 26% selectivity of linear aldehyde from ethyl oleate was observed. The selectivity for the n-aldehvde was higher at 34% for linoleic acid. A hydrogenation side product was observed in the reaction due to the isomerization of the double bond toward the ester group, where hydrogenation is favored. 

Mecking showed an efficient way to produce a,G>diesters from fatty acid esters yielding excellent monomers for semicrystalline polyesters [63], Some part of the diesters was hydrogenated to diols and was transesterified with the diesters from the hydroesterification of methyl oleate into long-chain polyesters (Scheme 24). The properties of this thermomorphic polymer are related to those of polyethylene. 

Esters of the fatty acid oleic acid are components of membranes that are subject to autoxidation. Explain which hydrogens of an oleate ester you expect to be abstracted most readily by a radical. Show the structures of the major autoxidation products that would be formed from an oleate ester. 

Albright, L. and Wisniak, J., J. Amer. Oil Chem. Soc. 39, 14, 1962. Selectivity and Isomerization during Partial hydrogenation of cottonsead oil and methyl oleate Effect of operating variables. ... 

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