Oleyl Alcohol
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Oleyl Alcohol
Oleyl alcohol , or ''cis''-9-octadecen-1-ol, is an unsaturated fatty alcohol with the molecular formula or the condensed structural formula . It is a colorless oil, mainly used in cosmetics. It can be produced by the hydrogenation of oleic acid esters by Bouveault–Blanc reduction, which avoids reduction of the C=C group (as would occur with usual catalytic hydrogenation). The required oleate esters are obtained from beef fat, fish oil, and, in particular, olive oil (from which it gains its name). The original procedure was reported by Louis Bouveault in 1904 and subsequently refined. It has uses as a nonionic surfactant, emulsifier, emollient and thickener in skin creams, lotions and many other cosmetic products including shampoos and hair conditioners. It has also been investigated as a carrier for delivering medications through the skin or mucus membranes; particularly the lungs. See also * Oleic acid Oleic acid is a fatty acid that occurs naturally in vari ...
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Unsaturated Compound
In chemistry, a saturated compound is a chemical compound (or ion) that resists the addition reactions, such as hydrogenation, oxidative addition, and binding of a Lewis base. The term is used in many contexts and for many classes of chemical compounds. Overall, saturated compounds are less reactive than unsaturated compounds. Saturation is derived from the Latin word ''saturare'', meaning 'to fill'. Organic chemistry Unsaturated compounds generally carry out typical addition reactions that are not possible with saturated compounds such as alkanes. A saturated organic compound has only single bonds between carbon atoms. An important class of saturated compounds are the alkanes. Many saturated compounds have functional groups, e.g., alcohols. Unsaturated organic compounds The concept of saturation can be described using various naming systems, formulas, and analytical tests. For instance, IUPAC nomenclature is a system of naming conventions used to describe the type and loc ...
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Emollient
A moisturizer, or emollient, is a cosmetic preparation used for protecting, moisturizing, and lubricating the skin. These functions are normally performed by sebum produced by healthy skin. The word "emollient" is derived from the Latin verb ''mollire'', to soften. Mechanism of action In the human body, water constantly evaporates from the deeper layers of the skin through an effect known as transepidermal water loss (TEWL). By regulating its water content, human skin naturally maintains a dry, easily shed surface as a barrier against pathogens, dirt, or damage, while protecting itself from drying out and becoming brittle and rigid. The ability to retain moisture depends on the lipid bilayer between the corneocytes. Moisturizers modify the rate of water loss, with active ingredients of moisturizers falling into one of two categories: occlusives and humectants. Occlusives form a coating on the surface of the skin, keeping moisture from escaping. The more occlusive the formul ...
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Non-ionic Surfactants
An ion () is an atom or molecule with a net electrical charge. The charge of an electron is considered to be negative by convention and this charge is equal and opposite to the charge of a proton, which is considered to be positive by convention. The net charge of an ion is not zero because its total number of electrons is unequal to its total number of protons. A cation is a positively charged ion with fewer electrons than protons while an anion is a negatively charged ion with more electrons than protons. Opposite electric charges are pulled towards one another by electrostatic force, so cations and anions attract each other and readily form ionic compounds. Ions consisting of only a single atom are termed atomic or monatomic ions, while two or more atoms form molecular ions or polyatomic ions. In the case of physical ionization in a fluid (gas or liquid), "ion pairs" are created by spontaneous molecule collisions, where each generated pair consists of a free electron and ...
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Fatty Alcohols
Fatty alcohols (or long-chain alcohols) are usually high-molecular-weight, straight-chain primary alcohols, but can also range from as few as 4–6 carbons to as many as 22–26, derived from natural fats and oils. The precise chain length varies with the source. Some commercially important fatty alcohols are lauryl, stearyl, and oleyl alcohols. They are colourless oily liquids (for smaller carbon numbers) or waxy solids, although impure samples may appear yellow. Fatty alcohols usually have an even number of carbon atoms and a single alcohol group (–OH) attached to the terminal carbon. Some are unsaturated and some are branched. They are widely used in industry. As with fatty acids, they are often referred to generically by the number of carbon atoms in the molecule, such as "a C12 alcohol", that is an alcohol having 12 carbons, for example dodecanol. Production and occurrence Most fatty alcohols in nature are found as waxes which are esters of fatty acids and fatty alcohol ...
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Oleamide
Oleamide is an organic compound with the formula CH3(CH2)7CH=CH(CH2)7CONH2(. It is the amide derived from the fatty acid oleic acid. It is a colorless waxy solid and occurs in nature. Sometimes labeled as a fatty acid primary amide (FAPA), it is biosynthesized from N-oleoylglycine. Biochemical and medical aspects In terms of natural occurrence, oleamide was first detected in human plasma. It was later shown to accumulate in the cerebrospinal fluid during sleep deprivation and induces sleep in animals. It has been considered as a potential treatment for mood and sleep disorders, as well as cannabinoid-regulated depression. In terms of its sleep inducing effects, it is speculated that oleamide interacts with multiple neurotransmitter systems. Some in-vitro studies show that the cis enantomer of oleamide is an agnoist for the cannabinoid receptor CB-1 with an affinity around 8 micromolar. However, given oleamide's relatively low affinity for CB-1 and uncertainty about the concen ...
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Oleylamine
Oleylamine is an organic compound with a molecular formula C18H35NH2. It is an unsaturated fatty amine related to the fatty acid oleic acid. The pure compound is a clear and colorless liquid. Commercially available oleylamine reagents vary in color from clear and colorless to varying degrees of yellow due to impurities. The major impurities include ''trans'' isomer (elaidylamine) and other long chain amines with varying chain lengths. Minor impurities include oxygen-containing substances such as amides and nitroalkanes. Chemical reactions Oleylamine reacts with carboxylic acid to form its carboxylate salt through an exothermic reaction. Its carboxylate salt can further condensate into amides through the loss of one water molecule. In the presence of acetic acid, oleylamin formes with DNA insoluble complexes with the radii of the particles equil 60–65 nm. Uses Commercially, it is mainly used as a surfactant or precursor to surfactants.Karsten Eller, Erhard Henkes, Roland Ross ...
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Oleic Acid
Oleic acid is a fatty acid that occurs naturally in various animal and vegetable fats and oils. It is an odorless, colorless oil, although commercial samples may be yellowish. In chemical terms, oleic acid is classified as a monounsaturated omega-9 fatty acid, abbreviated with a lipid number of 18:1 ''cis''-9, and a main product of Δ9 desaturase. It has the formula CH3(CH2)7CH=CH(CH2)7COOH. The name derives from the Latin word ''oleum'', which means oil. It is the most common fatty acid in nature. The salts and esters of oleic acid are called oleates. Occurrence Fatty acids (or their salts) often do not occur as such in biological systems. Instead fatty acids such as oleic acid occur as their esters, commonly triglycerides, which are the greasy materials in many natural oils. Oleic acid is the most common monounsaturated fatty acid in nature. It is found in fats (triglycerides), the phospholipids that make membranes, cholesterol esters, and wax esters. Triglycerides of ...
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Hair Conditioner
Hair conditioner is a hair care cosmetic product used to improve the feel, texture, appearance, and manageability of hair. Its main purpose is to reduce friction between strands of hair to allow smoother brushing or combing, which might otherwise cause damage to the scalp. Various other benefits are often advertised, such as hair repair, strengthening, or a reduction in split ends. Conditioners are available in a wide range of forms including viscous liquids, gels, and creams, as well as thinner lotions and sprays. Hair conditioner is usually used after the hair has been washed with shampoo. It is applied and worked into the hair, and may either be rinsed out a short time later or left in. History For centuries, natural oils have been used to condition human hair. A conditioner popular with men in the late Victorian era was Macassar oil, but this product was quite greasy and necessitated the pinning of a small cloth, known as an antimacassar, to the headrests of chairs and sofa ...
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Shampoo
Shampoo () is a hair care product, typically in the form of a Viscosity, viscous liquid, that is used for cleaning hair. Less commonly, shampoo is available in solid bar format. Shampoo is used by applying it to wet hair, massaging the product into the scalp, and then rinsing it out. Some users may follow a shampooing with the use of hair conditioner. Shampoo is typically used to remove the unwanted build-up of sebum in the hair without stripping out so much as to make hair unmanageable. Shampoo is generally made by combining a surfactant, most often sodium lauryl sulfate or sodium laureth sulfate, with a co-surfactant, most often cocamidopropyl betaine in water. The sulfate ingredient acts as a surfactant, trapping oils and other contaminants, similarly to soap. Specialty shampoos are marketed to people with dandruff, color-treated hair, gluten or wheat allergies, an interest in using an organic farming, organic product, infants and young children ("baby shampoo" is less irri ...
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Cosmetics
Cosmetics are constituted mixtures of chemical compounds derived from either natural sources, or synthetically created ones. Cosmetics have various purposes. Those designed for personal care and skin care can be used to cleanse or protect the body or skin. Cosmetics designed to enhance or alter one's appearance (makeup) can be used to conceal blemishes, enhance one's natural features (such as the eyebrows and eyelashes), add color to a person's face, or change the appearance of the face entirely to resemble a different person, creature or object. Cosmetics can also be designed to add fragrance to the body. Definition and etymology The word ''cosmetics'' derives from the Greek (), meaning "technique of dress and ornament", from (), "skilled in ordering or arranging" and that from (), meaning "order" and "ornament". Cosmetics are constituted from a mixture of chemical compounds derived from either natural sources, or synthetically created ones. Legal definition ...
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Lotion
Lotion is a low-viscosity topical preparation intended for application to the skin. By contrast, creams and gels have higher viscosity, typically due to lower water content. Lotions are applied to external skin with bare hands, a brush, a clean cloth, or cotton wool. While a lotion may be used as a medicine delivery system, many lotions, especially hand lotions and body lotions and lotion for allergies are meant instead to simply smooth, moisturize, soften and, sometimes, perfume the skin. Some skincare products, such as sunscreen and moisturizer, may be available in multiple formats, such as lotions, gels, creams, or sprays. Medicine delivery Dermatologists can prescribe lotions to treat or prevent skin diseases. It is not unusual for the same drug ingredient to be formulated into a lotion, cream and ointment. Creams are the most convenient of the three but inappropriate for application to regions of hairy skin such as the scalp, while a lotion is less viscous and may be r ...
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Cream (pharmaceutical)
A cream is a preparation usually for application to the skin. Creams for application to mucous membranes such as those of the rectum or vagina are also used. Creams may be considered pharmaceutical products as even cosmetic creams are based on techniques developed by pharmacy and unmedicated creams are highly used in a variety of skin conditions (dermatoses). The use of the finger tip unit concept may be helpful in guiding how much topical cream is required to cover different areas. Creams are semi-solid emulsions of oil and water. They are divided into two types: oil-in-water (O/W) creams which are composed of small droplets of oil dispersed in a continuous water phase, and water-in-oil (W/O) creams which are composed of small droplets of water dispersed in a continuous oily phase. Oil-in-water creams are more comfortable and cosmetically acceptable as they are less greasy and more easily washed off using water. Water-in-oil creams are more difficult to handle but many dr ...
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