S-butyl Acetate
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S-butyl Acetate
''sec''-Butyl acetate, or ''s''-butyl acetate, is an ester commonly used as a solvent in lacquers and enamels, where it is used in the production of acyclic polymers, vinyl resins, and nitrocellulose. It is a clear flammable liquid with a sweet smell. ''sec''-Butyl acetate has three isomers that are also acetate esters: ''n''-butyl acetate, isobutyl acetate, and ''tert''-butyl acetate. History The first method of production of ''sec''-butyl acetate was the esterification of ''sec''-butanol and acetic anhydride It was experimentally determined and published in 1946 by Rolf Altschul. Toxicology The for rats is 13g/kg.Canadian Center for Occupational Health and Safety. (1996). 2-Butyl acetate. Retrieved February 20, 2009, from CHEMINFO database. Exposure in humans to significant quantities of ''sec''-butyl acetate can cause irritation to the eyes, mouth, throat, nose, and skin.International Programme on Chemical Safety. (2003). ''sec''-Butyl acetate. Retrieved February 2 ...
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Royal Society Of Chemistry
The Royal Society of Chemistry (RSC) is a learned society (professional association) in the United Kingdom with the goal of "advancing the chemistry, chemical sciences". It was formed in 1980 from the amalgamation of the Chemical Society, the Royal Institute of Chemistry, the Faraday Society, and the Society for Analytical Chemistry with a new Royal Charter and the dual role of learned society and professional body. At its inception, the Society had a combined membership of 34,000 in the UK and a further 8,000 abroad. The headquarters of the Society are at Burlington House, Piccadilly, London. It also has offices in Thomas Graham House in Cambridge (named after Thomas Graham (chemist), Thomas Graham, the first president of the Chemical Society) where ''RSC Publishing'' is based. The Society has offices in the United States, on the campuses of The University of Pennsylvania and Drexel University, at the University City Science Center in Philadelphia, Pennsylvania, in both Beijing a ...
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Tert-Butyl Acetate
''tert''-Butyl acetate, ''t''-butyl acetate or TBAc is a colorless flammable liquid with a camphor- or blueberry-like smell. It is used as a solvent in the production of lacquers, enamels, inks, adhesives, thinners and industrial cleaners. It has recently gained EPA volatile organic compound (VOC) exempt status. It is manufactured from acetic acid and isobutylene. An attempt at Fischer esterification would lead to elimination of tert-butyl alcohol to isobutylene. Butyl acetate has four isomers (or five, including stereoisomers): ''tert''-butyl acetate, ''n''-butyl acetate, isobutyl acetate, and ''sec''-butyl acetate (two enantiomer In chemistry, an enantiomer ( /ɪˈnænti.əmər, ɛ-, -oʊ-/ ''ih-NAN-tee-ə-mər''; from Ancient Greek ἐνάντιος ''(enántios)'' 'opposite', and μέρος ''(méros)'' 'part') – also called optical isomer, antipode, or optical ant ...s). See also * ''tert''-Butyl formate * PCBTF VOC Exempt References External links ChemEx ...
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Ester Solvents
In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides are fatty acid esters of glycerol; they are important in biology, being one of the main classes of lipids and comprising the bulk of animal fats and vegetable oils. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. They perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Phosphoesters form the backbone of DNA molecules. Nitrate esters, such as nitroglycerin, are known for their explosive properties. '' Nomenclature Etymology The word '' ...
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Enantiomer
In chemistry, an enantiomer ( /ɪˈnænti.əmər, ɛ-, -oʊ-/ ''ih-NAN-tee-ə-mər''; from Ancient Greek ἐνάντιος ''(enántios)'' 'opposite', and μέρος ''(méros)'' 'part') – also called optical isomer, antipode, or optical antipode – is one of two stereoisomers that are non-superposable onto their own mirror image. Enantiomers are much like one's right and left hands, when looking at the same face, they cannot be superposed onto each other. No amount of reorientation will allow the four unique groups on the chiral carbon (see Chirality (chemistry)) to line up exactly. The number of stereoisomers a molecule has can be determined by the number of chiral carbons it has. Stereoisomers include both enantiomers and diastereomers. Diastereomers, like enantiomers, share the same molecular formula and are non-superposable onto each other however, they are not mirror images of each other. A molecule with chirality rotates plane-polarized light. A mixture of equals a ...
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Stereocenter
In stereochemistry, a stereocenter of a molecule is an atom (center), axis or plane that is the focus of stereoisomerism; that is, when having at least three different groups bound to the stereocenter, interchanging any two different groups creates a new stereoisomer. Stereocenters are also referred to as stereogenic centers. A stereocenter is geometrically defined as a point (location) in a molecule; a stereocenter is usually but not always a specific atom, often carbon. Stereocenters can exist on chiral or achiral molecules; stereocenters can contain single bonds or double bonds. The number of hypothetical stereoisomers can be predicted by using 2''n'', with ''n'' being the number of tetrahedral stereocenters; however, exceptions such as meso compounds can reduce the prediction to below the expected 2''n''. Chirality centers are a type of stereocenter with four different substituent groups; chirality centers are a specific subset of stereocenters because they can only ha ...
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Chirality (chemistry)
In chemistry, a molecule or ion is called chiral () if it cannot be superposed on its mirror image by any combination of rotation (geometry), rotations, translation (geometry), translations, and some Conformational isomerism, conformational changes. This geometric property is called chirality (). The terms are derived from Ancient Greek χείρ (''cheir'') 'hand'; which is the canonical example of an object with this property. A chiral molecule or ion exists in two stereoisomers that are mirror images of each other, called enantiomers; they are often distinguished as either "right-handed" or "left-handed" by their absolute configuration or some other criterion. The two enantiomers have the same chemical properties, except when reacting with other chiral compounds. They also have the same physics, physical properties, except that they often have opposite optical activity, optical activities. A homogeneous mixture of the two enantiomers in equal parts is said to be racemic mixtu ...
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Rolf Altschul
Rolf is a male given name and a surname. It originates in the Germanic name ''Hrolf'', itself a contraction of ''Hrodwulf'' ( Rudolf), a conjunction of the stem words ''hrod'' ("renown") + ''wulf'' ("wolf"). The Old Norse cognate is ''Hrólfr''. An alternative but less common variation of ''Rolf'' in Norway is ''Rolv''. The oldest evidence of the use of the name Rolf in Sweden is an inscription from the 11th century on a runestone in Forsheda, Småland. The name also appears twice in the Orkneyinga sagas, where a scion of the jarls of Orkney, Gånge-Rolf, is said to be identical to the Viking Rollo who captured Normandy in 911. This Saga of the Norse begins with the abduction of Gói daughter by a certain Hrolf of Berg, (the Mountain). She is the daughter of Thorri, a Jotun of Gandvik, and sister of Gór and Nór. The latter is regarded as a first king and eponymous anchestor of Nórway. After a fierce duell (Holmgang) where none is able to overcome the other, Hrolf and Nór becom ...
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Acetic Anhydride
Acetic anhydride, or ethanoic anhydride, is the chemical compound with the formula (CH3CO)2O. Commonly abbreviated Ac2O, it is the simplest isolable anhydride of a carboxylic acid and is widely used as a reagent in organic synthesis. It is a colorless liquid that smells strongly of acetic acid, which is formed by its reaction with moisture in the air. Structure and properties Acetic anhydride, like most acid anhydrides, is a flexible molecule with a nonplanar structure. The pi system linkage through the central oxygen offers very weak resonance stabilization compared to the dipole-dipole repulsion between the two carbonyl oxygens. The energy barriers to bond rotation between each of the optimal aplanar conformations are quite low. Like most acid anhydrides, the carbonyl carbon atom of acetic anhydride has electrophilic character, as the leaving group is carboxylate. The internal asymmetry may contribute to acetic anhydride's potent electrophilicity as the asymmetric geometry ...
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Sec-butanol
2-Butanol, or ''sec''-butanol, is an organic compound with formula C H3CH( OH)CH2CH3. Its structural isomers are 1-butanol. isobutanol, and ''tert''-butanol. 2-Butanol is chiral and thus can be obtained as either of two stereoisomers designated as (''R'')-(−)-2-butanol and (''S'')-(+)-2-butanol. It is normally encountered as a 1:1 mixture of the two stereoisomers — a racemic mixture. This secondary alcohol is a flammable, colorless liquid that is soluble in three parts water and completely miscible with organic solvents. It is produced on a large scale, primarily as a precursor to the industrial solvent methyl ethyl ketone. Manufacture and applications 2-Butanol is manufactured industrially by the hydration of 1-butene or 2-butene: : Sulfuric acid is used as a catalyst for this conversion.. In the laboratory it can be prepared via Grignard reaction by reacting ethylmagnesium bromide with acetaldehyde in dried diethyl ether or tetrahydrofuran. Although some 2-butanol ...
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Isobutyl Acetate
The chemical compound isobutyl acetate, also known as 2-methylpropyl ethanoate (IUPAC name) or β-methylpropyl acetate, is a common solvent. It is produced from the esterification of isobutanol with acetic acid. It is used as a solvent for lacquer and nitrocellulose. Like many esters it has a fruity or floral smell at low concentrations and occurs naturally in raspberries, pears and other plants. At higher concentrations the odor can be unpleasant and may cause symptoms of central nervous system depression such as nausea, dizziness and headache Headache is the symptom of pain in the face, head, or neck. It can occur as a migraine, tension-type headache, or cluster headache. There is an increased risk of depression in those with severe headaches. Headaches can occur as a result .... A common method for preparing isobutyl acetate is Fischer esterification, where precursors isobutyl alcohol and acetic acid are heated in the presence of a strong acid. Isobutyl acetate ...
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Sec-butyl Acetate
''sec''-Butyl acetate, or ''s''-butyl acetate, is an ester commonly used as a solvent in lacquers and enamels, where it is used in the production of acyclic polymers, vinyl resins, and nitrocellulose. It is a clear flammable liquid with a sweet smell. ''sec''-Butyl acetate has three isomers that are also acetate esters: ''n''-butyl acetate, isobutyl acetate, and ''tert''-butyl acetate. History The first method of production of ''sec''-butyl acetate was the esterification of ''sec''-butanol and acetic anhydride It was experimentally determined and published in 1946 by Rolf Altschul. Toxicology The for rats is 13g/kg.Canadian Center for Occupational Health and Safety. (1996). 2-Butyl acetate. Retrieved February 20, 2009, from CHEMINFO database. Exposure in humans to significant quantities of ''sec''-butyl acetate can cause irritation to the eyes, mouth, throat, nose, and skin.International Programme on Chemical Safety. (2003). ''sec''-Butyl acetate. Retrieved February 2 ...
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Butyl Acetate
''n''-Butyl acetate is an organic compound with the formula . A colorless, flammable liquid, it is the ester derived from n-butanol and acetic acid. It is found in many types of fruit, where it imparts characteristic flavors and has a sweet smell of banana or apple. It is used as an industrial solvent The other three isomers (four, including stereoisomers) of butyl acetate are isobutyl acetate, ''tert''-butyl acetate, and ''sec''-butyl acetate (two enantiomers). Production and use Butyl acetate is commonly manufactured by the Fischer esterification of butanol (or its isomer to make an isomer of butyl acetate) and acetic acid with the presence of sulfuric acid: : Butyl acetate is mainly used as a solvent for coatings and inks. It is a component of fingernail polish. Occurrence in nature Apples, especially of the 'Red Delicious' variety, are flavored in part by this chemical. The alarm pheromones emitted by the Koschevnikov gland of honey bee A honey bee (also sp ...
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