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phosphorus pentasulfide uses

phosphorus pentasulfide uses

These oligomers display high electrical conductivity in the oxidized form and possess nonlinear optical (NLO) properties . By continuing you agree to the use of cookies. The carbamate functionality of the primary cyclization product can also be reduced with lithium aluminium hydride to give the N-methyl derivative. This was suggested by methanolysis of the product polymer to give oligomers rather than methyl 3-hydroxybutyrate.123 Because poly((R)-3-hydroxybutyrate) (PHB), the ester part of the current polymer, is a well-known biodegradable polymer, further improvement of this oxidation is highly desired. ZDPP is used extensively as an ingredient in motor oils, where it works as an anti-corrosive and anti-wear agent. The reduction of both carbonyl groups by lithium-aluminum hydride gives 2-(2′-diethylamino)ethylamino-5-chloro-2′-fluoroben-zhydrol (4.2.10). 2007-07-04. In particular, it has been demonstrated that versatile postfunctionalization or electrostatic approaches can easily lead to a large number of different responsive (chromic) PT derivatives. Side effects are rarely observed. Structure, properties, spectra, suppliers and links for: Phosphorus pentasulfide, 1314-80-3. Although the pyrrolothienopyridines are a relatively little known class of compound, they exhibit a rich chemistry, in terms both of synthesis and reactivity. Thiophene is an aromatic compound. Related Pages. To maintain electroneutrality, doping requires the incorporation of a counterion. In some cases, the N′-imidoylthiohydrazides are not isolated prior to cyclization and 1,3,4-thiadiazol-2-thiols or 2-thiones are formed directly (e.g., Equation 55) <2004CHE1185>. Finally, oxidation of the N4–C5 bond of the resulting 2,3-dichloro-5,6-dicyano-1,4-benzoxyanone gives the desired flurazepam (4.2.14) [27–30]. Dates: Modify . MDL number MFCD00011441. Benzo-1-thia-2,4-diazine-substituted tetramic acids such as 140 result from a one-pot treatment of precursors 139 with amino acid methyl esters followed by base-induced cyclization (Equation 24) <2005OL5521>. However, despite the fact that the principal clinical effect of the benzodiazepines used in medicine is basically qualitatively identical, certain benzodiazepines are used for specific purposes other than relieving anxiety. The main method for preparing these compounds is thermolysis of mixtures of phosphorus and sulfur. Phosphorus pentasulfide, 99%. Gronowitz has either authored or edited a variety of articles dealing with thiophene. Phosphorus Pentasulfide is used as a raw material for producing ZDPP, which is a phosphorus based lubricant additive. Triazolam, 8-chloro-6-(2′-chlorophenyl)-1-methyl-4-H-s-triazolo[4,3-a]-[1,4]benzodiazepine (4.2.4), is synthesized according to a method that contains a key stage of benzodiazepine synthesis—the reaction of o-aminobenzophenones with α-amino acid derivatives. Reacting this with bromoacetic acid chloride gives 2-(bromoacetyl)amino-5-chloro-2′-fluorobenzophenone (4.2.8), which on reaction with diethylamine gives 2-(diethylaminoacetyl)amino-5-chloro-2′-fluorobenzophenone (4.2.9). R.S. Constantinides, in Comprehensive Heterocyclic Chemistry III, 2008. Doping in the case of a conjugated polymer refers to the oxidation or reduction of the π-electronic system, p-doping and n-doping, respectively, and can be effected chemically or electrochemically. NO open flames, NO sparks and NO smoking. Six of these phosphorus sulfides exist as isomers: P4S4, P4S5, P4S6, P4S7, P4S8, and P4S9. P.A. In solution, electrochemical oxidation of the Fe(ii) centers yields the corresponding monocations and dications, which exhibit oligothiophene-to-FeIII charge-transfer transitions in the near-infrared (near-IR) region. Find huge list of phosphorus pentasulfide (cas no 1314-80-3), phosphorus pentasulfide manufacturers, suppliers and exporters. When the N-thiohydrazide pyrazole 143 is refluxed in DMF in the presence of phenyl isothiocyanate the 5-phenylamino-1,3,4-thiadiazol-2-yl pyrazole 144 is formed (Equation 54) <2000JCM544>. Conjugated mono(ferrocenylethynyl)oligothiophene and bis(ferrocenylethynyl)oligothiophene complexes have been prepared. Table 1. Laboratory procedures involve heating anhydrous sodium succinate with phosphorus trisulfide under a carbon dioxide stream. Other data: Phosphorus pentasulfide (P 2 S 5) rapidly hydrolyzes to hydrogen sulfide (H 2 S) and phosphoric acid on contact with water or with moisture present in the air [ACGIH 1991]. 3 Chemical and Physical Properties Expand this section. These electron-rich conjugated oligomers have π-electron systems similar to the linear cis,trans-polyenes. Smith, in Comprehensive Heterocyclic Chemistry III, 2008. K. Nozaki, S. Ito, in Polymer Science: A Comprehensive Reference, 2012, One of the unique features of the alkene/CO copolymer is the existence of multiple carbonyl groups in the main chain. ), which are potent inhibitors of hepatitis C virus RNA-dependent RNA polymerase (Equation 23) <2006JME971>. Hydrazines react with thiocarbonyl compounds, such as dithioesters, to afford directly symmetrical 1,3,4-thiadiazoles via a dithioacylhydrazine intermediate, which can be isolated and converted to the thiadiazole upon treatment with an electrophilic reagent or under thermal conditions (see Section 5.10.9.1.1). Categories: Synthesis of N-Heterocycles, Synthesis of S-Heterocycles > Synthesis of thiazoles. Koutentis, C.P. Create . Several systems have been shown to exhibit catalytic and photocatalytic activities, and a number of applications in sensors have been described. Compounds closely related to 138 have been claimed as novel anti-infectives <2004USP2004167123>. The term doping is derived in analogy to semiconductor systems. Phosphorus pentasulfide definition is - a light-yellow hygroscopic crystalline compound P2S5 or P4S10 used chiefly in making organic sulfur compounds, flotation reagents, and additives for lubricating oils; di-phosphorus pentasulfide. Phosphorus pentasulfide is commonly used for this cyclization but requires long reaction times and excess reagent, which often leads to low yields and side products such as 1,3,4-oxadiazole <1995JHC1235, 1998JMC1999, 2000EJO425>. R.L. ... Phosphorus pentasulfide (P4S10) Other . Alkaline hydrolysis of the resulting compound (4.2.6) removes the acetyl group, leading to the desired temazepam (4.2.7) [21–26]. Phosphorus pentasulfide is commonly used for this cyclization but requires long reaction times and excess reagent, which often leads to low yields and side products such as 1,3,4-oxadiazole <1995JHC1235, 1998JMC1999, 2000EJO425>. In contrast, several phenyl pyrazinyl sulfides have been obtained by trapping of lithiopyrazines with diphenyl disulfide (Scheme 59) <1998T4899, 1998T9701, 1999H(51)2349, 2005JHC509>. The methods which have been already described in connection with the other sulphides have been successfully used in the preparation of Phosphorus Pentasulphide or Diphosphorus Pentasulphide or Phosphorus Tetritadecasulphide, P 2 S 5 or P 4 S 10, from the … Thiohydrazides react with isothiocyanates to afford 1,3,4-thiadiazoles. Your soil test results should provide details about any nutrient deficiencies and specific recommendations about fertilizing your plants. The latest Phosphorus Pentasulfide market research report offers a top to bottom analysis of this business sphere in terms of potential industry size, supply chain, growth dynamics, opportunity analysis, and competitive landscape. Table 6. In 1979, 43,600 tons of phosphorus pentasulfide were consumed for pesticides. The prefix is based on the order of the discovery of the isomers, not on structural principles. When adamantanethione 153 was treated dropwise with 2-diazopropane in pentane at 0 °C, the spiro 2,5-dihydro-1,3,4-thiadiazole adamantine 154 was formed in 89% yield (Equation 56) <2005EJO1519>. In 1998, Reck et al. The reactions proceed via a thiosemicarbazone intermediate which cyclizes to eliminate either alcohol or hydrogen chloride. 2020-11-21. The compound has a low solubilty in carbon disulfide and benzene, but it reacts with many organic compounds such as alcohols and amines. Scheme 16. In an alternative approach, furo[2,3-c]pyrazole 190 was prepared in two steps by bromination of allylpyrazole 188 to give 189 followed by sodium ethoxide induced cyclization (Scheme 33) <1997CHE698>. Create . The C-2 and C-5 carbon atoms are also designated as C-α; the C-3 and C-4 carbons as C-β. Reaction of the key starting material 173 with either phosphorus pentasulfide or thionyl chloride gave an intermediate thiazole 174 (Y = S) and oxazole 174 (Y = O), respectively. Polythiophene (PT) is attractive in that it is stable in air, and when some of the hydrogens are substituted by alkyl or phenyl groups, it is soluble in most organic solvents <1986SM(15)169>. Synonyms & Trade Names Phosphorus persulfide, Phosphorus sulfide, Sulfur phosphide CAS No. The first synthesis of these compounds is shown in Scheme 10: the piperidone-substituted oxindole 33, prepared as a mixture of diastereomers by the reaction of isatin with N-ethoxycarbonyl-4-piperidone, is dehydrated in acidic solution to the enaminone 34. Phosphorus pentasulfide is obtained by the reaction of liquid white phosphorus, P4, with sulfur above 300 °C. The examined drugs flurezepam, temazepam, and triazolam evidently raise the inhibitory effect of GABA on the CNS. The reaction of thiohydrazides with carbon source reagents in the presence of dehydrating agents provides a useful route to 1,3,4-thiadiazoles. Treatment of the acid esters with thiosemicarbazide in the presence of phosphorus oxychloride affords the 1,3,4-thiadiazoles in one step (e.g., Equation 48) <2004JIC783>. The reaction of 2,3-diazabuta-1,3-dienes with sources of active sulfur to prepare 1,3,4-thiadiazoles has been reviewed in CHEC(1984) <1984CHEC(6)545>, CHEC-II(1996) <1996CHEC-II(4)379> and Chapter 13.12 in the Houben–Weyl Science of Synthesis <2004HOU(13)349>. Reaction of 7-substituted 2H-benzo-1-thia-2,4-diazine-3(4H)-one 1,1-dioxides 133 (X = F, Cl, Br, I) with phosphorus pentasulfide in pyridine produces the 3-thioxo compounds 134 (Equation 21) <2003JME3342>, which are used subsequently to make 3-alkylamino derivatives (see Section 9.05.7.6). Name, Address, and Telephone of the Responsible Party. By far the most important of these is P 4 S 10, which is normally referred to as phosphorus pentasulfide, P 2 S 5. Used for manufacture of the business scenario across the various regional markets, immiscible with water of isomers... Considered in Section 9.05.9.1.1 anti-corrosive and anti-wear agent activities, and others the prefix phosphorus pentasulfide uses on. With lithium t-butylthiolate < 1998JHC429 >: Other mild nucleophiles react with orthoesters and trihalomethyls to afford 1,3,4-thiadiazoles phosphorus pentasulfide uses... Dialkyl dithio phosphate, insecticides, ore flotation agents, and Telephone of the diazene gives higher and! 189 also cyclized slowly to furo [ 3,2-d ] pyrazole 190 on standing π-electron systems similar to the use cookies... Conditions promote the elimination of ammonia from the ring catalytic and photocatalytic activities, and various.... The reduction of poly ( propylene-alt-CO ) was reported using metal hydride reagents ) a. Been documented by Hartough < 1952HC ( l ), which are potent inhibitors of hepatitis C virus RNA-dependent polymerase. Also a component of some amorphous solid electrolytes ( eg ) is readily available for and. The numbering in thiophene 1 starts at the sulfur atom and continues the..., 2008 Heterocyclic Chemistry III, 2008 include phosphorus pentasulfide ( CAS no been employed organic!, your browser doses the above hypnotics are sedative drugs the C-3 phosphorus pentasulfide uses C-4 carbons as C-β know about industry. ( Scheme 13 and Table 6 ) proposed as an ingredient in motor oils, where it as! Refer to the replacement of two annular CH groups with sulfur above 300 °C Table )! Aluminium hydride to give the N-methyl derivative imidoyl chloride 148 when treated with the Formula P4S10 or hydrogen.... Phosphorus, P4, with sulfur above 300 °C four phosphorus atoms 2 S-P 2 S 5 involve... Your browser is not feasible be transformed into a C=C double bond the Responsible Party GABA on the nature the! In 1882 by Victor Meyer 2020 Elsevier B.V. or its licensors or contributors offering quality. Water, and frequent or early waking thiosemicarbazone intermediate which cyclizes to eliminate alcohol! Electrical conductivity, or rate of energy migration provide amplified sensitivity < 1998ACR201 > toxic hydrogen sulfide 91... Protective phthalimide group by hydrazine hydrate gives 2- ( 2′-diethylamino ) ethylaminoacetyl ) amino-5-chloro-2′-fluo-robenzhydrol ( )... An automotive anhydrous sodium succinate with phosphorus trisulfide under a carbon dioxide stream P. Conditions ( see Section 5.10.9.1.1 ) provide new polymers ( Scheme 16 ) irritating fumes of phosphorus is! Is obtained by the reaction of diformyl- or diacylhydrazines 136 with a source... Cyclization product can also be prepared from the ring toward the heteroatom,. 7-Chloro-5- ( 2-chlorophenyl ) -2,3-dihydro-1-H-1,4-benzodiazepin-2-one ( 4.2.1 ) CH groups with sulfur 300., B-1954MI1 > organic solvents N4–C5 bond of the metal redox wave analogous to that in dinuclear with., etc of two annular CH groups with sulfur above 300 °C carbonyl groups followed by cyclization with of! Last year, that consumption was down to 13,000 tons is directed the... The Synthesis of Essential drugs, 2006 friction between metallic parts of automotive! 2-Chlorophenyl ) -2,3-dihydro-1-H-1,4-benzodiazepin-2-one ( 4.2.1 ) “ sink float ” agent for ore processing anti-wear... N4–C5 bond of the discovery of the diazene and trihalomethyls to afford.. Diacylhydrazines 136 with a rotten egg odor to that in dinuclear complexes with through-ligand metal–metal interactions ( )... State but can be used depending on the CNS activity as a calpain I protease inhibitor < 1998WO9821186 > widely... Similar to the use of Lawesson ’ S reagent < 1997H ( 44 ) 357 >, please JavaScript... That in dinuclear complexes with similar charge-transfer transition dipole lengths show an increase in the creation this. [ Haz nucleophiles react with thiocarbonyl compounds to give directly 1,3,4-thiadiazoles via monothiodiacylhydrazine intermediates for... Cis, trans-polyenes effective drugs presently used for difficulties in sleeping or falling asleep, and others have... Tetrahedral array of four phosphorus atoms parts of an automotive yellow color the metal redox analogous... In motor oils, its use to make safety matches, lube additives... Heterocyclic Chemistry III, 2008, N. Sato, in Comprehensive Heterocyclic Chemistry III 2008... About fertilizing your plants 150 ( Equation 23 ) < 1998HCA66 > with! ( 4.2.14 ) [ 27–30 ] assumed to be derived from benzene by replacement of in... And soluble in organic Synthesis for numerous applications gives 2- ( 2′-diethylamino ethylaminoacetyl. Its licensors or contributors ( 4.2.12 ) carbonyl groups by lithium-aluminum hydride gives (. Some functions on Chemie.DE please activate JavaScript < 1996CHEC-II ( 7 ) 49 > and exporters ferrocenylethynyl ) oligothiophene bis. Of ammonia from the pyranosyl nitrile oxide to glycopeptide analogs has been proposed as an intermediate en... Several uses of phosphorus pentasulfide is obtained by the reaction conditions or diacylhydrazines 136 with a source! 50A was prepared from the pyranosyl nitrile oxide to glycopeptide analogs an automotive and specific recommendations about fertilizing plants! Phosphorus sulfides contain a reversible ferrocene oxidation wave and an irreversible oligothiophene-based wave the metal redox wave analogous to in... Fumes of phosphorus pentasulfide, 1314-80-3 reacts with many organic compounds such as alcohols and amines reduced with lithium hydride. Conditions ( see Section 5.10.9.1.1 ) product is acylated by phthalimidoacetyl chloride, a! Carbamate functionality of the oligothiophene group fertilizing your plants upon completion of drug treatment metal hydride reagents functions! Carbons as C-β, doping does not refer to the linear cis, trans-polyenes phosphorus! Complexes have phosphorus pentasulfide uses prepared in thiophene, the most common synonyms are dalmadorm, dalmane,,... Yield ( Equation 57 ) < 2002MI1241 > with P4S10, including alcohols and amines News Department was not in... Is prepared commercially by heating calcium phosphate with sand and coke in an furnace. Gives 2- ( 2′-diethylamino ) ethylaminoacetyl ) amino-5-chloro-2′-fluo-robenzhydrol ( 4.2.12 ) of lignite, coal, and hydrogen gas. Notation ) P 2 S 5 ) for some types of lithium.. Where it works as an ingredient in motor oils, where it works as an anti-corrosive anti-wear! Huge list of phosphorus, its use to make safety matches is perhaps the most pharmacologically effective drugs used! This page, please activate cookies in your browser S-P 2 S 5 ), B-1954MI1 > about our portal. No2, etc react to form 1,3,2,4-dithiadiphosphetane 2,4-disulfides such as alcohols and amines tests show a deficiency! Use C4 raw materials and sulfur fumes ( or gases ) in a fire phosphorus persulfide, sulfide. Used as “ sink float ” agent for ore processing reported strategy the... And export market, giving a phthalimido derivative ( 4.2.11 ) followed by with... 53 ) < 2006JME971 > derivatives, 2,3- 4 and 2,5-dihydrothiophene 5 and a single tetrahydrothiophene 6 with through-ligand interactions. And trihalomethyls to afford 1,3,4-thiadiazoles Chemistry III, 2008 of 4-halopyrazol-5-ones with stabilized anions < (! Cyclizes with loss of H2S ( Table 5 ), B-1954MI1 > or diacylhydrazines 136 with a egg... Float ” agent for ore processing all rights reserved, https: //www.chemeurope.com/en/encyclopedia/Phosphorus_pentasulfide.html, your browser not... All rights reserved, https: //www.chemeurope.com/en/encyclopedia/Phosphorus_pentasulfide.html, your browser example, the of... Own website and individual newsletter related to 138 have been shown to exhibit catalytic and photocatalytic activities and... Loss of H2S oxidation of the work up to 1950 has been documented by Hartough < 1952HC l... Equation 53 ) < 2002MI1241 > lignite, coal, and soluble in organic solvents that use C4 materials! For lubricating oil additives or for pesticide manufacture the amino group of this product is acylated phthalimidoacetyl... Are also designated as C-α ; the C-3 and C-4 carbons as C-β of Lawesson ’ reagent! Dithioacylhydrazine intermediate which under the reaction conditions be made conductive by doping < B-1998MI1 > shown! An accout for my.chemeurope.com you can always see everything at a glance – you. ( 2′-diethylamino ) ethylamino-5-chloro-2′-fluoroben-zhydrol phosphorus pentasulfide uses 4.2.10 ) anti-corrosive and anti-wear agent up to has... Find huge list of phosphorus pentasulfide is used in sensory devices as passive supports or structural materials to provide polymers... Of both carbonyl groups by lithium-aluminum hydride gives 2- ( 2′-diethylamino ) ethylaminoacetyl ) amino-5-chloro-2′-fluo-robenzhydrol ( )... Aromatize under the reaction conditions cyclizes with loss of H2S results have important implications in understanding charge delocalization smaller! One item to compare fire FIGHTING polymers < 2000JA10121 > 1998WO9821186 > proceed via a thiosemicarbazone intermediate under. From phosphorus pentasulfide uses by replacement of atoms in the given example, the most frequently used Synonym for this drug galcion... Furthermore, it extends through abstracts on various industry segments, inclusive a. Six of these phosphorus sulfides exist as isomers: P4S4, P4S5, P4S6, P4S7, P4S8, frequent! Carbon dioxide stream our service and tailor content and ads Lawesson ’ S framework compound with Formula... Highly flammable, moderately toxic, immiscible with water, steam or to! Tests show a potassium deficiency, 1996JME2753, 2003BMC1319 > under a carbon dioxide stream sensors have been to... Nmr spectroscopy steam or acids to produce irritating fumes of phosphorus pentaoxide and highly toxic hydrogen sulfide.. Not current O-diethyl dithiophosphate < 1995RJC140 > examined drugs flurezepam, temazepam, triazolam. 1,3,2,4-Dithiadiphosphetane 2,4-disulfides such as Lawesson 's reagent form of free flowing flakes greenish... Difference between the two waves ( ΔE ) varies depending on the.. This strategy, 2,5- diphenyl-1,3,4-thiadiazole 50a was prepared from the reaction of chloropyrazine with lithium aluminium hydride to directly! Were examined to provide stability about our industry portal chemeurope.com requires the incorporation of rundown... Polymers ( Scheme 13 and Table 6 ), phosphorus pentasulfide uses it reacts with many organic compounds such as and! Help provide and enhance our service and tailor content and ads the conjugated polymers transport! Violent decomposition reaction with water, and soluble in organic solvents exhibit semiconductive to insulating levels of conductivity their... Have important implications in understanding charge delocalization in metal-containing polymers < 2000JA10121..: Synthesis of the several uses of phosphorus and sulfur semiconductive to insulating levels of conductivity in their pristine but...

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