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Home > Products >  Lawesson's Reagent

Lawesson's Reagent CAS NO.19172-47-5

  • Min.Order: 1 Kilogram
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  • Product Details

Keywords

  • Lawesson's Reagent
  • 19172-47-5
  • C14H14O2P2S4

Quick Details

  • ProName: Lawesson's Reagent
  • CasNo: 19172-47-5
  • Molecular Formula: C14H14O2P2S4
  • Appearance: pale yellow powder
  • Application: Pharmaceutical Intermediates
  • DeliveryTime: within 3-7 day
  • PackAge: As required
  • Port: shanghai or other
  • ProductionCapacity: 5 Metric Ton/Month
  • Purity: 98%
  • Storage: store at 2-8℃
  • Transportation: by sea or by air
  • LimitNum: 1 Kilogram

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Details

Lawesson's Reagent Basic information
description reactions similar products Uses
Product Name: Lawesson's Reagent
Synonyms: 1,3,2,4-dithiadiphosphetane,2,4-bis(4-methoxyphenyl)-,2,4-disulfide;P-METHOXYPHENYLTHIONOPHOSPHINE SULFIDE DIMER;P-METHOXYPHENYLTHIOPHOSPHINE SULFIDE, DIMER;LR;LAWESSON REAGENT;LAWESSON'S REAGENT;AURORA KA-1707;4-METHOXYPHENYLTHIOPHOSPHORIC CYCLIC DI(THIOANHYDRIDE)
CAS: 19172-47-5
MF: C14H14O2P2S4
MW: 404.47
EINECS: 242-855-4
Product Categories: -;Dithietanes;Simple 4-Membered Ring Compounds;Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry;Ring Systems
Mol File: 19172-47-5.mol
 
 
Lawesson's Reagent Chemical Properties
Melting point  228-230 °C(lit.)
storage temp.  water-free area
form  Powder
color  White to almost white
Water Solubility  Decomposition
Sensitive  Moisture Sensitive
Merck  14,5391
BRN  1024888
CAS DataBase Reference 19172-47-5(CAS DataBase Reference)
EPA Substance Registry System 1,3,2,4-Dithiadiphosphetane, 2,4-bis(4-methoxyphenyl)-, 2,4-disulfide(19172-47-5)
 
Safety Information
Hazard Codes  Xn-F,Xi,Xn,F
Risk Statements  20/21/22-15/29-37
Safety Statements  8-43-36/37-22-38-7/8
RIDADR  3278
WGK Germany  3
13-21
TSCA  Yes
HazardClass  4.3
PackingGroup  III
HS Code  29349990
 
Lawesson's Reagent Usage And Synthesis
description Lawesson's reagent, also known as Lloyd's reagent, is a commonly used chemical reagent in the preparation of organic sulfur compounds. At room temperature under normal pressure, it appears as the solid yellow powder with a strong smell of rotten. In 1956, it was first successfully produced by the reaction between arene and tetraphosphorus decasulfide. The Swedish chemist Sven-Olov Lawesson has carefully studied its reaction with organic compounds, so that its application has been greatly promoted, so the name also derived. The molecule of the Lawesson's reagent contains the four-membered ring structure alternately composed of sulfur and phosphorus.
Upon being heated, it undergoes depolymerization, generating two molecules of unstable ylide (R-PS2), which are the major reactive intermediates. Upon application of the Lawesson’s reagents with two different substitution groups for reaction, it has been observed of molecules with substituent group exchanged with each other in the 31 NMR spectrum of the product, confirming the existence of the intermediates, R-PS2.
Lawesson's reagent is an oxygen-sulfur exchange reagent with the most common application being for the preparation of thioamides and converting carbonyl compounds into sulfur carbonyl compounds. The reacted substrates can include ketone, ester, lactone, amide, lactam, and quinone. The electron-rich carbonyl groups are easier to react. Upon reaction with α, β-unsaturated aldehydes and ketones, the double bond is not affected.
reactions 1, aliphatic, aromatic and heterocyclic aromatic amide can have reaction with Lawson well. Tetra-sulfide is also commonly used sulfide reagents, but its usage can sometimes result in amide decomposition into nitrile and hydrogen sulfide, so that the reaction yield is reduced.
2. A mixture of silver perchlorate and Lawson's reagent can be used as an oxygen-reactive Lewis acid to catalyze the Diels-Alder reaction of dienes with α, β-unsaturated aldehydes.
3, 4-dione is cyclized to thiophene upon reaction with a Lawesson's reagent. It is also possible to react with tetrasulfide pentasulfide, but the reaction requires a higher temperature.
4, Lawesson's reagent can react with sulfoxide to generate thio products, and then generate sulfur ether through desulfurization. Therefore, it can be used as the reducing agent of sulfoxide.
5, the yield of the reaction between the Lawesson's reagent and the amide with the adjacent position of the benzene ring connecting with hydroxyl or amino group is not high, because of generating the following by-products. The reaction can be used for the preparation of thio-monoalkylphosphonate compounds.
similar products Many compounds similar to Lawesson's reagent compounds have been prepared. They are easier to use than the Lawesson's reagent with the reaction conditions being mild and the yield being relatively high. When the methoxyphenyl group is substituted with an alkyl group such as methyl, ethyl, isopropyl or butyl, the generated reagent is called Davy reagent (DR). When the substituent group is phenylthio group, the generated reagent is referred to Japanese reagent (JR). When the substituent group is p-phenoxyphenyl group, it is referred to as the Belleau reagent (BR), All of them can be prepared from the reaction between the corresponding mercaptans and tetrasulfide pentasulfide.
Uses Vulcanizing agents, which have recently been used to generate tropothione in situ at room temperature and capture the sulfur hybrid reagents with dienophiles.
Chemical Properties light yellow to beige powder
Uses Thiation reagent.

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