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Lawesson's Reagent

Lawesson's Reagent Structure
Lawesson's Reagent structure
CAS No.
19172-47-5
Chemical Name:
Lawesson's Reagent
Synonyms
LAWESSON REAGENT;LR;242-855-4;Lawesson's;Lawesson`s reagentsulfide dimer;2,4-BIS(4-METHOXYPHENYL)-2,4-DITHIOXO-1,3,2,4-DITHIADIPHOSPHETANE;2,4-BIS(4-METHOXYPHENYL)-1,3,2,4-DITHIADIPHOSPHETANE-2,4-DISULFIDE;2,4-BIS(4-METHOXYPHENYL)-1,3-DITHIA-2,4-DIPHOSPHETANE-2,4-DISULFIDE;AURORA KA-1707;awesson's Reag
CBNumber:
CB8128537
Molecular Formula:
C14H14O2P2S4
Molecular Weight:
404.47
MDL Number:
MFCD00005171
MOL File:
19172-47-5.mol
MSDS File:
SDS
Last updated:2023-05-15 10:43:17
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Lawesson's Reagent Properties

Melting point 228-230 °C(lit.)
Boiling point 525.8±60.0 °C(Predicted)
Density 1.48±0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,2-8°C
solubility Chloroform (Slightly)
form Powder
color White to almost white
Water Solubility Decomposition
Sensitive Moisture Sensitive
Merck 14,5391
BRN 1024888
InChI InChI=1S/C14H14O2P2S4/c1-15-11-3-7-13(8-4-11)17(19)21-18(20,22-17)14-9-5-12(16-2)6-10-14/h3-10H,1-2H3
InChIKey CFHGBZLNZZVTAY-UHFFFAOYSA-N
SMILES S1P(=S)(C2=CC=C(OC)C=C2)SP1(=S)C1=CC=C(OC)C=C1
CAS DataBase Reference 19172-47-5(CAS DataBase Reference)
FDA UNII A4125MQ8RX
EPA Substance Registry System 1,3,2,4-Dithiadiphosphetane, 2,4-bis(4-methoxyphenyl)-, 2,4-disulfide (19172-47-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS02
Signal word  Danger
Hazard statements  H261
Precautionary statements  P231+P232-P422
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
F  13-21
TSCA  Yes
HazardClass  4.3
PackingGroup  III
HS Code  29349990
NFPA 704
2
2 1
W

Lawesson's Reagent price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 227439 Lawesson reagent 97% 19172-47-5 10g $46.8 2024-03-01 Buy
Sigma-Aldrich 227439 Lawesson reagent 97% 19172-47-5 25g $57.2 2024-03-01 Buy
TCI Chemical B1133 Lawesson's Reagent [Sulfurating Reagent] >95.0%(T) 19172-47-5 25g $40 2024-03-01 Buy
TCI Chemical B1133 Lawesson's Reagent [Sulfurating Reagent] >95.0%(T) 19172-47-5 250g $242 2024-03-01 Buy
Alfa Aesar A14530 Lawesson's Reagent, 97% 19172-47-5 5g $19 2024-03-01 Buy
Product number Packaging Price Buy
227439 10g $46.8 Buy
227439 25g $57.2 Buy
B1133 25g $40 Buy
B1133 250g $242 Buy
A14530 5g $19 Buy

Lawesson's Reagent Chemical Properties,Uses,Production

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

Lawesson's reagent is a thiation agent used to convert carbonyl compounds into thiocarbonyls. It is also used to thionate enones, esters, lactones, amides, lactams and quinones. Further, it is used to prepare thiols from alcohols. It is associated with silver perchlorate and utilized as and oxophilic Lewis acid catalyst for Diels-Alder reaction of dienes with alfa, beta-unsaturated aldehydes.

Uses

Thiation reagent.

General Description

Lawesson′s reagent is generally used as a thiation agent in organic synthesis for the conversion of oxygen functionalities into their thio analogs. It facilitates the conversion of the carbonyl group to thiocarbonyl group as well as carbon-oxygen single bond into a carbon-sulfur single bond.

Lawesson's Reagent Preparation Products And Raw materials

Raw materials

Toluene Anisole Phosphorus pentasulfide Benzene

Preparation Products

TERT-BUTYL 4-(4-FORMYL-1,3-THIAZOL-2-YL)TETRAHYDRO-1(2H)-PYRIDINECARBOXYLATE TERT-BUTYL 4-(5-FORMYL-4-METHYL-1,3-THIAZOL-2-YL)PIPERIDINE-1-CARBOXYLATE 1,3-BENZODIOXOLE-5-CARBOTHIOAMIDE THIOBENZAMIDE benzyl 4-[amino(thiocarbonyl)]piperidine-1-carboxylate

Lawesson's Reagent Suppliers

Global( 357)Suppliers
Supplier Tel Email Country ProdList Advantage
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Springchem New Material Technology Co.,Limited 		+86-021-62885108 +8613917661608 info@spring-chem.com China 2068 57
Capot Chemical Co.,Ltd. 		571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32480 60
Hubei xin bonus chemical co. LTD 		86-13657291602 linda@hubeijusheng.com CHINA 22968 58
Shandong chuangyingchemical Co., Ltd. 		18853181302 sale@chuangyingchem.com CHINA 5909 58
CONIER CHEM AND PHARMA LIMITED 		+8618523575427 sales@conier.com China 47465 58
career henan chemical co 		+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
Shaanxi Dideu Medichem Co. Ltd 		18192627656 1012@dideu.com China 3708 58
Supplier Advantage
Chongqing Chemdad Co., Ltd
58
Springchem New Material Technology Co.,Limited 		57
Capot Chemical Co.,Ltd. 		60
Henan Tianfu Chemical Co.,Ltd. 		55
ATK CHEMICAL COMPANY LIMITED 		60
Hubei xin bonus chemical co. LTD 		58
Shandong chuangyingchemical Co., Ltd. 		58
CONIER CHEM AND PHARMA LIMITED 		58
career henan chemical co 		58
Shaanxi Dideu Medichem Co. Ltd 		58

Related articles

View Lastest Price from Lawesson's Reagent manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Lawesson 2021-07-02 Lawesson"s Reagent
19172-47-5
 US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
Lawesson's Reagent pictures 2020-03-16 Lawesson's Reagent
19172-47-5
 US $1.00-0.00 / KG 1KG 99% 20Tons Shaanxi Dideu Medichem Co. Ltd
2,4-Bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide pictures 2020-01-19 2,4-Bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide
19172-47-5
 US $3.00 / KG 1KG 99% 1kg,5kg,50kg Career Henan Chemical Co
  • Lawesson
  • Lawesson"s Reagent
    19172-47-5
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd

Lawesson's Reagent Spectrum

Lawesson's Reagent(19172-47-5)IR1Lawesson's Reagent(19172-47-5)IR2Lawesson's Reagent(19172-47-5)Raman

19172-47-5(Lawesson's Reagent)Related Search:

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CALCIUM HYDRIDE LITHIUM PERIODATE Dimethyl disulfide Burgess reagent zinc O,O,O',O'-tetrabutyl bis(phosphorodithioate)
Tributyl(vinyl)tin NA PHOSPHORUS TRISULFIDE Phenyl phosphine 2,4-BIS(4-PHENOXYPHENYL)-1,3-DITHIA-2,4-DIPHOSPHETANE-2,4-DISULFIDE
GGKPDLRPCHPPCHYIPRPKPR Lawesson's Reagent Lawesson Reagent

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AURORA KA-1707 4-METHOXYPHENYLTHIOPHOSPHORIC CYCLIC DI(THIOANHYDRIDE) 2,4-DI(4-METHOXYPHENYL)-1,3,2LAMBDA-5,4LAMBDA-5-DITHIADIPHOSPHETANE-2,4-DITHIONE P-METHOXYPHENYLTHIONOPHOSPHINE SULFIDE DIMER P-METHOXYPHENYLTHIOPHOSPHINE SULFIDE, DIMER 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane 2,4-disulphide 2,4-Bis(methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide Lawesson's Reagent [Sulfurating Reagent] 4-methoxyphenylthionophosphine sulfide dimer 2,4-Bis(4-methoxyphenyl)-2,4-dithioxo-1,3,2,4-dithiadiphosphetane 97% 4-Methoxyphenylthiophosphoric cyclic di(thioanhydride), LR, 2,4-Bis(4-methoxyphenyl)-2,4-dithioxo-1,3,2,4-dithiadiphosphetane, 2,4-Bis-(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane 2,4-disulfide Lawesson's Reagent ,99% 1,3-Bis(4-methoxyphenyl)-2,4-dithia-1,3-diphospha(V)cyclobutane-1,3-dithione 2,4-Bis(4-methoxyphenyl)-1,3-dithia-2,4-diphospha(V)cyclobutane-2,4-dithione 2,4-Bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphacyclobutane-2,4-dithione 2,4-Bis(p-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-dithione 2,4-Bisthiolato-2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphospha(V)cyclobutane-2,4-diylium 2,4-Di(4-methoxyphenyl) -1,3,2lambda~5~,4lambda~5~-dithiadiphosphetane-2, 4-dithione (Lawesson's Reagent) Lawesson reagent ,98% Lawesson reagent ,99% Lawesson Reagent, 2,4-Bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulphide bis(4-Methoxyphenyl)-1,3,2$l^{5},4$l^{5}-dithiadiphosphetane-2,4-dithione 2,4-BIS(4-METHOXYPHENYL)-2,4-DITHIOXO-1 Lawesson reagent 97% 1,3,2,4-dithiadiphosphetane,2,4-bis(4-methoxyphenyl)-,2,4-disulfide LAWESSON'S REAGENT awesson's Reag p-Methoxyphenylthionophosphine sulfide 2,4-bis(4-methoxyphenyl)-2,4-bis(sulfanylidene)-1,3,2$l^{5},4$l^{5}-dithiadiphosphetane LAWESSON'S REAGENT For Synthesis 2,4-bis(4-methoxyphenyl)-2,4-bis(sulfanylidene)-1,3,2 Lawesson'sReagent(LR) Lawesson's Reagent ISO 9001：2015 REACH Lawesson'sReagen awesson's Reagent Lawessons Reagent,>98% Lawesson's Reagent [Sulfurating Reagent]> 2,4-BIS(4-METHOXYPHENYL)-1,3,2,4-DITHIADIPHOSPHETANE-2 2,4-bis(4-methoxyphenyl)-2,4-disulfanylene-1,3,2,4-dithiadiphosphetane 2,4-BIS(4-METHOXYPHENYL)-1,3,2,4-DITHIADIPHOSPHETANE-2,4-DISULFIDE 2,4-BIS(4-METHOXYPHENYL)-1,3-DITHIA-2,4-DIPHOSPHETANE-2,4-DISULFIDE 2,4-BIS(4-METHOXYPHENYL)-2,4-DITHIOXO-1,3,2,4-DITHIADIPHOSPHETANE Lawesson's Lawesson`s reagentsulfide dimer LR LAWESSON REAGENT 242-855-4 Lawson’s Reagent Lawesson's Reagent 19172-47-5 1972-47-5 C14H14O2P2S4 C14H14O2P2S2 Sulfur Compounds (for Synthesis) Dithietanes Simple 4-Membered Ring Compounds Synthetic Reagents C-X Bond Formation (Non-Halogen)