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HomeProduct name listLawesson's Reagent

Lawesson's Reagent

Synonym(s):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;4-Methoxyphenylthiophosphoric cyclic di(thioanhydride);LR

  • CAS NO.:19172-47-5
  • Empirical Formula: C14H14O2P2S4
  • Molecular Weight: 404.47
  • MDL number: MFCD00005171
  • EINECS: 242-855-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-07 10:42:15
Lawesson's Reagent Structural

What is Lawesson's Reagent?

Chemical properties

light yellow to beige powder

The Uses of Lawesson's Reagent

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.

The Uses of Lawesson's Reagent

Thiation reagent.

What are the applications of Application

Lawesson reagent is a 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.

Properties of Lawesson's Reagent

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
appearance Slightly yellow 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
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 for Lawesson's Reagent

Signal word Danger
Pictogram(s)
ghs
Flame
Flammables
GHS02
GHS Hazard Statements H261:Substances And Mixtures Which, In Contact With Water,Emit Flammable Gases
Precautionary Statement Codes P231+P232:Handle under inert gas. Protect from moisture.
P422:Store contents under …

Computed Descriptors for Lawesson's Reagent

InChIKey CFHGBZLNZZVTAY-UHFFFAOYSA-N
SMILES S1P(=S)(C2=CC=C(OC)C=C2)SP1(=S)C1=CC=C(OC)C=C1

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