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: 2025-09-25 17:15:13
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) |
![]() 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 |
Lawesson's Reagent manufacturer
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