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CAS RN: 19172-47-5 | Product Number: B1133
Lawesson's Reagent [Sulfurating Reagent]
![Thumbnail of Lawesson's Reagent [Sulfurating Reagent]](/medias/B1133.jpg?context=bWFzdGVyfHJvb3R8MTI2MTJ8aW1hZ2UvanBlZ3xhRFkzTDJoalpDODRPVE16TXpBNU9UTTVOelF5TDBJeE1UTXpMbXB3Wnd8M2ViNTIwZTdiYjA0MjQ2NGIzYjY2YmY0MzgzMmE2NGM4ZTM0N2FlOGRlMDc0OWIyNWU1NTMzM2U1ZTE1NTBmYQ "Lawesson's Reagent [Sulfurating Reagent]")
![Chemical Structure of Lawesson's Reagent [Sulfurating Reagent]](/medias/B1133.jpg?context=bWFzdGVyfHJvb3R8MzkzNjB8aW1hZ2UvanBlZ3xhREJtTDJoa09DODRPVEU1T0RZMU1qazBPRGM0TDBJeE1UTXpMbXB3Wnd8N2FhMWRjYzljNzNlYjAyZDVjODdkNjJkMDljMmM4NzdjYjdiNGRjNzcwODg1ZDgxMmI4YjdhZGM2NjgxNzVlZA "Lawesson's Reagent [Sulfurating Reagent]")
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![Lawesson's Reagent [Sulfurating Reagent]](/_ui/responsive/theme-tci/images/missing_product_zoom.webp "Lawesson's Reagent [Sulfurating Reagent]")
Purity: >93.0%(T)
Synonyms:
- 2,4-Bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane 2,4-Disulfide
Product Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
Shipping Information
|
|---|---|---|---|---|---|
| 25G |
€ 25,00
|
≥40 | ≥100 |
|
|
| 250G |
€ 190,00
|
10 | ≥40 |
|
* Stock available in Belgium: Shipment on the same day
* Stock available in Japan: Please check the Shipping Simulation for estimated shipments. (excludes regulated items and dry ice shipments)
| Product Number | B1133 |
Purity / Analysis Method 
|
>93.0%(T) |
| Molecular Formula / Molecular Weight | C__1__4H__1__4O__2P__2S__4 = 404.45 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature
|
Room Temperature (Recommended in a cool and dark place, <15°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Moisture Sensitive |
| CAS RN | 19172-47-5 |
| Reaxys Registry Number | 1024888 |
| PubChem Substance ID | 87564076 |
| Merck Index (14) | 5391 |
| MDL Number | MFCD00005171 |
Specifications
| Appearance | White to Light yellow to Green powder to crystal |
| Purity(Iodometric Titration) | min. 93.0 % |
Properties (reference)
| Melting Point | 230 °C |
GHS
| Pictogram |
|
| Signal Word | Warning |
| Hazard Statements | H302 + H332 : Harmful if swallowed or if inhaled. H315 : Causes skin irritation. H319 : Causes serious eye irritation. |
| Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P261 : Avoid breathing dust. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P304 + P340 + P312 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Call a POISON CENTER/doctor if you feel unwell. |
Related Laws:
| EC Number | 242-855-4 |
Transport Information:
| HS Number | 2931498090 |
Application
TCI Practical Example: Conversion of Carbonyl Group into Thiocarbonyl Group using Lawesson's Reagent
Used Chemicals
Procedure
To a solution of Lawesson’s reagent (2.38 g, 5.88 mmol) in dichloromethane (42 mL), 2-pyrrolidone (1.0 g, 11.75 mmol) in dichloromethane (42 mL) was added at room temperature under N2 atmosphere. After stirring the reaction solution for 2 hours, the solvent was removed under reduced pressure and the residue was purified by column chromatography (hexane:ethyl acetate = 9:1 - 6:4), giving pyrrolidine-2-thione as a white solid (0.79 g, 66%).
Experimenter’s Comments
The reaction was carried out in the fume hood due to Lawesson’s reagent’s bad smell.
The reaction mixture was monitored by TLC (hexane:ethyl acetate = 3:2, Rf = 0.28).
Analytical Data（pyrrolidine-2-thione）
1H NMR (400 MHz, CDCl3); δ 8.61 (brs, 1H), 3.61 (t, 2H, J = 8.0 Hz), 2.86 (t, 2H, J = 8.0 Hz), 2.20-2.12 (m, 2H).
13C NMR (101 MHz, CDCl3); δ 205.83, 49.66, 43.21, 22.91.
Lead Reference
- Ruthenium Catalyzed Synthesis of Enaminones
Application
Thiocarbonylation Reagent
References
- S. O. Lawesson, et al., Bull. Soc. Chim. Belg. 1978, 87, 223; 87, 229; 87, 293; 87, 299.
- R. Shabana, et al., Nouv. J. Chim. 1980, 4, 47.
PubMed Literature
Documents
Product Articles
[TCI Practical Example] Conversion of Carbonyl Group into Thiocarbonyl Group using Lawesson's ReagentProduct Documents (Note: Some products will not have analytical charts available.)
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