Lawesson reagent
Lawesson reagent (CAS: 19172-47-5, Formula: C14H14O2P2S4) is a potent thiation reagent with a molecular weight of 404.47 g/mol. It is widely employed in organic synthesis for its ability to convert carbonyl compounds into their corresponding thiocarbonyl analogues. This reagent plays a crucial role in the formation of carbon-sulfur bonds, making it indispensable for various chemical transformations.
- IUPAC
- 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,4-Methoxyphenylthiophosphoric cyclic di(thioanhydride),LR
- Synonyms
- 2,4-Bis(4-methoxyphenyl)-2,4-dithioxo-1,3,2,4-dithiadiphosphetane2,4-Bis-(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane 2,4-disulfide4-Methoxyphenylthiophosphoric cyclic di(thioanhydride)LR
Thiation of Carbonyl Compounds
Lawesson reagent effectively converts amides, esters, and ketones into their corresponding thioamides, thioesters, and thioketones. This transformation is fundamental in synthesizing sulfur-containing heterocycles and other organosulfur compounds.
C-S Bond Formation
It facilitates the introduction of sulfur atoms into organic molecules, enabling the construction of complex structures with desired C-S linkages. This is crucial for medicinal chemistry and materials science applications.
Generation of Tropothione
This reagent has been utilized to generate tropothione in situ at ambient temperatures. The transient tropothione can then be trapped by dieneophiles, offering a unique pathway for cycloaddition reactions.
Synthesis of Heterocycles
Lawesson reagent is instrumental in the synthesis of various sulfur-containing heterocyclic compounds, which are prevalent in pharmaceuticals and agrochemicals.
| Molecular weight | 404.47 |
|---|---|
| Empirical formula | C14H14O2P2S4 |
| Assay | 97% |
| Application | Thiation reagent used recently to generate tropothione in situ at room temperature and trapping it with dieneophiles.1 |
| Melting point | 228-230 °C(lit.) |
Hazard statements
- H261In contact with water releases flammable gas
Precautionary statements
- P231Handle under inert gas
- P422
| Water hazard class (WGK, DE) | 3 |
|---|---|
| Hazard codes (EU) | F |
| Risk statements (R) | 15/29 |
| Safety statements (S) | 7/8-43 |
| Supplemental hazards | Contact with water liberates toxic gas. |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is Lawesson reagent used for?
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Lawesson reagent is primarily used as a thiation reagent in organic synthesis to convert carbonyl compounds into their thiocarbonyl analogues, facilitating C-S bond formation and the synthesis of sulfur-containing heterocycles.
What are the CAS number and formula for Lawesson reagent?
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The CAS number for Lawesson reagent is 19172-47-5, and its molecular formula is C14H14O2P2S4.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Lawesson reagent with a minimum assay of 97%. This product is suitable for research and general chemical synthesis; TSS does not represent it as USP, BP, EP, or any other pharmacopoeia grade.
How should Lawesson reagent be handled safely?
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Lawesson reagent is flammable and reacts with water to liberate toxic gas (H261, Supplemental Hazard Statement: Contact with water liberates toxic gas). It should be handled with appropriate protective equipment in a dry environment, avoiding contact with water and ignition sources.
Is Lawesson reagent a controlled substance?
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Based on the provided data, Lawesson reagent is not listed as a controlled substance. However, users should always verify local regulations.
How is Lawesson reagent packed and shipped?
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Lawesson reagent is carefully packed to maintain its integrity during transit and is available for export globally by Tech Serve Solutions.
How can I request a sample or quote for Lawesson reagent?
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To request a sample or a quote for Lawesson reagent, please contact our sales team through the website or by phone, providing your specific requirements.
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