Lawesson’s Reagent (CAS19172-47-5)

Physical Properties

  • Appearance: White powder or solid
  • Molecular Formula:  𝐶5𝐻11𝑁⋅𝐻𝐶𝑙
  • Molecular Weight: 121.61 g/mol
  • Melting Point: 245-248 °C (lit.)
  • Boiling Point: ~347 °C (decomposes)
  • Density: ~1.12 g/cm³
  • Vapor Density: 2.94 (vs air)
  • Vapor Pressure: 63.6 mmHg (at 37.8 °C)
  • Solubility: Soluble in water and alcohol

Key Differences from Piperidine (Base)

  • Form: Hydrochloride (6091-44-7) is a stable solid; Piperidine (110-89-4) is a liquid.
  • Odor: Hydrochloride has no reported odor in some sources, while the base has a pepper-like smell.
  • Usage: Hydrochloride is a salt used as a building block; the base is a reactive amine.

 

Uses

A powerful thiation agent for converting carbonyls to thiocarbonyls in organic synthesis.

  • Thionation: Converts carbonyls (C=O) to thiocarbonyls (C=S) in various compounds like ketones, esters, amides, lactones, and quinones.
  • Synthesis of Thioesters & Thioamides: Key for creating these valuable intermediates for further organic synthesis, notes CymitQuimica and Chem-Impex.
  • Preparation of Thiophenes: Used to create thiophene derivatives, vital for organic electronics and materials science.
  • Functionalization: Introduces sulfur into aromatic systems and can convert alcohols to thiols.
  • Catalysis: Can act as a Lewis acid catalyst in reactions like the Diels-Alder reactionBiochemical Applications: Aids in protein modification (e.g., with Trypsin) and explores antifungal/anti-inflammatory properties in research, according to Chemical Bull Pvt. Ltd. and Biosynth.

Industries & Fields

  • Pharmaceuticals: Drug synthesis and development.
  • Materials Science: Creating new materials with specific electronic properties.
  • Agrochemicals: Developing new pesticides and dyes.
  • Academic Research: Exploring organosulfur chemistry.

Key Applications:

  • Thionation Reactions: Converts ketones/aldehydes to thioketones/thioaldehydes, esters to thioesters, amides to thioamides, and oximes to thiones.
  • Sulfur-Containing Compound Synthesis: Crucial for making heterocycles like thiophenes, thietanes, and other sulfur-rich molecules.
  • Medicinal Chemistry: Used to introduce sulfur for creating novel drug candidates.
  • Biochemical Modifications: Aids in protein modification and enzymatic processes.
  • Catalysis: Acts as a Lewis acid catalyst for Diels-Alder reactions and facilitates C-S bond formation.

Industries & Fields:

  • Chemical Industry
  • Organic Synthesis Labs
  • Biochemical Research
  • Materials Science

 

FAQs

1. What is Lawesson’s Reagent (19172-47-5)?
Lawesson’s Reagent (19172-47-5) is an organophosphorus compound widely used as a thionation reagent in organic synthesis.
What is the CAS number of Lawesson’s Reagent?
The CAS number of Lawesson’s Reagent is 19172-47-5.
What are the main uses of Lawesson’s Reagent (19172-47-5)?
Lawesson’s Reagent (19172-47-5) is mainly used to convert carbonyl groups into thiocarbonyl compounds in organic and pharmaceutical chemistry.
What is the molecular formula of Lawesson’s Reagent (19172-47-5)?

The molecular formula of Lawesson’s Reagent (19172-47-5) is C₁₄H₁₄O₂P₂S₄.

How should Lawesson’s Reagent be stored?
Lawesson’s Reagent (19172-47-5) should be stored in a cool, dry place in tightly sealed containers away from moisture.

FAQs

1. What is Lawesson’s Reagent (19172-47-5)?
Lawesson’s Reagent (19172-47-5) is an organophosphorus compound widely used as a thionation reagent in organic synthesis.
What is the CAS number of Lawesson’s Reagent?
The CAS number of Lawesson’s Reagent is 19172-47-5.
What are the main uses of Lawesson’s Reagent (19172-47-5)?
Lawesson’s Reagent (19172-47-5) is mainly used to convert carbonyl groups into thiocarbonyl compounds in organic and pharmaceutical chemistry.
What is the molecular formula of Lawesson’s Reagent (19172-47-5)?

The molecular formula of Lawesson’s Reagent (19172-47-5) is C₁₄H₁₄O₂P₂S₄.

How should Lawesson’s Reagent be stored?
Lawesson’s Reagent (19172-47-5) should be stored in a cool, dry place in tightly sealed containers away from moisture.