Sigma-Aldrich Thionyl chloride for synthesis
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Specifications:
Application | Organic Synthesis | ||
Storage Temperature | Ambient | ||
Product Type | Laboratory Chemical | Forms | Liquid |
Product Brand | Sigma-Aldrich | ||
Product Grade | Analytical grade | Formula | Cl₂OS |
Sigma-Aldrich Thionyl Chloride is a high-purity synthesis-grade chlorinating agent widely used in organic chemistry to convert alcohols and carboxylic acids into alkyl and acyl chlorides. With ≥99.0% assay purity (argentometric), it is ideal for reliable and consistent results in demanding laboratory and industrial synthesis protocols.
Key Features
- High Purity – Assay ≥ 99.0% (argentometric), suitable for fine chemical and pharmaceutical synthesis
- Versatile Chlorinating Agent – Ideal for converting hydroxyl and carboxyl groups to chlorinated derivatives
- Broad Synthetic Utility – Enables formation of sulfinyl-based compounds and cyclic structures
- Synthesis Grade – Suitable for organic transformations, intermediates, and reagent-level applications
- Available in Multiple Pack Sizes – 100 mL, 500 mL, 1 L, 2.5 L
Chemical and Physical Properties
Property | Value |
---|---|
Grade | Synthesis grade |
Form | Liquid |
Boiling Point | 76 °C at 1013 hPa |
Melting Point | –104.5 °C |
Density | 1.64 g/cm³ at 20 °C |
Vapor Pressure | 121 hPa at 20 °C |
Storage Temp. | 2–30 °C |
EC Index Number | 231-748-8 |
SMILES | S(Cl)Cl |
InChI Key | FYSNRJHAOHDILO-UHFFFAOYSA-N |
UN Number | UN1836 |
Applications
Thionyl chloride is widely used in chlorination reactions and synthetic organic chemistry, including:
- Synthesis of acyl and alkyl chlorides from carboxylic acids and alcohols
- Formation of 4-(sulfinylamino)-1,2,4-triazoles, isothiazolopyrimidines, and 1,2,6-triazine S-oxides
- Cyclization reactions leading to dioxathianes and cyclic sulfites
- Synthesis of microporous organic polymers via aldol self-condensation
- Intermediate in pharmaceuticals and fine chemicals
Safety and Handling
- Hazard Classification: Corrosive, toxic if inhaled or swallowed
- Precautions: Handle in a well-ventilated fume hood using appropriate PPE
- Storage: Store in tightly sealed containers under dry, temperature-controlled conditions
Ordering Information
Pack Size | SKU / Catalog No. |
---|---|
100 mL | 8081540100 |
500 mL | 8081540500 |
1 L | 8081541000 |
2.5 L | 8081542500 |
Sigma-Aldrich Thionyl Chloride offers synthesis-grade reliability for a broad spectrum of chlorination and condensation reactions in organic chemistry. Its high purity, versatility, and reactivity make it a preferred reagent for research, development, and production in chemical laboratories and industries.
- Pack Size: 1L 2.5L 100 mL 500 mL