O-Acetylsalicyloyl chloride
O-Acetylsalicyloyl chloride (CAS: 5538-51-2), with the linear formula 2-(CH3CO2)C6H4COCl and a molecular weight of 198.60 g/mol, is a reactive acid halide. It serves as a key intermediate in organic synthesis, particularly for creating complex organic building blocks and functionalised compounds. Its applications range from the synthesis of chiral ligands and acetoxybenzamides to specialised reagents in acylation reactions.
Synthesis of Chiral Ligands
O-Acetylsalicyloyl chloride has been employed in the synthesis of enantiomerically pure bidentate heteroorganic ligands. These ligands are built upon simple achiral skeletons and incorporate an aziridine moiety for specific chemical interactions.
Preparation of Acetoxybenzamides
This compound is utilised in the general synthesis of acetoxybenzamides. This application highlights its utility in constructing amide-based organic molecules with acetylated phenolic groups.
TEMPO-Aspirin Conjugate Synthesis
It acts as a reagent in the chemical synthesis of 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO)-aspirin conjugate. This is achieved through a condensation reaction with 4-hydroxy-TEMPO.
Acylation Reagent
O-Acetylsalicyloyl chloride functions as a reagent in acylation reactions, specifically noted for its use with cyclobutenediones to introduce acetyl groups.
| Molecular weight | 198.60 |
|---|---|
| Linear formula | 2-(CH3CO2)C6H4COCl |
| Assay | 95% |
| Boiling point | 107-110 °C/0.1 mmHg(lit.) |
| Refractive index | n20/D 1.536(lit.) |
| Application | • O-Acetylsalicyloyl chloride was used in the synthesis of enantiomerically pure bidentate heteroorganic ligands built on simple achiral skeletons and containing an aziridine moiety1.• It was used in the general synthesis of acetoxybenzamides2.• It was used in the chemical synthesis of 2,2,6,6-tetramethyl-1-piperidinyloxy(TEMPO)-aspirin conjugate via condensation reaction with 4-hydroxy-TEMPO3.• It was used as reagent in acylation of cyclobutenediones4. |
| Melting point | 45-49 °C(lit.) |
Hazard statements
- H302Harmful if swallowed
- H314Causes severe skin burns and eye damage
Precautionary statements
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P310Immediately call a POISON CENTER or doctor
| Protective equipment | Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges |
|---|---|
| Flash point | 113 °C / 235.4 °F |
| Transport (UN / ADR) | UN 3261 8 / PGII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | C |
| Risk statements (R) | 22-34-37 |
| Safety statements (S) | 26-36/37/39-45 |
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 O-Acetylsalicyloyl chloride used for?
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O-Acetylsalicyloyl chloride is used in organic synthesis for creating chiral ligands, acetoxybenzamides, TEMPO-aspirin conjugates, and as an acylation reagent for compounds like cyclobutenediones.
What is the CAS number and formula for O-Acetylsalicyloyl chloride?
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The CAS number is 5538-51-2 and the linear formula is 2-(CH3CO2)C6H4COCl.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies O-Acetylsalicyloyl chloride with a minimum purity of 95%. This is a technical grade product, and TSS does not represent it as USP, BP, or EP grade.
How should O-Acetylsalicyloyl chloride be handled safely?
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O-Acetylsalicyloyl chloride is hazardous and requires stringent safety precautions. It is classified under GHS05 and GHS07 with the signal word 'Danger'. It causes severe skin burns and eye damage (H314) and is harmful if swallowed (H302). Appropriate personal protective equipment, including eyeshields, face shields, chemical-resistant gloves, and suitable respiratory protection, must be used. Handle only in a well-ventilated area or fume hood.
Is O-Acetylsalicyloyl chloride a controlled substance?
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The provided data does not indicate that O-Acetylsalicyloyl chloride is a controlled substance.
How is O-Acetylsalicyloyl chloride packed, shipped, or exported?
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O-Acetylsalicyloyl chloride is packed in compliance with transportation regulations for hazardous materials, designated as UN 3261, Class 8, Packing Group II. TSS handles all aspects of global export for this chemical.
How can I request a quote or sample for O-Acetylsalicyloyl chloride?
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To request a quote or sample, please contact our sales team directly through our website or by phone, providing the product name and CAS number (5538-51-2).
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