O-Acetylsalicyloyl chloride, 97%
O-Acetylsalicyloyl chloride, 97%
O-Acetylsalicyloyl chloride, 97%
Thermo Scientific Chemicals

O-Acetylsalicyloyl chloride, 97%

CAS: 5538-51-2 | C9H7ClO3 | 198.602 g/mol
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100 g
Catalog number L00919.14
also known as L00919-14
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76,60
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Quantity:
25 g
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Price (EUR)
76,60
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Chemical Identifiers
CAS5538-51-2
IUPAC Name2-(carbonochloridoyl)phenyl acetate
Molecular FormulaC9H7ClO3
InChI KeyDSGKWFGEUBCEIE-UHFFFAOYSA-N
SMILESCC(=O)OC1=CC=CC=C1C(Cl)=O
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White to cream to yellow or pale pink
FormCrystals or powder or crystalline powder or lumps or chunks or fused solid or granules or clear liquid as melt
Assay (Titration ex Chloride)≥96.0 to ≤104.0%
Identification (FTIR)Conforms
Melting Point (clear melt)45.0-54.0°C
O-Acetylsalicyloyl chloride was used in the synthesis of enantiomerically pure bidentate heteroorganic ligands built on simple achiral skeletons and containing an aziridine moiety. It was used in the general synthesis of acetoxybenzamides. It was used in the chemical synthesis of 2,2,6,6-tetramethyl-1-piperidinyloxy(TEMPO)-aspirin conjugate via condensation reaction with 4-hydroxy-TEMPO. It was used as reagent in acylation of cyclobutenediones.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
O-Acetylsalicyloyl chloride was used in the synthesis of enantiomerically pure bidentate heteroorganic ligands built on simple achiral skeletons and containing an aziridine moiety. It was used in the general synthesis of acetoxybenzamides. It was used in the chemical synthesis of 2,2,6,6-tetramethyl-1-piperidinyloxy(TEMPO)-aspirin conjugate via condensation reaction with 4-hydroxy-TEMPO. It was used as reagent in acylation of cyclobutenediones.

Solubility
Soluble in toluene. Reacts with water.

Notes
Moisture Sensitive. Store under dry inert gas. Store away from strong bases.
RUO – Research Use Only

General References:

  1. Roger M. Smith; Asri Abdul Ghani; Declan G. Haverty; Gillian S. Bament; A.Y. Chamsi; Arnold G. Fogg. Derivatisation of amines with O-acetylsalicyloyl chloride to enhance electrochemical detection in high-performance liquid chromatography.Journal of Chromatography A.1988, 455 349-354.
  2. Reagent for the conversion of diols into chloroalkyl acetates: Tetrahedron Lett., 1475 (1973), and for the conversion of pyrimidine nucleosides to their 2,2'-anhydro derivatives: Synthesis, 533 (1976). Compare 2-Acetoxyisobutyryl chloride, L00957.