O-ACETYLSALICYLOYL CHLORIDE

O-ACETYLSALICYLOYL CHLORIDE structure
  • CAS No.:5538-51-2
Other grades of this product :
O-ACETYLSALICYLOYL CHLORIDE Basic information
Product Name:O-ACETYLSALICYLOYL CHLORIDE
Synonyms:2-(acetyloxy)-benzoylchlorid;2-(Chlorocarbonyl)phenyl acetate;Acetylsalicoyl chloride;Benzoyl chloride, 2-(acetyloxy)-;O-Acetoxybenzoylchloride;o-Acetylsalicoyl chloride;ASPIRIN CHLORIDE;2-ACETOXYBENZOYL CHLORIDE
CAS:5538-51-2
MF:C9H7ClO3
MW:198.6
EINECS:226-899-1
Product Categories:Acid Halides;Building Blocks;Acid Halides;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Carbonyl Compounds;Organic Building Blocks
Mol File:5538-51-2.mol
O-ACETYLSALICYLOYL CHLORIDE Chemical Properties
Melting point 45-49 °C (lit.)
Boiling point 107-110 °C/0.1 mmHg (lit.)
density 1.3219 (rough estimate)
refractive index n20/D 1.536(lit.)
Fp >230 °F
storage temp. Refrigerator
form powder to lump
color White to Orange to Green
Water Solubility Soluble in toluene. Reacts with water.
Sensitive Moisture Sensitive
BRN 880372
CAS DataBase Reference5538-51-2(CAS DataBase Reference)
NIST Chemistry ReferenceAcetylsalicyloyl chloride(5538-51-2)
Safety Information
Hazard Codes C,Xi
Risk Statements 22-34-37-29
Safety Statements 26-36/37/39-45
RIDADR UN 3261 8/PG 2
WGK Germany 3
F 3-10-21
Hazard Note Irritant/Corrosive/Moisture Sensitive
HazardClass 8
PackingGroup II
HS Code 29163900
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
O-ACETYLSALICYLOYL CHLORIDE Usage And Synthesis
Chemical Propertiesyellow to light orange chunks
UsesO-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.
Purification MethodsCheck first the IR to see if an OH frequency is present. If so, some free acid is present. Then reflux with acetyl chloride for 2-3hours and fractionate at high vacuum. The distillate should crystallise. It can be recrystallised from hexane or *C6H6 (m 60o, sintering at 52o). [Riegel & Wittcoff J Am Chem Soc 64 486 1942, Beilstein 10 H 86, 10 I 43, 10 II 55, 10 III 151, 10 IV 169.]
O-ACETYLSALICYLOYL CHLORIDE Preparation Products And Raw materials
Raw materialsAcetylsalicylic acid-->sodium O-acetylsalicylate-->ACETYLSALICYLIC ACID METHYL ESTER-->o-Anisic acid-->Salicylic acid-->Oxalyl chloride
Preparation Products4-Hydroxycoumarin-->p-Coumaric acid-->BENORILATE-->Nitazoxanide Impurity

Important Notice

  1. This product is a chemical product/pharmaceutical intermediate. It is not a drug, an active pharmaceutical ingredient (API), or a pharmaceutical-grade material. It has not been granted a drug approval number or a Chemical Drug Substance Approval Notice, has not passed drug-related review and approval, and is not manufactured, tested, or released in accordance with pharmaceutical GMP.
  2. This product is intended solely for non-clinical research, process development, quality studies, further chemical processing, or chemical synthesis. It must not be used in drug-product manufacturing, clinical trials, clinical diagnosis, or administration to humans or animals, or be sold, used as an input, submitted for regulatory filing, or released as an API or pharmaceutical material.
  3. The purchaser must not use this product, or supply it to another party, for personal consumption, sports or fitness, weight loss, health supplements, food, or animal feed.

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