O-ACETYLSALICYLOYL CHLORIDE

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 Structure
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
solubility Chloroform (Slightly), Ethyl Acetate (Slightly)
form powder to lump
color White to Orange to Green
Water Solubility Soluble in toluene. Reacts with water.
Sensitive Moisture Sensitive
BRN 880372
Stability:Moisture Sensitive
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
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.]
PHENYL ACETATE PHENYL FORMATE 2-Ethoxybenzaldehyde 1-(chloromethyl)-2-ethoxy-benzene Phenol 2-Ethoxybenzoyl chloride Acetyl chloride o-Cresol Phenetole 2-Methoxybenzyl chloride Salicylaldehyde o-Hydroxybenzylchloride O-TOLYL ACETATE ACETYLSALICYLOYL-ALPHA-13C CHLORIDE METHOXYACETALDEHYDE 2-(CHLOROMETHYL)PHENYL ACETATE o-Anisaldehyde O-ACETYLSALICYLOYL CHLORIDE

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