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Sigma-Aldrich

O-Acetylsalicyloyl chloride

95%

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About This Item

Linear Formula:
2-(CH3CO2)C6H4COCl
CAS Number:
5538-51-2
Molecular Weight:
198.60
Beilstein:
880372
EC Number:
226-899-1
MDL number:
MFCD00000663
UNSPSC Code:
12352100
PubChem Substance ID:
24850129
NACRES:
NA.22

Assay

95%

form

solid

refractive index

n20/D 1.536 (lit.)

bp

107-110 °C/0.1 mmHg (lit.)

mp

45-49 °C (lit.)

SMILES string

CC(=O)Oc1ccccc1C(Cl)=O

InChI

1S/C9H7ClO3/c1-6(11)13-8-5-3-2-4-7(8)9(10)12/h2-5H,1H3

InChI key

DSGKWFGEUBCEIE-UHFFFAOYSA-N

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Application

  • 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.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

230.0 °F

Flash Point(C)

110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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The Journal of Organic Chemistry, 58, 3543-3543 (1993)
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Inflammation and reactive oxygen species are associated with the promotion of various cancers. The use of non-steroidal anti-inflammatory drugs (NSAIDs) in cancer prevention treatments has been promising in numerous cancers. We report the evaluation of NSAIDs chemically modified by the
Aziridine ring-containing chiral ligands as highly efficient catalysts in asymmetric synthesis.
Rachwalski M, et al.
Tetrahedron Asymmetry, 24(7), 421-425 (2013)
Carlos Barea et al.
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Continuing with our efforts to identify new active compounds against malaria and leishmaniasis, 14 new 3-amino-1,4-di-N-oxide quinoxaline-2-carbonitrile derivatives were synthesized and evaluated for their in vitro antimalarial and antileishmanial activity against Plasmodium falciparum Colombian FCR-3 strain and Leishmania amazonensis strain

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