346675
5-Acetylsalicylamide
98%
Synonym(s):
5-Acetyl-2-hydroxybenzamide
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About This Item
Linear Formula:
CH3COC6H3(OH)CONH2
CAS Number:
Molecular Weight:
179.17
UNSPSC Code:
12352100
PubChem Substance ID:
EC Number:
254-830-5
MDL number:
Assay:
98%
InChI key
LWAQTCWTCCNHJR-UHFFFAOYSA-N
InChI
1S/C9H9NO3/c1-5(11)6-2-3-8(12)7(4-6)9(10)13/h2-4,12H,1H3,(H2,10,13)
SMILES string
CC(=O)c1ccc(O)c(c1)C(N)=O
assay
98%
mp
220-222 °C (lit.)
General description
5-Acetylsalicylamide is formed by lewis acidic ionic liquid catalyzed Friedel-Crafts acylation of salicylamide with acetyl chloride.
Application
5-Acetylsalicylamide can be used in the preparation of 5-acetyl-2(3H)-benzoxazolone, via two-step synthetic route using Hofmann rearrangement.
signalword
Warning
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Acylation of salicylamide to 5-acetylsalicylamide using ionic liquids as dual catalyst and solvent.
Chen W, et al.
Journal of Industrial and Engineering Chemistry (Amsterdam, Netherlands), 16(5), 800-804 (2010)
New heterocyclic chalcones. Part 6. Synthesis and cytotoxic activities of 5-or 6-(3-aryl-2-propenoyl)-2 (3H)-benzoxazolones.
Ivanova YB, et al.
Heterocyclic Communications, 19(1), 23-28 (2013)
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