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346675

5-Acetylsalicylamide

Name: 5-Acetylsalicylamide
Brand: ALDRICH

98%

Synonym(s):

5-Acetyl-2-hydroxybenzamide

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About This Item

Linear Formula:

CH₃COC₆H₃(OH)CONH₂

CAS Number:

40187-51-7

Molecular Weight:

179.17

UNSPSC Code:

12352100

PubChem Substance ID:

24861425

EC Number:

254-830-5

MDL number:

MFCD00049222

Assay:

98%

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Properties

assay

98%

mp

220-222 °C (lit.)

SMILES string

CC(=O)c1ccc(O)c(c1)C(N)=O

InChI

1S/C9H9NO3/c1-5(11)6-2-3-8(12)7(4-6)9(10)13/h2-4,12H,1H3,(H2,10,13)

InChI key

LWAQTCWTCCNHJR-UHFFFAOYSA-N

Description

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.

pictograms

GHS07

signalword

Warning

hcodes

H302 + H312 + H332,H315,H319,H335

pcodes

P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338

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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Certificates of Analysis (COA)

Lot/Batch Number

03812KY

02405CS

S04272

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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)