5-Acetylsalicylic acid

HCID 83151

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Basic information

CAS: 13110-96-8
Standard SMILES: CC(=O)c1ccc(O)c(C(=O)O)c1
InChIKey: NZRDKNBIPVLNHA-UHFFFAOYSA-N
Molecular formula: C9H8O4
Average molar mass: 180.16 g/mol
Monoisotopic mass: 180.04225874

Overview

5-Acetylsalicylic acid is an aromatic ketone.

Names & identifiers

Preferred name: 5-Acetylsalicylic acid
IUPAC: 5-acetyl-2-hydroxybenzoic acid
English name: 5-ACETYLSALICYLIC ACID
Molecular formula: C9H8O4
Molecular weight: 180.16

Names & synonyms

5-Acetylsalicylic acid5-acetyl-2-hydroxybenzoic acid13110-96-8Benzoic acid, 5-acetyl-2-hydroxy-EINECS 236-037-6DTXSID20156896RefChem:101877DTXCID1079387236-037-6NZRDKNBIPVLNHA-UHFFFAOYSA-NMFCD000139785-acetyl-2-hydroxy-benzoic acid

Show more names

Brivudine Impurity 345-Acetylsalicylic Acid >5-acetyl-2-hydroxybenzoate5-Acetylsalicylic acid, 98+%2-Hydroxy-5-acetylbenzoic acidAcetylsalicylic Acid Impurity 22

Benzoic acid,5-acetyl-2-hydroxy-5-acetyl-2-hydroxybenzoicacidCHEBI:182973s4789CCG-266429TS-02514CS-0030707Aspirin Impurity 12

Database identifiers

CAS: 13110-96-8
PubChem CID: 83151
DTXSID: DTXSID20156896
ChEMBL: CHEMBL3765165
ChEBI: CHEBI:182973
UNII: T75Z3S63DL
EC Number: 236-037-6
Nikkaji: J317.812I

Properties

Computed structural properties

XLogP: 2.2
Topological polar surface area: 74.6 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 2
Heavy atoms: 13
Formal charge: 0
Complexity: 224

Experimental & physicochemical properties

Endocrine DisruptorsPotential endocrine disrupting compound

Physicochemical properties

Melting point: 214 · 214-216°C
Boiling point: 413 · 413.0±35.0 °C(Predicted)
Density: 1.365 · 1.365±0.06 g/cm3(Predicted)
Flash point: 250 °C · 250°C
storage temp.: 2 · 2-8°C
solubility: Soluble in DMSO
form: powder to crystalline
pka: 2.62 · 2.62±0.10(Predicted)
color: White to Light yellow
Sensitive: Moisture Sensitive
BRN: 2096968 · 2096968
InChI: InChI=1S/C9H8O4/c1-5(10)6-2-3-8(11)7(4-6)9(12)13/h2-4,11H,1H3,(H,12,13)
InChIKey: NZRDKNBIPVLNHA-UHFFFAOYSA-N
SMILES: C(O)(=O)C1=CC(C(C)=O)=CC=C1O
CAS DataBase Reference: 13110 · 13110-96-8(CAS DataBase Reference)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Hazard Codes: Xn
Risk Statements: 22 · 22
Safety Statements: 22 · 22
HS Code: 2918.29 · 2918.29.7500

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 6 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

hs_code: 2918.29.7500
risk_code: 22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 22
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Applications

Uses5-acetylsalicylic acid (cas# 13110-96-8) is a useful research chemical. It is used in radiation-sensitive resin composition, method of forming a pattern, and method for production of monomeric compound.

Preparation methods

PreparationObtained by Fries rearrangement of 2-(acetyloxy)-benzoic acid (Aspirin) (1 mol) in the presence of aluminium chloride (3.3 mol), in nitrobenzene at r.t. for 1 h (36%) ; without solvent at 120–125° for 1 h (19%).