3-Isopropylsalicylic acid

HCID 201887

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Basic information

CAS: 7053-88-5
Standard SMILES: CC(C)c1cccc(C(=O)O)c1O
InChIKey: XGAYQDWZIPRBPF-UHFFFAOYSA-N
Molecular formula: C10H12O3
Average molar mass: 180.2 g/mol
Monoisotopic mass: 180.07864424

Overview

structure in first source

Names & identifiers

Preferred name: 3-Isopropylsalicylic acid
IUPAC: 2-hydroxy-3-propan-2-ylbenzoic acid
English name: 2-HYDROXY-3-ISOPROPYLBENZOIC ACID
Molecular formula: C10H12O3
Molecular weight: 180.2

Names & synonyms

3-Isopropylsalicylic acidRefChem:4731302-Hydroxy-3-isopropylbenzoic acid7053-88-52-hydroxy-3-propan-2-ylbenzoic acidSalicylic acid, 3-isopropyl-MFCD00075272BRN 20966182-Hydroxy-3-isopropyl-benzoic acidSCHEMBL39140CHEMBL54049DTXSID30220799

Show more names

3-isopropyl-salicylicaci2-hydroxy-3-propan-2-ylbenzoicaci2-Hydroxy-3-isopropylbenzoic acid 98%

BDBM50409546AKOS0091579692-Hydroxy-3-(1-methylethyl)benzoesaure2-Hydroxy-3-isopropylbenzoic acid, 98%BS-481722-hydroxy-3-(propan-2-yl)benzoic acidBenzoic acid, 2-hydroxy-3-(1-methylethyl)-A836914

Database identifiers

CAS: 7053-88-5
PubChem CID: 201887
DTXSID: DTXSID30220799
ChEMBL: CHEMBL54049
EC Number: 625-384-2
Nikkaji: J408.460H

Properties

Computed structural properties

XLogP: 3.6
Topological polar surface area: 57.5 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 13
Formal charge: 0
Complexity: 189

Physicochemical properties

Melting point: 73 · 73-75 °C(lit.)
Boiling point: 301.6 · 301.6±35.0 °C(Predicted)
Density: 1 · 1+-.0.06 g/cm3(Predicted)
pka: 3.03 · 3.03±0.10(Predicted)
form: solid
InChI: InChI=1S/C10H12O3/c1-6(2)7-4-3-5-8(9(7)11)10(12)13/h3-6,11H,1-2H3,(H,12,13)
InChIKey: XGAYQDWZIPRBPF-UHFFFAOYSA-N
SMILES: C(O)(=O)C1=CC=CC(C(C)C)=C1O
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39-36
WGK Germany: 3 · 3
RTECS: 4378000 · VO4378000

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 39 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

wgk: 3
rtecs: VO4378000
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39-36
Hazard statements: H315-H319-H335
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

Uses2-Hydroxy-3-isopropylbenzoic acid may be used in the preparation of 3-isopropylgentisic acid.

General Description2-Hydroxy-3-isopropylbenzoic acid is an analog of general anesthetic compound, propofol (2,6-diisopropylphenol). It was investigated for general anesthetic activity in Xenopus laevis tadpoles and for the ability to produce enhancement of submaximal GABA responses.