3-Acetoxybenzoic acid

HCID 238669

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 6304-89-8
Standard SMILES: CC(=O)Oc1cccc(C(=O)O)c1
InChIKey: NGMYCWFGNSXLMP-UHFFFAOYSA-N
Molecular formula: C9H8O4
Average molar mass: 180.16 g/mol
Monoisotopic mass: 180.04225874

Names & identifiers

Preferred name: 3-Acetoxybenzoic acid
IUPAC: 3-acetyloxybenzoic acid
English name: 3-Acetoxybenzoic acid
Molecular formula: C9H8O4
Molecular weight: 180.16

Names & synonyms

3-Acetoxybenzoic acidDTXSID90285889RefChem:496556DTXCID90237040628-787-16304-89-83-(acetyloxy)benzoic acid3-acetyloxybenzoic acidMFCD000166993-ACETOXYBENZOICACIDm-Acetoxy Benzoic Acid3-acetoxy benzoic acid

Show more names

RARECHEM AL BE 02493-Acetoxybenzoic acid, 98%,

Benzoic acid, 3-(acetyloxy)-m-acetoxybenzoicacidNSC431473-Acetoxybenzoesaure3-acetyloxybenzoicaci3-acetoxy-benzoic acidBenzoic acid, m-acetoxy3-Acetoxybenzoic acid 98%

Database identifiers

CAS: 6304-89-8
PubChem CID: 238669
DTXSID: DTXSID90285889
EC Number: 628-787-1
Nikkaji: J136.384K

Properties

Computed structural properties

XLogP: 1.8
Topological polar surface area: 63.6 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 3
Heavy atoms: 13
Formal charge: 0
Complexity: 212

Physicochemical properties

Melting point: 131 · 131-134 °C(lit.)
Boiling point: 338.1 · 338.1±25.0 °C(Predicted)
Density: 1.29 · 1.290±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
form: Powder
pka: 1 · pK1: 4.00 (25°C)
color: White
InChI: 1S/C9H8O4/c1-6(10)13-8-4-2-3-7(5-8)9(11)12/h2-5H,1H3,(H,11,12)
InChIKey: NGMYCWFGNSXLMP-UHFFFAOYSA-N
SMILES: CC(=O)Oc1cccc(c1)C(O)=O
CAS DataBase Reference: 6304 · 6304-89-8(CAS DataBase Reference)
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
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
HS Code: 29182900 · 29182900
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

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

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29182900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

Uses3-Acetoxybenzoic acid (3-aBH) may be used as a ligand to prepare:bis-(3-acetoxybenzoato)triphenylantimony(V)bis-(3-acetoxybenzoato)triphenylbismuth(V)[Ln(3-ab)3(N2H4)2]·xH2O (Ln = La,Ce, Pr, Nd, Sm and Gd; N2H4= hydrazine)It may be used as staring material to synthesize 3-acetoxybenzoyl chloride.

General Description3-Acetoxybenzoic acid (3-ABA), a meta-substituted benzoic acid, is an isomer of aspirin. It can be synthesized by reacting 3-hydroxybenzoic acid with acetic anhydride. The esterification of 3-ABA with 1,1′-carbonyldiimidazole (CDI) in the presence of reactive halides has been reported.