Benzoic acid, 3,5-dihydroxy-, ethyl ester

HCID 20098

Notes Reactions

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Basic information

CAS: 4142-98-7
Standard SMILES: CCOC(=O)c1cc(O)cc(O)c1
InChIKey: APHYVLPIZUVDTK-UHFFFAOYSA-N
Molecular formula: C9H10O4
Average molar mass: 182.17 g/mol
Monoisotopic mass: 182.0579088

Overview

See also: 3,5Ddihydroxybenzoic acid ethyl ester hemihydrate (annotation moved to).

Names & identifiers

Preferred name: Benzoic acid, 3,5-dihydroxy-, ethyl ester
IUPAC: ethyl 3,5-dihydroxybenzoate
English name: Ethyl 3,5-dihydroxybenzoate
Molecular formula: C9H10O4
Molecular weight: 182.17

Names & synonyms

Benzoic acid, 3,5-dihydroxy-, ethyl esterRefChem:565734Ethyl 3,5-dihydroxybenzoate4142-98-73,5-dihydroxybenzoic acid ethyl esterMFCD00020122CHEMBL448695Ethyl 35-dihydroxybenzoateethyl-3,5-dihydroxybenzoateSCHEMBL39026ethyl 3,5-dihydroxy benzoateEthyl-3,5-dihydroxy-benzoate

Show more names

RARECHEM AL BI 0252ethyl3,5-dihydroxybenzoatehemihydrateETHYL 3,5-DIHYDROXYBENZOATE, 10 mM in DMSOalpha-resorcylicacid,ethylester,hemihydrate3,5-dihydroxybenzoicacidethylesterhemihydrate3,5-dihydroxy-Benzoic acid ethyl ester (9CI ACI)benzoicacid,3,5-dihydroxy-,ethylester,hemihydrate

orb1218050orb1297032ethyl 3,5-bis(oxidanyl)benzoateDTXSID10961673APHYVLPIZUVDTK-UHFFFAOYSA-NETHYL3,5-DIHYDROXYBENZOATEalpha-Resorcylic acid, Ethyl esterEthyl 3,5-dihydroxybenzoate, 97%

Database identifiers

CAS: 4142-98-7
PubChem CID: 20098
DTXSID: DTXSID10961673
ChEMBL: CHEMBL448695
Nikkaji: J821.627D

Properties

Computed structural properties

XLogP: 1.7
Topological polar surface area: 66.8 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 3
Heavy atoms: 13
Formal charge: 0
Complexity: 170

Physicochemical properties

Melting point: 127 · 127-130 °C(lit.)
Boiling point: 356.2 · 356.2±12.0 °C(Predicted)
Density: 1.294 · 1.294±0.06 g/cm3(Predicted)
storage temp.: 4 °C, · 4°C, stored under nitrogen
form: Solid
pka: 8.68 · 8.68±0.10(Predicted)
color: White to off-white
InChI: 1S/C9H10O4/c1-2-13-9(12)6-3-7(10)5-8(11)4-6/h3-5,10-11H,2H2,1H3
InChIKey: APHYVLPIZUVDTK-UHFFFAOYSA-N
SMILES: CCOC(=O)c1cc(O)cc(O)c1
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xn
Risk Statements: 22 · 22-36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
RTECS: 8576840 · DG8576840
HS Code: 2918290090 · 2918290090
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 OralEye · Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
rtecs: DG8576840
hs_code: 2918290090
risk_code: 22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 26-36
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H302-H315-H319-H335
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P270-P301+P312-P302+P352-P305+P351+P338

Chemistry & industry

Applications

UsesEthyl 3,5-dihydroxybenzoate may be used as a starting reagent in the synthesis of ethyl 3,5-bis(ω-hydroxyoligo(ethyleneoxy))benzoates and p-alkoxycarbonylated palladium bis(phosphinite) PCP pincer complexes.

General DescriptionEthyl 3,5-dihydroxybenzoate is a dihydroxybenzoic ester. It can be synthesized from 3,5-dihydroxybenzoic acid by esterification process with absolute ethanol.