4-(Benzyloxy)benzoic acid

HCID 73880CAS 1486-51-7

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Basic information

Standard SMILES: O=C(O)c1ccc(OCc2ccccc2)cc1
InChIKey: AQSCHALQLXXKKC-UHFFFAOYSA-N
Molecular formula: C14H12O3
Average molar mass: 228.24 g/mol
Monoisotopic mass: 228.07864424

Overview

4-(Benzyloxy)benzoic acid is a member of benzoic acids.

Names & identifiers

Preferred name: 4-(Benzyloxy)benzoic acid
IUPAC: 4-phenylmethoxybenzoic acid
English name: 4-Benzyloxybenzoic acid
Molecular formula: C14H12O3
Molecular weight: 228.24

Names & synonyms

4-Benzyloxybenzoic acid4-(benzyloxy)benzoic acid1486-51-7Benzoic acid, 4-(phenylmethoxy)-4K45H4G7KPNSC-16633DTXSID00164030BRL-14280RefChem:912246DTXCID8086521216-066-04-phenylmethoxybenzoic acid

Show more names

BRL 14280AKOS BBB/285AKOS BB-8602ASISCHEM A95731VITAS-BB TBB000342ART-CHEM-BB B025595RARECHEM AL BO 0684p-(Benzyloxy)benzoesure4-phenylmethoxybenzoate

4-(phenylmethoxy)benzoic acidMFCD000165274-benzyloxy benzoic acidp-(Benzyloxy)benzoic acid4benzyloxybenzoic acidNSC 16633CHEMBL3134411CCG-43304

Database identifiers

CAS: 1486-51-7
PubChem CID: 73880
DTXSID: DTXSID00164030
ChEMBL: CHEMBL3134411
ChEBI: CHEBI:194624
UNII: 4K45H4G7KP
EC Number: 216-066-0
Nikkaji: J206.692K

Properties

Computed structural properties

XLogP: 3.3
Topological polar surface area: 46.5 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 4
Heavy atoms: 17
Formal charge: 0
Complexity: 238

Physicochemical properties

Melting point: 189 · 189-192 °C(lit.)
Boiling point: 396.3 · 396.3±17.0 °C(Predicted)
Density: 1.222 · 1.222
storage temp.: Sealed in dry,Room Temperature
solubility: very faint turbidity in Pyridine
form: powder to crystal
pka: 4.46 · 4.46±0.10(Predicted)
color: White to Almost white
BRN: 2111640 · 2111640
InChI: InChI=1S/C14H12O3/c15-14(16)12-6-8-13(9-7-12)17-10-11-4-2-1-3-5-11/h1-9H,10H2,(H,15,16)
InChIKey: AQSCHALQLXXKKC-UHFFFAOYSA-N
SMILES: C(O)(=O)C1=CC=C(OCC2=CC=CC=C2)C=C1
CAS DataBase Reference: 1486 · 1486-51-7(CAS DataBase Reference)
FDA UNII: 4 K45H4G7KP · 4K45H4G7KP
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H319
Precautionary statements: 264 · P264-P270-P280-P301+P312-P305+P351+P338-P337+P313
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xn,Xi
Risk Statements: 22 · 22-36
Safety Statements: 26 · 26
WGK Germany: 3 · 3
Hazard Note: Irritant
HS Code: 29189900 · 29189900
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 OralEye · Acute Tox. 4 OralEye Irrit. 2

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (83.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 48 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (83.3%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29189900
risk_code: 22-36
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn,Xi
hazard_note: Irritant
safety_code: 26
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H319
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2
Precautionary statements: P264-P270-P280-P301+P312-P305+P351+P338-P337+P313

Chemistry & industry

Applications

Uses4-Benzyloxybenzoic acid may be used in the preparation of 1,3-phenylene bis(4-benzyloxybenzoate). It may also be used in the preparation of (-)-(2R,3R)-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)-phenyl]chroman-3-yl-(4-benzyloxy)benzoate.

General Description4-Benzyloxybenzoic acid is a substituted benzoic acid that can be prepared by the benzylation of 4-hydroxybenzoic acid with benzyl bromide.