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Sigma-Aldrich

4-Benzyloxybenzoic acid

99%

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About This Item

Linear Formula:
C6H5CH2OC6H4CO2H
CAS Number:
Molecular Weight:
228.24
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

mp

189-192 °C (lit.)

SMILES string

OC(=O)c1ccc(OCc2ccccc2)cc1

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)

InChI key

AQSCHALQLXXKKC-UHFFFAOYSA-N

General description

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

Application

4-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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Kumi Osanai et al.
Tetrahedron, 63(32), 7565-7570 (2007-08-06)
The total and semi syntheses of (2R, 3R)-epigallocatechin-3-O-(4-hydroxybenzoate), a novel catechin from Cistus salvifolius, was accomplished. The proteasome inhibition and cytotoxic activities of the synthetic compound and its acetyl derivative were studied and compared with (2R, 3R)-epigallocatechin-3-gallate (EGCG), the active
Henryk Marona et al.
Acta poloniae pharmaceutica, 60(6), 477-480 (2004-04-15)
A series of alkanolamides have been tested for anticonvulsant activity in the maximal electroshock seizure (MES) and subcutaneous pentylenetetrazole seizure treshold (ScMet) assays and for neurotoxicity (TOX) in rodents. Most interesting were the anticonvulsant results of 2N-methylaminoethanol derivative II, which
Synthesis and characterization of achiral banana-shaped liquid crystalline molecules containing bisnaphthyl moieties.
Yang PJ and Lin HC.
Liq. Cryst., 33(5), 587-603 (2006)
Semi-synthesis and proteasome inhibition of D-ring deoxy analogs of (-)-epigallocatechin gallate (EGCG), the active ingredient of green tea extract.
Huo C, et al.
Canadian Journal of Chemistry, 86(6), 495-502 (2008)

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