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771058

4-(4′-Hydroxyphenylazo)benzoic acid

97%

Synonym(s):

(E)-4-[(4-Hydroxyphenyl)azo]benzoic acid

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250 MG

$91.40

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About This Item

Empirical Formula (Hill Notation):
C13H10N2O3
CAS Number:
105299-45-4
Molecular Weight:
242.23
MDL number:
MFCD00225268
UNSPSC Code:
12352106
PubChem Substance ID:
329767468
NACRES:
NA.22

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Quality Level

100

assay

97%

form

solid

reaction suitability

reagent type: cross-linking reagent

mp

270-280 °C

functional group

carboxylic acid
hydroxyl

storage temp.

2-8°C

SMILES string

OC(C1=CC=C(/N=N/C2=CC=C(O)C=C2)C=C1)=O

InChI

1S/C13H10N2O3/c16-12-7-5-11(6-8-12)15-14-10-3-1-9(2-4-10)13(17)18/h1-8,16H,(H,17,18)/b15-14+

InChI key

HLVCZTOFOWHIJZ-CCEZHUSRSA-N

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1 of 4

This Item
4308137133547307
4-(4′-Hydroxyphenylazo)benzoic acid 97%

Sigma-Aldrich

771058

4-(4′-Hydroxyphenylazo)benzoic acid

4-(Diphenylhydroxymethyl)benzoic acid ≥98.0% (HPLC)

Sigma-Aldrich

43081

4-(Diphenylhydroxymethyl)benzoic acid

4′-Hydroxy-4-biphenylcarboxylic acid 99%

Sigma-Aldrich

371335

4′-Hydroxy-4-biphenylcarboxylic acid

Fmoc-4-Abz-OH ≥96.0% (TLC)

Sigma-Aldrich

47307

Fmoc-4-Abz-OH

form

solid

form

solid

form

powder, crystals or chunks

form

-

functional group

carboxylic acid, hydroxyl

functional group

carboxylic acid, hydroxyl

functional group

-

functional group

Fmoc

assay

97%

assay

≥98.0% (HPLC)

assay

99%

assay

≥96.0% (TLC)

storage temp.

2-8°C

storage temp.

-

storage temp.

room temp

storage temp.

2-8°C

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

mp

270-280 °C

mp

210-215 °C

mp

295 °C (dec.) (lit.)

mp

-

Application

4-(4′-Hydroxyphenylazo)benzoic acid may be used to synthesize 4-(4-propyloxyphenylazo)benzoic acid via Williamson synthesis by reacting with 1-bromopropane.[1]
Azobenzene cleavable linker. Treatment with sodium dithionite (sodium hydrosulfite) reduces azo functionality, cleaving the N-N bond to yield two primary amines.
Has been used in proteomic and affinity chromatography applications.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ0989
MKBP2300V

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Molecular imprinting of azobenzene carboxylic acid on a TiO2 ultrathin film by the surface sol-gel process
Lee SW, et al.
Langmuir, 14(10), 2857-2863 (1998)
Felicetta Landi et al.
Organic & biomolecular chemistry, 8(1), 56-59 (2009-12-22)
A new chemically-cleavable linker has been synthesised for the affinity-independent elution of biomolecules by classical affinity chromatography. This azo-based linker is shown to couple efficiently with "click" derivatised ligands such as biotin propargyl amide through a copper(I)-catalysed Huisgen 1,3-dipolar cycloaddition
A mild chemically cleavable linker system for functional proteomic applications.
Steven H L Verhelst et al.
Angewandte Chemie (International ed. in English), 46(8), 1284-1286 (2007-01-06)

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